Title: Adventure Vacations in Illinois 2026 | Expedia.ca ![](https://images.trvl-media.com/place/215/aa920d34-e093-4af5-87ef-8a5ae8eefcac.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Illinois Adventure Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Adventure hotel deals in Illinois Price found within the past 48 hours. Click for updated prices. ![Hotel Lincoln](https://images.trvl-media.com/lodging/1000000/30000/23400/23314/48b7272b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Lincoln Lincoln Park CA $836 per person May 5 - May 9 found 20 hours ago Roundtrip flight included New York (NYC) to Chicago (ORD) 7.8/10 Good! (1,083 reviews) Stayed at Hotel Lincoln and had a great experience overall! The location is fantastic—close to everything and perfect for exploring the area. The staff were incredibly friendly and welcoming, which really made the stay more enjoyable. The rooms were clean and comfortable. While the bathroom could use some updating, it didn’t take away from the overall positive experience. I’d definitely consider staying here again! Reviewed on Mar 29, 2026 ![Hotel 55 Chicago Downtown](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-2cdbdb6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel 55 Chicago Downtown Downtown Chicago CA $1,030 per person Apr 30 - May 4 found 1 day ago Roundtrip flight included New York (NYC) to Chicago (ORD) 8.8/10 Excellent! (1,580 reviews) Clean room, great location! Walked just about every where. Shower was amazing and room lights were on dimmers which is great for night time with children. I would definitely stay at this location again. Great price for a big city and location! Reviewed on Mar 29, 2026 ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LondonHouse Chicago, Curio Collection by Hilton Downtown Chicago CA $1,078 per person Apr 30 - May 4 found 1 day ago Roundtrip flight included New York (NYC) to Chicago (ORD) 9.4/10 Exceptional! (3,646 reviews) My husband and I stayed in the presidential suite. It was absolutely spectacular. Wonderful food at prime Ocean and good breakfast. Amenities were out of this world. Customer service was amazing. We met the best bartender ever at the rooftop bar. The views were the best in Chicago!! highly recommend this hotel. Reviewed on Mar 31, 2026 ![Omni Chicago Hotel](https://images.trvl-media.com/lodging/1000000/20000/11100/11076/93676f62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni Chicago Hotel Downtown Chicago CA $1,273 per person May 21 - May 25 found 20 hours ago Roundtrip flight included New York (NYC) to Chicago (ORD) 9.2/10 Wonderful! (1,710 reviews) Lovely hotel, beautiful rooms with a lot of space and terrific location. We will be back! Reviewed on Mar 31, 2026 ![Sofitel Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/19750f9d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sofitel Chicago Magnificent Mile Downtown Chicago CA $1,151 per person Apr 30 - May 4 found 1 day ago Roundtrip flight included New York (NYC) to Chicago (ORD) 9.4/10 Exceptional! (2,343 reviews) One of the best experiences I've had. Staff was so kind and fun to talk to! Gabriel was a highlight during my stay, he was professional and suggested great places for me to eat and visit. Great food at the CDA. Parking pricing is a bit ridiculous but it is what it is. Thanks Sofitel! Reviewed on Mar 30, 2026 Don't see what you're looking for? See all available trips from Columbus to Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Adventure holidays in Illinois Price found within the past 48 hours. Click for updated prices. ![The Ritz-Carlton, Chicago](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/29a217ee_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Chicago Downtown Chicago CA $1,447 per person May 2 - May 4 found 13 hours ago Roundtrip flight included Toronto (YTZ) to Chicago (ORD) 9.2/10 Wonderful! (1,001 reviews) Enjoyed a very comfortable stay. Reviewed on Mar 30, 2026 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago CA $1,555 per person May 1 - May 3 found 1 hour ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9.8/10 Exceptional! (1,010 reviews) Excellent room and facilities. Helpfull staff and amazing locstion. Reviewed on Mar 27, 2026 ![Four Seasons Hotel Chicago](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/e5b56b9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Four Seasons Hotel Chicago Downtown Chicago CA $1,559 per person Jun 19 - Jun 21 found 8 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (999 reviews) Service was wonderful! Hotel is very well located close to shops, restaurants and coffee shops. Lots to see and do around and hotel itself is pure luxury. We had a wonderful stay! Reviewed on Mar 27, 2026 Don't see what you're looking for? See all available trips from Columbus to Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adventure holidays in Illinois Price found within the past 48 hours. Click for updated prices. ![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/34f4da65_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Warwick Allerton - Chicago Downtown Chicago CA $900 per person Apr 30 - May 3 found 14 hours ago Roundtrip flight included Toronto (YTZ) to Chicago (ORD) 8.6/10 Excellent! (3,039 reviews) The room