Title: Roosevelt Station Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Downtown Chicago Travel Guide](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)[Roosevelt Station Hotels](https://expedia.ca/Roosevelt-Station-Hotels.d6210882.Travel-Guide-Hotels)[Downtown Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Chicago.d6350699.Car-Rental-Guide)[Downtown Chicago Vacation Packages](https://expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Roosevelt Station Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6210882&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6210882&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6210882&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6210882&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Roosevelt Station Vacation Homes ![Interior](https://images.trvl-media.com/lodging/22000000/21630000/21626400/21626312/f8c3be97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21630000/21626400/21626312/f493eccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21630000/21626400/21626312/70fd9772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21630000/21626400/21626312/270-065545c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars Near North Side 9.4/10 Exceptional (102) "Awesome space for our large group! Location couldn’t have been better - on a very nice street with tons of bars and restaurants near by." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elias P. [](https://www.expedia.ca/Chicago-Hotels-Huge-5-BR-Home-Private-Yard-Walk-Everywhere-Parking-For-2-Cars.h21626312.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60640000/60639300/60639293/1fb255ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library, stereo](https://images.trvl-media.com/lodging/61000000/60640000/60639300/60639293/899d87a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60640000/60639300/60639293/7e70f9fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60640000/60639300/60639293/3780e5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Gold Coast Luxury Home Best Location walking distance to anywhere! Downtown Chicago 10/10 Exceptional (23) "I cannot express how wonderful the stay was! From the communication level of the hosts to the details and cleanliness let alone the beauty of this home, it was absolutely wonderful in every way! We will absolutely be staying here again for any future needs!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica S. [](https://www.expedia.ca/Chicago-Hotels-Chicago-Gold-Coast-Luxury-Home-Best-Location-Walking-Distance-To-Anywhere.h60639293.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26570000/26561800/26561748/1ba52d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/27000000/26570000/26561800/26561748/582b0ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26570000/26561800/26561748/cf94a216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/27000000/26570000/26561800/26561748/dab30463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath West Town 10/10 Exceptional (92) "Awesome location, plenty of space, timely communication, clean. We loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia D. [](https://www.expedia.ca/Chicago-Hotels-Beautiful-Modern-Designer-Home-Downtown-4-Bed4-Bath.h26561748.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91020000/91012700/91012686/511c4f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91020000/91012700/91012686/17e84bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo, offices](https://images.trvl-media.com/lodging/92000000/91020000/91012700/91012686/b828cdd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91020000/91012700/91012686/bd07b58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury SOHO Styled Two-Level Townhouse - Old Town Near North Side 10/10 Exceptional (16) "Great location in Old Town! Easy walking to the beach and many restaurants. Ample space and clean property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Z. [](https://www.expedia.ca/Chicago-Hotels-Luxury-SOHO-Styled-Two-Level-Townhouse-Old-Town.h91012686.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27132600/27132548/b89d59c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27140000/27132600/27132548/a42431c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/28000000/27140000/27132600/27132548/d786248e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/28000000/27140000/27132600/27132548/63949d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4-Level/4-Bedroom Townhouse in West Loop West Town 10/10 Exceptional (61) "We really loved staying at this property. I would definitely book this again. Very clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary s. [](https://www.expedia.ca/Chicago-Hotels-Spacious-4-Level4-Bedroom-Townhouse-In-West-Loop.h27132548.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/8dee178f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/8baae4c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/f5836898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/f50bef27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location Near North Side 9.8/10 Exceptional (102) "The house was as described and worked beautifully for my family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Chicago-Hotels-Elegant-4-Br-Old-Town-Home-Private-Yard-Parking-Amazing-Location.h25190642.