Title: West Side Vacation Packages & Trips 2025/2026 from CA $1,016 | Expedia.ca [West Side Travel Guide](https://expedia.ca/West-Side.dx553248635976475400)[Hotels in West Side](https://expedia.ca/West-Side-Hotels.d553248635976475400.Travel-Guide-Hotels)[Vacation Rentals in West Side](https://expedia.ca/West-Side-Vacation-Rentals.d553248635976475400.Travel-Guide-VacationRentals)[Flights to West Side](https://expedia.ca/Cheap-Flights-To-West-Side.d553248635976475400.Travel-Guide-Flights)[Things to do in West Side](https://expedia.ca/Things-To-Do-In-West-Side.d553248635976475400.Travel-Guide-Activities)[West Side Car Rentals](https://expedia.ca/Car-Rentals-In-West-Side.d553248635976475400.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6182807/509620c2-aaab-4d64-9d41-76a439dcdfa9.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # West Side Vacation Packages ## 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 ## Top West Side Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $1,016 per person Dec 27 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18.8/10 Exceptional! (1,128 reviews) Staff was our favorite part! Very very professional and friendly Reviewed on Nov 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=VNhWvsdASPx7u_Q-xs3JHumsAJbFD1Istddl_VmwfU61W_1oUQlrLACBi-vvSLkP) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago CA $1,086 per person Dec 27 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18.4/10 Exceptional! (1,262 reviews) Perfect stay and location. Room was clean and just what we needed. It’s nothing special Reviewed on Nov 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&dealMarker=z2ezCuJXeI-3jRRB5LuaVWfDeu3fh2PFEmAC_5ZMUhNEo1H6ipCFV5o0ValeSGpn) ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $1,156 per person Dec 27 - Jan 2 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (367 reviews) Property was clean, centrally located with wonderful staff. Will definitely stay again. Reviewed on Nov 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=VNhWvsdASPx7u_Q-xs3JHvxUntmr63Pb5Y--xstU2xwXPwDUTSUCm8kl0VeJ7P2S) ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago CA $1,864 per person Dec 27 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.6/10 Exceptional! (1,006 reviews) This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend! Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&dealMarker=VNhWvsdASPx7u_Q-xs3JHrcr9WTzjyrGY-Tjjti4te7sKdT2IohxyeJPujVHk93o) ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago CA $2,148 per person Dec 27 - Jan 2 found 9 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18.8/10 Exceptional! (1,001 reviews) Beautiful place and service Reviewed on Oct 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2717582&paandie=true&dealMarker=EaRa3E-pRiYUK-l7h9XR7b_SLd-hs0gcOccQGwoyn4dT5WiL-fbxCMYD1WP24kUS) ## Where to stay in West Side Find the best West Side areas and neighborhoods for the activities you enjoy most. [Learn more about West Side](https://expedia.ca/West-Side.dx553248635976475400) ![Default Image](https://mediaim.expedia.com/destination/9/ba9d7964e49bf0dfa4a8406e7bf15ec8.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West Loop 1 out of top 10 points of interest in this area Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center. [Find hotel + flight trips in West Loop](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Loop&DestID=553248634029130868&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://mediaim.expedia.com/destination/9/e38b3f0d255d1f94ae5e01a49a100e91.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West Town 2 out of top 10 points of interest in this area 4/5(5 area reviews) Noted for its live music and theaters, there's plenty to explore in West Town. Top attractions like The Salt Shed and Milwaukee Avenue are major draws, and you can hop on the metro at Division Station or Damen Station to see more of the city. [Find hotel + flight trips in West Town](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Town&DestID=6132439&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://mediaim.expedia.com/destination/9/3b07c39038495e1b2f26a6d593c71df1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Near West Side 4 out of top 10 points of interest in this area 4/5(29 area reviews) Live music, theaters, and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town. [Find hotel + flight trips in Near West Side](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Near%20West%20Side&DestID=6132434&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Wicker