was nicer than the ones at the The Drake and The Palmer House, just saying. I stayed at both in the last year. It's cleaner and more modern. David was really nice and friendly Reviewed on Mar 31, 2026 ![Hotel 55 Chicago Downtown](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-2cdbdb6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel 55 Chicago Downtown Downtown Chicago CA $1,131 per person May 2 - May 5 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 8.8/10 Excellent! (1,580 reviews) Clean room, great location! Walked just about every where. Shower was amazing and room lights were on dimmers which is great for night time with children. I would definitely stay at this location again. Great price for a big city and location! Reviewed on Mar 29, 2026 ![Kinzie Hotel](https://images.trvl-media.com/lodging/1000000/1000000/992500/992500/6044b661_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinzie Hotel Downtown Chicago CA $940 per person Apr 30 - May 3 found 14 hours ago Roundtrip flight included Toronto (YTZ) to Chicago (ORD) 9.2/10 Wonderful! (2,091 reviews) The staff was really great and the room was fine, nothing exceptional but nothing bad. The walls were thin and we when our neighbors pulled up their shades it was so loud it woke us up. We got a call at 7a with nobody on the other end, that also woke us up. haha Reviewed on Mar 29, 2026 Don't see what you're looking for? See all available trips from Columbus to Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adventure holidays in Illinois Price found within the past 48 hours. Click for updated prices. ![Kinzie Hotel](https://images.trvl-media.com/lodging/1000000/1000000/992500/992500/6044b661_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinzie Hotel Downtown Chicago CA $897 per person Apr 30 - May 4 found 1 day ago Roundtrip flight included New York (NYC) to Chicago (ORD) 9.2/10 Wonderful! (2,091 reviews) The staff was really great and the room was fine, nothing exceptional but nothing bad. The walls were thin and we when our neighbors pulled up their shades it was so loud it woke us up. We got a call at 7a with nobody on the other end, that also woke us up. haha Reviewed on Mar 29, 2026 ![Hotel 55 Chicago Downtown](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-2cdbdb6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel 55 Chicago Downtown Downtown Chicago CA $1,030 per person Apr 30 - May 4 found 1 day ago Roundtrip flight included New York (NYC) to Chicago (ORD) 8.8/10 Excellent! (1,580 reviews) Clean room, great location! Walked just about every where. Shower was amazing and room lights were on dimmers which is great for night time with children. I would definitely stay at this location again. Great price for a big city and location! Reviewed on Mar 29, 2026 ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LondonHouse Chicago, Curio Collection by Hilton Downtown Chicago CA $1,078 per person Apr 30 - May 4 found 1 day ago Roundtrip flight included New York (NYC) to Chicago (ORD) 9.4/10 Exceptional! (3,646 reviews) My husband and I stayed in the presidential suite. It was absolutely spectacular. Wonderful food at prime Ocean and good breakfast. Amenities were out of this world. Customer service was amazing. We met the best bartender ever at the rooftop bar. The views were the best in Chicago!! highly recommend this hotel. Reviewed on Mar 31, 2026 Don't see what you're looking for? See all available trips from Columbus to Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Adventure Hotels in Illinois ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palmer House a Hilton Hotel 17 E Monroe St Chicago IL - 12 min drive from Wrigley Field CA $230 CA $305 total Apr 5 - Apr 6 includes taxes & fees Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ... [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Chicago 151 East Wacker Dr Chicago IL - 11 min drive from Wrigley Field CA $287 CA $386 total Apr 5 - Apr 6 includes taxes & fees Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ... 9.4/10 Exceptional! (3,471 reviews) Excellent place Reviewed on Mar 31, 2026 [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Swissotel - Chicago 323 E Wacker Dr Chicago IL - 11 min drive from Wrigley Field CA $275 CA $371 total Apr 6 - Apr 7 includes taxes & fees Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the ... 9/10 Wonderful! (3,233 reviews) Clean room, friendly staff, and an amazing view. Reviewed on Mar 31, 2026 [](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) [See all 10,420 properties in Illinois](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=215) 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Illinois Flights ](https://expedia.ca/Destinations-In-Illinois.d215.Flight-Destinations)[ Illinois Hotels ](https://expedia.ca/Destinations-In-Illinois.d215.Hotel-Destinations)[ Illinois Vacation Rentals ](https://expedia.ca/Destinations-In-Illinois.d215.Vacation-Rental-Destinations)[ Illinois Car Rentals ](https://expedia.ca/Destinations-In-Illinois.d215.Car-Rental-Destinations)[ Illinois Vacations ](https://expedia.ca/Illinois.d215.Destination-Travel-Guides)[ Things to do in Illinois ](https://expedia.ca/Things-To-Do-In-Illinois.d215.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app