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29490000/29485400/29485381/65c24496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29485400/29485381/15b7661c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, toys, books](https://images.trvl-media.com/lodging/30000000/29490000/29485400/29485381/2d3a8822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29490000/29485400/29485381/bf44d4f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace Near North Side 9.2/10 Wonderful (60) "Very clean and comfortable and Inna was SO helpful and responsive! Location is also outstanding, lovely neighborhood, would definitely book again for another family trip or a meet up with friends. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan P. [](https://www.expedia.ca/Chicago-Hotels-Insta-Worthy-Prime-Spot-Patio-Parking-Fireplace.h29485381.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/82000000/81630000/81622800/81622796/236bb90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/82000000/81630000/81622800/81622796/w6224h4148x7y7-bf3ecacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/82000000/81630000/81622800/81622796/49106b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81630000/81622800/81622796/6a7da5c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury House in the heart of Old Town with Parking Near North Side 10/10 Exceptional (54) "Really great house in very cool neighborhood. There were a few tech issues we had and the owner was very responsive. Great place for big family gathering. Short walk to Lake Michigan. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay G. [](https://www.expedia.ca/Chicago-Hotels-Luxury-House-In-The-Heart-Of-Old-Town-With-Parking.h81622796.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60920000/60915100/60915059/178be481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/61000000/60920000/60915100/60915059/90082ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60920000/60915100/60915059/9139165e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60920000/60915100/60915059/2d149a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic luxury townhouse on Chicago's Gold Coast Downtown Chicago 9.4/10 Exceptional (78) "Large houseClean and well furnishedMix-up on checkin but manager on site fixed quickly.I highly recommend and would stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott F. [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Historic-Chicago-Townhouse.h60915059.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113150000/113142600/113142510/450172ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113150000/113142600/113142510/55e7fd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113150000/113142600/113142510/49adfef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/114000000/113150000/113142600/113142510/68bcf1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces Downtown Chicago 10/10 Exceptional (5) "We had a great stay! Inna provided us all the info we needed to check in smoothly when we arrived and the garage spot made it easy for us to park and unload luggage straight into the house. Everything was super clean! The house is big enough that even with so many guests everyone felt spread out and had their own space. We were able to take a 5ish min walk to the beach which was such a bonus! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raleigh H. [](https://www.expedia.ca/Chicago-Hotels-Gilded-Age-Gold-Coast-Mansion-With-Parking.h113142510.Hotel-Information) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/99000000/98240000/98239100/98239093/356003e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98240000/98239100/98239093/de98abe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/99000000/98240000/98239100/98239093/2b05f58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/99000000/98240000/98239100/98239093/dfbf251c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover Near North Side 9.4/10 Exceptional (18) "Overall, our stay was great! Checking in and out was easy and speedy, and the location is fantastic for those who like to spend time downtown (the property is within walking distance of the Brown and Red lines). A garage space was greatly appreciated for those who would drive, but traveling to/from O’Hare on the L was easy. We (6 adults) enjoyed our time and the neighborhood." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan R. [](https://www.expedia.ca/Chicago-Hotels-Old-Town-3bd-3ba-Coach-House.h98239093.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113620000/113617700/113617635/b62655af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113620000/113617700/113617635/611bbca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113620000/113617700/113617635/83818c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113620000/113617700/113617635/6cf778de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Last-Minute Chicago home with Rooftop Views +Private HOT TUB -Garage-Sleeps 12 West Town 10/10 Exceptional (2) "Stayed in Chicago for a trade show. Great location and well kept property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron E. [](https://www.expedia.ca/Chicago-Hotels-RARE-12Guests-3BedRooms-PrivateHome-Full-Kitchen-SKYView-Roof-CarGarage-PETsOK.h113617635.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115780000/115779600/115779525/b792aba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115780000/115779600/115779525/02aa53c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/116000000/115780000/115779600/115779525/22f66faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115780000/115779600/115779525/fcb1ee43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Gold Coast Villa Near Beach w/ Parking Downtown Chicago 10/10 Exceptional (1) "Great house for our family vacation to Chicago!