Park Consider exploring the abundant dining options in Wicker Park. If sightseeing is on the list, Milwaukee Avenue is a top attraction. Hop on the metro at Damen Station or Division Station to see more of the area. [Find hotel + flight trips in Wicker Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Wicker%20Park&DestID=6227639&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Fulton Market Though Fulton Market might not have many top sights, you can venture to the surrounding area to see attractions like Michigan Avenue and United Center. [Find hotel + flight trips in Fulton Market](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Fulton%20Market&DestID=553248635976007493&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Ready to book your vacation to West Side? Choose your dates ## West Side Hotel Deals ![Crowne Plaza Chicago West Loop by IHG](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Crowne Plaza Chicago West Loop by IHG 25 South Halsted Street Chicago IL Fully refundable CA $126 CA $148 total Nov 23 - Nov 24 includes taxes & fees 8.8/10 Excellent! (1,668 reviews) Na Reviewed on Nov 10, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=1293276&PinnedHotelID=1293276&HadPinnedHotel=true®ionId=553248635976475400) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Emily Hotel 311 North Morgan Street Chicago IL Fully refundableReserve now, pay when you stay CA $190 CA $223 total Dec 7 - Dec 8 includes taxes & fees 9/10 Wonderful! (1,265 reviews) Nice hotel. Rooms a little spartan. Good neighborhood. Reviewed on Nov 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=07%2F12%2F2025&endDate=08%2F12%2F2025&selected=19381112&PinnedHotelID=19381112&HadPinnedHotel=true®ionId=553248635976475400) ![Hyatt House Chicago Medical/University District](https://images.trvl-media.com/lodging/50000000/49320000/49315100/49315022/689da744_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt House Chicago Medical/University District 1835 West Harrison Street Chicago IL Fully refundableReserve now, pay when you stay CA $195 CA $229 total Nov 16 - Nov 17 includes taxes & fees 9/10 Wonderful! (1,191 reviews) Room was very nice with a complete kitchen Reviewed on Nov 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=49315022&PinnedHotelID=49315022&HadPinnedHotel=true®ionId=553248635976475400) [See all 847 properties in West Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F11%2F2025&endDate=17%2F11%2F2025®ionId=553248635976475400) 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. ![](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) ### Discover the most popular places to visit in West Side ![United Center](https://mediaim.expedia.com/destination/2/46d6593c111467d37042f3aa65728da7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### United Center 4.5/5(96 reviews) Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene. [](https://expedia.ca/United-Center-Near-West-Side.d6064077.Vacation-Attraction) ![Garfield Park Conservatory featuring a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26710-Garfield-Park-Conservatory.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Garfield Park Conservatory While away the afternoon in this huge conservatory housing tropical and rare plants, waterfalls and art. [](https://expedia.ca/Garfield-Park-Conservatory-East-Garfield-Park.d6182807.Vacation-Attraction) ![Wrigley Field featuring central business district, a city and a sporting event](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field 4.5/5(158 reviews) Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ### What to do in West Side ![Urbana–Champaign Scavenger Hunt: Hunting Illini](https://mediaim.expedia.com/localexpert/2568885/4fc58513-02f4-46d8-b825-fc13ff01539e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Self-Guided Illinois Scavenger Hunt: The Great Quest in Illinois CA $17 per adult [](https://expedia.ca/things-to-do/self-guided-illinois-scavenger-hunt-the-great-quest-in-illinois.a2568885.activity-details) ![River tour boat in Chicago](https://mediaim.expedia.com/localexpert/170432/2ab44ef1-1211-4f4f-9436-ce9a14d4241f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Architecture River Tour CA $68 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) ![Relax and enjoy the view](https://mediaim.expedia.com/localexpert/46106377/6686561e-a3aa-4cbf-9e71-f553bde2fa06.