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth W. [](https://www.expedia.ca/Chicago-Hotels-Spectacular-Gold-Coast-Villa-Near-Beach-W-Parking.h115779525.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64450000/64449200/64449108/dff9b32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64450000/64449200/64449108/835b2a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/65000000/64450000/64449200/64449108/cdfd7471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64450000/64449200/64449108/d85317b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking) Near North Side 9.8/10 Exceptional (24) "Loved everything. A great place to gather family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DENISE G. [](https://www.expedia.ca/Chicago-Hotels-GROUP-LUX-In-Old-Town-4bd3ba.h64449108.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119850000/119840800/119840758/1611c8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119850000/119840800/119840758/40078856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119850000/119840800/119840758/4f74a0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/120000000/119850000/119840800/119840758/86645464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Spacious 3-Bed West Loop Townhouse, 1 Car Garage Downtown Chicago [](https://www.expedia.ca/Chicago-Hotels-NEW-Spacious-3-Bed-West-Loop-Townhouse.h119840758.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/113000000/112750000/112742500/112742432/97d79836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112750000/112742500/112742432/474ad75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112750000/112742500/112742432/b6c7e37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112750000/112742500/112742432/d5d33630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly Near North Side 10/10 Exceptional (3) "We enjoyed our stay great host " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janeth G. [](https://www.expedia.ca/Chicago-Hotels-Ideal-Group-Getaway-Prime-Location.h112742432.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100110000/100102100/100102076/f583f41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100110000/100102100/100102076/93c7a77a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100110000/100102100/100102076/34c9764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100110000/100102100/100102076/470e6b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to Fulton Market Downtown 4 bedroom Entire Home Sleeps 11 with City Views West Town 10/10 Exceptional (3) "Clean, spacious, and well equipped for renters. Our group enjoyed this home immensely and its easy walk to all Fulton Market attractions. Owner is thoughtful and very responsive. I hope to stay again next time I'm in the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) C D. [](https://www.expedia.ca/Chicago-Hotels-Steps-To-Fulton-Market-Downtown-4-Bedroom-Entire-Home-Sleeps-11-With-City-Views.h100102076.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116550000/116548100/116548096/8612df4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116550000/116548100/116548096/25eb8876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116550000/116548100/116548096/be81c99b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116550000/116548100/116548096/070eec38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secret Gallery on the Park - 2bd/1ba + 1bd/1ba Downtown Chicago [](https://www.expedia.ca/Chicago-Hotels-Secret-Gallery-On-The-Park-2bd1ba-1bd1ba.h116548096.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76450000/76449900/76449807/6f701c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76450000/76449900/76449807/5aaeb7e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76450000/76449900/76449807/1edc28b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/77000000/76450000/76449900/76449807/w1125h750x104y0-423f2fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally Located Chicago Townhome Armour Square [](https://www.expedia.ca/Chicago-Hotels-Centrally-Located-Chicago-Townhome.h76449807.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100840000/100837600/100837548/d2ec0936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/101000000/100840000/100837600/100837548/w1019h683x0y0-14234ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/101000000/100840000/100837600/100837548/e85aac4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100840000/100837600/100837548/7665dce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chicago Hotel Collection River North Downtown Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-River-North.h100837548.