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Architecture Center River Cruise aboard First Lady CA $78 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-architecture-center-river-cruise-aboard-first-lady.a46106377.activity-details) [See all activities in West Side](https://expedia.ca/things-to-do/search?rid=553248635976475400) ## Frequently asked questions ### Can I cancel my flight booking to West Side due to COVID-19? > Our [Customer Service Portal](https://www.expedia.ca/service/?langId=1033) has useful information about changing or canceling your flight due to COVID-19. Before booking your tickets, it's wise to check the terms and conditions of your chosen airline too. ### What's the best way to find cheap flights to West Side that have flexible change policies? > At Expedia, we've been channeling our inner yoga master to get you the most flexible airfares around town. Simply check the "No change fee" box directly beneath the filter subheading "Flexible change policies" to find your dream flight to West Side. ### What are some of the general tips for travelers to West Side during the COVID-19 outbreak? > COVID-19 has led to substantial changes to how we travel. If you're planning a trip to West Side, the following tips will help you navigate this new traveling reality: > > - Before booking anything, check if any travel bans or restrictions apply — in both your destination and origin. Get the latest updates by reviewing government travel advisories. > - Requirements state you must wear a face mask at the airport, including at screening checkpoints. Be ready to lower your mask for ID purposes when asked by a TSA employee. > - Rather than handing a TSA agent your boarding pass, place it directly on the reader yourself. When that's done, hold it up for inspection. > - TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on baggage. This will need to be removed from your bag for screening. > - Place any personal items (like your phone, wallet and keys) in your carry-on rather than a bin to minimize handling during the screening process. > - Separate any food you have for X-ray scanning. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA agent to touch and inspect your belongings. ### Which airlines fly to West Side? > Let American Airlines take you there. This leading carrier schedules 13307 flights each month to O'Hare Intl. Airport (ORD), a West Side gateway. ### How can I find cheap tickets to West Side? > A useful strategy for nabbing cheap fares is to be flexible with your travel dates. Start by searching for your flight to West Side, then click on the "flexible dates" box for a list of prices for nearby days. Another handy tip? Book well ahead of time. To give you an idea of fares, was the lowest price for a flight to West Side in the last seven days. ### How much is a flight to West Side? > If you were flying one way from (), you could've snapped up an affordable ticket for in the last seven days. Round-trip flights to West Side ranged from only to over the same period. ### What are the most popular airports to fly into in West Side? > West Side's main entry point is O'Hare Intl. Airport (ORD). Get your next big journey underway by securing an airfare on one of the 33491 flights a month to this destination. ### When is the cheapest time to fly to West Side? > Flying on a Tuesday, followed by a Monday, is generally the best way to get the cheapest deal. Stay away from the weekends if you can, because Saturday is typically the most expensive day. Spend the money you saved enjoying yourself in West Side instead! ### How much is a plane ticket to West Side? > In the last seven days, fares cost between and . Scroll through our amazing deals to West Side, make a booking and then get ready for your getaway! ### Which airlines with flights to West Side employ COVID-19 cleanliness policies? > To reduce contact between passengers and flight attendants during the global COVID-19 pandemic, most reputable airlines have taken social distancing and other strategies to the skies. Just a few of these are: > > - United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant. ## Explore a world of travel with Expedia - Lodging - Flights - Packages ### Lodging - [Hotels near 18th Station](https://www.expedia.ca/18th-Station-Hotels.d6210635.Travel-Guide-Hotels) - [1 Star Hotels in Grace Abbott Homes](https://www.expedia.ca/1Star-Grace-Abbott-Homes-Chicago-Hotels.s10-n6132393-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Douglas Park](https://www.expedia.ca/5Star-Douglas-Park-Chicago-Hotels.s50-n553248635976384191-0.Travel-Guide-Filter-Hotels) - [Hotels near Anna and Frederick Douglass Park](https://www.expedia.ca/Anna-And-Frederick-Douglass-Park-Hotels.0-l507384-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Cheap-Hotels.0-0-d178248-tCheapHotels.Travel-Guide-Filter-Hotels) - 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[Guest Houses in Illinois Medical District Station](https://www.expedia.ca/Illinois-Medical-District-Station-Guest-Houses.d6210751-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near Illinois Medical District Station](https://www.expedia.ca/Illinois-Medical-District-Station-Hotels.d6210751.Travel-Guide-Hotels) - [Resorts in Illinois Medical District Station](https://www.expedia.ca/Illinois-Medical-District-Station-Resort-Hotels.d6210751-aaResortHotels.Travel-Guide-Accommodation) - [Family Hotels in Lawndale](https://www.expedia.ca/Lawndale-Chicago-Hotels-Family-Hotel.0-n553248635976384042-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Lawndale Hotels](https://www.expedia.ca/Lawndale-Chicago-Hotels.0-n553248635976384042-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Little Village](https://www.expedia.ca/Little-Village-Chicago-Hotels-Beach-Hotel.0-n6132436-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Little Village](https://www.expedia.ca/Little-Village-Chicago-Hotels-Cheap-Hotels.0-n6132436-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Little Village](https://www.expedia.ca/Little-Village-Chicago-Hotels-Hotel-With-Pool.0-n6132436-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Little Village](https://www.expedia.ca/Little-Village-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6132436-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Little Village](https://www.expedia.ca/Little-Village-Chicago-Hotels-Luxury-Hotel.0-n6132436-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Little Village Hotels](https://www.expedia.ca/Little-Village-Chicago-Hotels.0-n6132436-0.Travel-Guide-Filter-Hotels) - [Lower West Side Hotels](https://www.expedia.ca/Lower-West-Side-Chicago-Hotels.0-n6132386-0.Travel-Guide-Filter-Hotels) - [Magnificent Mile Hotels](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in North Lawndale](https://www.expedia.ca/North-Lawndale-Chicago-Hotels-Boutique-Hotel.0-n6132403-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in North Lawndale](https://www.expedia.ca/North-Lawndale-Chicago-Hotels-Business-Hotel.0-n6132403-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in North Lawndale](https://www.expedia.ca/North-Lawndale-Chicago-Hotels-Cheap-Hotels.0-n6132403-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in North Lawndale](https://www.expedia.ca/North-Lawndale-Chicago-Hotels-Family-Hotel.0-n6132403-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in North Lawndale](https://www.expedia.ca/North-Lawndale-Chicago-Hotels-Historic-Hotel.0-n6132403-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in North Lawndale](https://www.expedia.ca/North-Lawndale-Chicago-Hotels-Shopping-Hotel.0-n6132403-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in North Lawndale](https://www.expedia.ca/North-Lawndale-Chicago-Hotels-Winery-Hotel.0-n6132403-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [North Lawndale Hotels](https://www.expedia.ca/North-Lawndale-Chicago-Hotels.0-n6132403-0.Travel-Guide-Filter-Hotels) - [Hotels near Pitchfork Music Festival](https://www.expedia.ca/Pitchfork-Music-Festival-Hotels.0-l553248635977254213-0.Travel-Guide-Filter-Hotels) - [Hotels near Polk Station](https://www.expedia.ca/Polk-Station-Hotels.d6210631.Travel-Guide-Hotels) - [Hotels near Rush University Medical Center](https://www.expedia.ca/Rush-University-Medical-Center-Hotels.0-l553248635389801544-0.Travel-Guide-Filter-Hotels) - [Hotels near Saint Anthony Hospital](https://www.expedia.ca/Saint-Anthony-Hospital-Hotels.0-l553248635997986659-0.Travel-Guide-Filter-Hotels) - [Tri-Taylor Hotels](https://www.expedia.ca/Tri-Taylor-Chicago-Hotels.0-n553248635976469282-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Ukrainian Village](https://www.expedia.ca/Ukrainian-Village-Chicago-Hotels-Cheap-Hotels.0-n553248635975034524-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Ukrainian Village](https://www.expedia.ca/Ukrainian-Village-Chicago-Hotels-Luxury-Hotel.0-n553248635975034524-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Ukrainian Village Hotels](https://www.expedia.ca/Ukrainian-Village-Chicago-Hotels.0-n553248635975034524-0.Travel-Guide-Filter-Hotels) - [Hotels near Union Park](https://www.expedia.ca/Union-Park-Hotels.0-l553248635056398050-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in United