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12®ionId=6210882&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FRoosevelt-Station-Private-Vacation-Homes.d6210882-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRoosevelt-Station-Private-Vacation-Homes.d6210882-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Roosevelt Station Hotel Reviews ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "i have been visiting chicago frequently over the last few months and this hotel thus far has exceeded any hotel stay that ive had. the staff was amazing and the location and room was great for the money spent. i will return " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![citizenM Chicago Downtown](//images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 10/10 Excellent "Closer parking or vale" [](https://expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "Staff was very nice and the hotel is near everything " [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](//images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg) ### Sable at Navy Pier Chicago, Curio Collection by Hilton 10/10 Excellent "Floor-to- ceiling windows providing beautiful views of the Lake and City skyline (and windowseat) were very nice. Location was nice. Room was quiet. Bed was very comfortable. Staff was courteous and helpful." [](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Warwick Allerton - Chicago](//images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "Computers need updates. Staff great." [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Great" [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![The Royal Sonesta Chicago Downtown](//images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "The only negative experience was seeing the Disgraceful Trump Tower across the street. " [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hotel Riu Plaza Chicago](//images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "Breakfast was great, staff is always amazing. Only place I like staying in Chicago!" [](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Pendry Chicago](//images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg) ### Pendry Chicago 10/10 Excellent "We loved the Pendry!" [](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) ## Find out more about Roosevelt Station #### What types of Vacation Homes can I find in Roosevelt Station? When you’re looking for Roosevelt Station Vacation Homes in 2025, you can use Expedia’s filters to find accommodation that’s family-friendly or business-friendly, and narrow down your search results by amenities, price per night, and much more. For example, you can search for Vacation Homes that welcome pets, or one with accessibility features. You’ll find a range of places to stay to suit every budget, so if you're looking for cheap Vacation Homes in Roosevelt Station, use our simple search function to help you secure a good deal. If the exact location of Vacation Homes is important to you, try our map facility to view available places in relation to each other and to Roosevelt Station. #### How much do Vacation Homes cost in Roosevelt Station? Prices for Roosevelt Station Vacation Homes can start from as little as \* in 2025. The cost per night varies depending on several factors, including the amenities on offer at Vacation Homes, the exact location of Vacation Homes and how far they are from Roosevelt Station, as well as how high the demand for accommodation is near Roosevelt Station on the dates of your booking. At Expedia, we cater for every budget, so if you’re looking for cheap Vacation Homes in Roosevelt Station, you can sleep easy knowing that we’ll help you to secure some of the very best deals on offer. #### How to find the best deals on Roosevelt Station Vacation Homes? Expedia’s search function can help you find a great deal on Roosevelt Station Vacation Homes. Changing the sort order of your search results can help you to find cheap Vacation Homes in Roosevelt Station at a glance. If you have a specific price range in mind, try selecting minimum and maximum prices per night to narrow your results. You can also filter by guest ratings and star ratings to find some of the best offers for Vacation Homes within your budget. Don’t forget, if you’re an Expedia Rewards member, you can use the ‘Member Prices’ filter to make instant savings on your booking. #### Why should I choose Expedia to book Roosevelt Station Vacation Homes? One of the many benefits of booking Roosevelt Station Vacation Homes with Expedia is the clear and simple search function. When you use the many filters on offer, you can easily compile a shortlist of fantastic places to stay, and make comparisons between the different Vacation Homes so that you can choose exactly what you need. At Expedia, it’s possible to create your own customized package and make great savings by booking flights, car hire, and more at the same time as Roosevelt Station Vacation Homes. And don’t forget that with free membership to Expedia Rewards, you can earn points on all eligible purchases, and build your points total to use towards future travel. #### What is the cancellation policy on booking Roosevelt Station Vacation Homes? It’s often possible to change or cancel bookings at Roosevelt Station Vacation Homes without a fee, but it depends on the rules and restrictions of the various Vacation Homes. Many booking options offer a window of flexibility, for example a full refund if you cancel more than 24 or 48 hours before Roosevelt Station arrival dates. It’s best to check the policies of the individual Vacation Homes before making a booking, if flexibility is important to you. You can filter for the ‘Fully refundable’ payment type when you search for Vacation Homes. You can also view the terms of the different Vacation Homes at any time by checking the details of your booking at Expedia. \*Prices and availability are subject to change. Additional terms may apply  ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Houseboats in Adams-Wabash Station](https://www.expedia.ca/Adams-Wabash-Station-Houseboats.d6210258-aaHouseboats.Travel-Guide-Accommodation) - [Hotels near Art Institute of Chicago](https://www.expedia.ca/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - [Hotels near Auditorium Building and Theatre](https://www.expedia.ca/Auditorium-Building-And-Theatre-Hotels.0-l6064023-0.Travel-Guide-Filter-Hotels) - [Hotels near Buckingham Fountain](https://www.expedia.ca/Buckingham-Fountain-Hotels.0-l6064027-0.Travel-Guide-Filter-Hotels) - [Hotels near Burnham Park](https://www.expedia.ca/Burnham-Park-Hotels.0-l6182814-0.Travel-Guide-Filter-Hotels) - [Family Hotels in Central Station](https://www.expedia.ca/Central-Station-Chicago-Hotels-Family-Hotel.0-n6132250-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Central Station](https://www.expedia.ca/Central-Station-Chicago-Hotels-Luxury-Hotel.0-n6132250-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Central Station](https://www.expedia.ca/Central-Station-Chicago-Hotels-Romantic-Hotel.0-n6132250-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Central Station Hotels](https://www.expedia.ca/Central-Station-Chicago-Hotels.0-n6132250-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Chicago](https://www.expedia.ca/Chicago-Apart-Hotels.d178248-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Chicago](https://www.expedia.ca/Chicago-Apartments.d178248-aaApartments.Travel-Guide-Accommodation) - [B&B in Chicago](https://www.expedia.ca/Chicago-Bed-And-Breakfast.d178248-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Chicago](https://www.expedia.ca/Chicago-Cabins.d178248-aaCabins.Travel-Guide-Accommodation) - [Capsule Hotels in Chicago](https://www.expedia.ca/Chicago-Capsule-Hotels.d178248-aaCapsuleHotels.Travel-Guide-Accommodation) - [Chalets in Chicago](https://www.expedia.ca/Chicago-Chalets.d178248-aaChalets.Travel-Guide-Accommodation) - [Condo Rentals in Chicago](https://www.expedia.ca/Chicago-Condos.d178248-aaCondos.Travel-Guide-Accommodation) - [Cottages in Chicago](https://www.expedia.ca/Chicago-Cottages.d178248-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Chicago](https://www.expedia.ca/Chicago-Country-House.d178248-aaCountryHouse.Travel-Guide-Accommodation) - [Cruise Ships in Chicago](https://www.expedia.ca/Chicago-Cruise-Ships.d178248-aaCruiseShips.Travel-Guide-Accommodation) - [Guest Houses in Chicago](https://www.expedia.ca/Chicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Chicago](https://www.expedia.ca/Chicago-Holiday-Parks.d178248-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Chicago](https://www.expedia.ca/Chicago-Hostels.d178248-aaHostels.Travel-Guide-Accommodation) - [Cheap Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Cheap-Hotels.0-0-d178248-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d178248-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Free-Parking.0-0-d178248-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Chicago](https://www.expedia.ca/Chicago-Hotels-Marriott-Hotels-Resorts.0-0-d178248--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Chicago Hotels](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Inns in Chicago](https://www.expedia.ca/Chicago-Inns.d178248-aaInns.Travel-Guide-Accommodation) - [Lodges in Chicago](https://www.expedia.ca/Chicago-Lodges.d178248-aaLodges.Travel-Guide-Accommodation) - [Motels in Chicago](https://www.expedia.ca/Chicago-Motels.d178248-aaMotels.Travel-Guide-Accommodation) - [Hotels near Chicago Museum Campus-11th Street Station](https://www.expedia.ca/Chicago-Museum-Campus-11th-Street-Station-Hotels.d6212755.Travel-Guide-Hotels) - [Inns in Chicago Museum Campus-11th Street Station](https://www.expedia.ca/Chicago-Museum-Campus-11th-Street-Station-Inns.d6212755-aaInns.Travel-Guide-Accommodation) - [Vacation Homes in Chicago](https://www.expedia.ca/Chicago-Private-Vacation-Homes.d178248-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Chicago](https://www.expedia.ca/Chicago-Resort-Hotels.d178248-aaResortHotels.Travel-Guide-Accommodation) - [Ryokans in Chicago](https://www.expedia.ca/Chicago-Ryokans.d178248-aaRyokans.Travel-Guide-Accommodation) - [Townhomes in Chicago](https://www.expedia.ca/Chicago-Townhomes.d178248-aaTownhomes.Travel-Guide-Accommodation) - [Treehouses in Chicago](https://www.expedia.ca/Chicago-Treehouses.d178248-aaTreehouses.Travel-Guide-Accommodation) - [Hotels near Chicago Van Buren Street Station](https://www.expedia.ca/Chicago-Van-Buren-Street-Station-Hotels.d6212751.Travel-Guide-Hotels) - [Villas in Chicago](https://www.expedia.ca/Chicago-Villas.d178248-aaVillas.Travel-Guide-Accommodation) - [Hotels near Columbia College Chicago](https://www.expedia.ca/Columbia-College-Chicago-Hotels.0-l6182905-0.Travel-Guide-Filter-Hotels) - [Hotels near DePaul University-Loop Campus](https://www.expedia.ca/DePaul-University-Loop-Campus-Hotels.0-l6227480-0.Travel-Guide-Filter-Hotels) - [Hotels near Dearborn St Station](https://www.expedia.ca/Dearborn-St-Station-Hotels.0-l553248621533116535-0.