Center](https://www.expedia.ca/United-Center-Chicago-Hotels-Cheap-Hotels.0-n643562035333914624-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in United Center](https://www.expedia.ca/United-Center-Chicago-Hotels-Luxury-Hotel.0-n643562035333914624-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [United Center Hotels](https://www.expedia.ca/United-Center-Chicago-Hotels.0-n643562035333914624-0.Travel-Guide-Filter-Hotels) - [Hotels near United Center](https://www.expedia.ca/United-Center-Hotels.0-l6064077-0.Travel-Guide-Filter-Hotels) ### Flights - [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) ### Packages - [900 North Michigan Shops](https://www.expedia.ca/900-North-Michigan-Shops-Downtown-Chicago.d6199347.Vacation-Attraction) - [Aon Center](https://www.expedia.ca/Aon-Center-Downtown-Chicago.d6064015.Vacation-Attraction) - [Art Institute of Chicago](https://www.expedia.ca/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction) - [Buckingham Fountain](https://www.expedia.ca/Buckingham-Fountain-Downtown-Chicago.d6064027.Vacation-Attraction) - [Cibc Theatre](https://www.expedia.ca/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Vacation-Attraction) - [Carbide and Carbon Building](https://www.expedia.ca/Carbide-And-Carbon-Building-Downtown-Chicago.d553248621555594910.Vacation-Attraction) - [Central Chicago Vacations](https://www.expedia.ca/Central-Chicago.d553248635976475413.Destination-Travel-Guides) - [Visit East Garfield Park](https://www.expedia.ca/Chicago-East-Garfield-Park.dx6132269) - [Visit Grace Abbott Homes](https://www.expedia.ca/Chicago-Grace-Abbott-Homes.dx6132393) - [Visit Little Village](https://www.expedia.ca/Chicago-Little-Village.dx6132436) - [Visit North Lawndale](https://www.expedia.ca/Chicago-North-Lawndale.dx6132403) - [Chicago Riverwalk](https://www.expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction) - [Visit Smith Park](https://www.expedia.ca/Chicago-Smith-Park.dx553248635976473807) - [Visit The Loop](https://www.expedia.ca/Chicago-The-Loop.dx800024) - [Chicago Theatre](https://www.expedia.ca/Chicago-Theatre-Downtown-Chicago.d6064049.Vacation-Attraction) - [Visit Tri-Taylor](https://www.expedia.ca/Chicago-Tri-Taylor.dx553248635976469282) - [Chicago Vacations](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides) - [Cloud Gate](https://www.expedia.ca/Cloud-Gate-Downtown-Chicago.d6182888.Vacation-Attraction) - [Downtown Chicago Vacations](https://www.expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides) - [Garfield Park Conservatory](https://www.expedia.ca/Garfield-Park-Conservatory-East-Garfield-Park.d6182807.Vacation-Attraction) - [Grant Park](https://www.expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction) - [House of Blues Chicago](https://www.expedia.ca/House-Of-Blues-Chicago-Downtown-Chicago.d6227753.Vacation-Attraction) - [John Hancock Center](https://www.expedia.ca/John-Hancock-Center-Downtown-Chicago.d6065131.Vacation-Attraction) - [Loretto Hospital](https://www.expedia.ca/Loretto-Hospital-Austin.d553248635997986962.Vacation-Attraction) - [Magnificent Mile Vacations](https://www.expedia.ca/Magnificent-Mile.d800025.Destination-Travel-Guides) - [Marina City](https://www.expedia.ca/Marina-City-Downtown-Chicago.d553248621533116577.Vacation-Attraction) - [Michigan Avenue](https://www.expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) - [Millennium Park](https://www.expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) - [Richard J. Daley Center](https://www.expedia.ca/Richard-J-Daley-Center-Downtown-Chicago.d6175173.Vacation-Attraction) - [Shops at North Bridge](https://www.expedia.ca/Shops-At-North-Bridge-Downtown-Chicago.d6227764.Vacation-Attraction) - [South Loop Vacations](https://www.expedia.ca/South-Loop.d6130108.Destination-Travel-Guides) - [The East Bank Club](https://www.expedia.ca/The-East-Bank-Club-Downtown-Chicago.d553248621555594881.Vacation-Attraction) - [The Loop Vacations](https://www.expedia.ca/The-Loop.d800024.Destination-Travel-Guides) - [United Center](https://www.expedia.ca/United-Center-Near-West-Side.d6064077.Vacation-Attraction) - [Water Tower Place](https://www.expedia.ca/Water-Tower-Place-Downtown-Chicago.d6064087.Vacation-Attraction) - [Willis Tower](https://www.expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) - [Wrigley Building](https://www.expedia.ca/Wrigley-Building-Downtown-Chicago.d6064091.Vacation-Attraction) \* 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 ![QR code to download the app](data:image/png;base64,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)