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near Field Museum of Natural History](https://www.expedia.ca/Field-Museum-Of-Natural-History-Hotels.0-l6065115-0.Travel-Guide-Filter-Hotels) - [Hotels near Fine Arts Building](https://www.expedia.ca/Fine-Arts-Building-Hotels.0-l6065117-0.Travel-Guide-Filter-Hotels) - [Hotels near Grant Park](https://www.expedia.ca/Grant-Park-Hotels.0-l507389-0.Travel-Guide-Filter-Hotels) - [Hotels near Harold Washington Library Center](https://www.expedia.ca/Harold-Washington-Library-Center-Hotels.0-l6064045-0.Travel-Guide-Filter-Hotels) - [Hotels near Harrison Station](https://www.expedia.ca/Harrison-Station-Hotels.d6210856.Travel-Guide-Hotels) - [Aparthotels in LaSalle Street Station](https://www.expedia.ca/LaSalle-Street-Station-Apart-Hotels.d6129924-aaApartHotels.Travel-Guide-Accommodation) - [B&B in LaSalle Street Station](https://www.expedia.ca/LaSalle-Street-Station-Bed-And-Breakfast.d6129924-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in LaSalle Street Station](https://www.expedia.ca/LaSalle-Street-Station-Guest-Houses.d6129924-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near LaSalle Street Station](https://www.expedia.ca/LaSalle-Street-Station-Hotels.d6129924.Travel-Guide-Hotels) - [Inns in LaSalle Street Station](https://www.expedia.ca/LaSalle-Street-Station-Inns.d6129924-aaInns.Travel-Guide-Accommodation) - [Resorts in LaSalle Street Station](https://www.expedia.ca/LaSalle-Street-Station-Resort-Hotels.d6129924-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Lollapalooza](https://www.expedia.ca/Lollapalooza-Hotels.0-l553248635977254161-0.Travel-Guide-Filter-Hotels) - [Magnificent Mile Hotels](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park](https://www.expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Prairie District](https://www.expedia.ca/Prairie-District-Chicago-Hotels-Cheap-Hotels.0-n553248635976473159-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Prairie District Hotels](https://www.expedia.ca/Prairie-District-Chicago-Hotels.0-n553248635976473159-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Printers Row](https://www.expedia.ca/Printers-Row-Chicago-Hotels-Boutique-Hotel.0-n6130106-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Printers Row](https://www.expedia.ca/Printers-Row-Chicago-Hotels-Honeymoon-Hotels.0-n6130106-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Printers Row](https://www.expedia.ca/Printers-Row-Chicago-Hotels-Hotel-With-Early-Check-In.0-n6130106-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Printers Row](https://www.expedia.ca/Printers-Row-Chicago-Hotels-Luxury-Hotel.0-n6130106-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Printers Row](https://www.expedia.ca/Printers-Row-Chicago-Hotels-Ski-Hotel.0-n6130106-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Printers Row Hotels](https://www.expedia.ca/Printers-Row-Chicago-Hotels.0-n6130106-0.Travel-Guide-Filter-Hotels) - [Motels in Quincy Metro Station](https://www.expedia.ca/Quincy-Metro-Station-Motels.d6210326-aaMotels.Travel-Guide-Accommodation) - [Hotels near Roosevelt University](https://www.expedia.ca/Roosevelt-University-Hotels.0-l553248633992284624-0.Travel-Guide-Filter-Hotels) - [Hotels near Soldier Field](https://www.expedia.ca/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Beach-Hotel.0-n6130108-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Boutique-Hotel.0-n6130108-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Cheap-Hotels.0-n6130108-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Family-Hotel.0-n6130108-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Hotel-With-Early-Check-In.0-n6130108-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-n6130108-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n6130108-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6130108-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Luxury-Hotel.0-n6130108-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Oceanfront-Hotels.0-n6130108-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Ski Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Ski-Hotel.0-n6130108-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Waterpark-Hotels.0-n6130108-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [South Loop Hotels](https://www.expedia.ca/South-Loop-Chicago-Hotels.0-n6130108-0.Travel-Guide-Filter-Hotels) - [The Loop Hotels](https://www.expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Buckingham Fountain](https://www.expedia.ca/Buckingham-Fountain-Downtown-Chicago.d6064027.Vacation-Attraction) - [Visit Downtown Chicago](https://www.expedia.ca/Chicago-Downtown-Chicago.dx6350699) - [Visit Prairie District](https://www.expedia.ca/Chicago-Prairie-District.dx553248635976473159) - [Visit South Loop](https://www.expedia.ca/Chicago-South-Loop.dx6130108) - [Visit The Loop](https://www.expedia.ca/Chicago-The-Loop.dx800024) - [Chicago Vacations](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides) - [Visit Chicago](https://www.expedia.ca/Chicago.dx178248) - [Grant Park](https://www.expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction) - [South Loop Vacations](https://www.expedia.ca/South-Loop.d6130108.Destination-Travel-Guides) - [Advantage Rent-A-Car Rental Cars in South Loop](https://www.expedia.ca/Advantage-Rent-A-Car-Car-Rentals-In-South-Loop.d6130108-c3.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Central Station](https://www.expedia.ca/Budget-Car-Rentals-In-Central-Station.d6132250-c39.Car-Rental-Guide-Suppliers) - [Car rentals near CNA Center](https://www.expedia.ca/Car-Rentals-In-CNA-Center.d553248633992321986.Car-Rental-Guide) - [Car rentals near Chicago](https://www.expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide) - [Enterprise Rental Cars in South Loop](https://www.expedia.ca/Enterprise-Car-Rentals-In-South-Loop.d6130108-c15.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in South Loop](https://www.expedia.ca/Sixt-Car-Rentals-In-South-Loop.d6130108-c35.Car-Rental-Guide-Suppliers) - [Things to do in Chicago](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) - [Book Vacation Homes in Roosevelt Station on Expedia.com](https://www.expedia.com/Roosevelt-Station-Private-Vacation-Homes.d6210882-aaPrivateVacationHomes.Travel-Guide-Accommodation)