Title: South Side Adventure Holidays 2025/2026 | Expedia.co.uk ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # South Side Adventure Holidays ## Book a Adventure Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ### Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to £335 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 Packages with flights are ATOL protected ## Top flight + Adventure hotel deals in South Side Price found within the past 48 hours. Click for updated prices. ![Marriott Marquis Chicago](https://images.trvl-media.com/lodging/19000000/18180000/18179000/18178914/6d23e5ad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Marquis Chicago Near South Side £716 per person 24 Nov - 28 Nov found 1 day ago Return flight included London (LON) to Chicago (ORD) 9.2/10 Wonderful! (1,029 reviews) Buffet should have different variety for breakfast Reviewed on 21 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-24/2025-11-28/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18178914&paandie=true&HotelClass=40&dealMarker=twH7WvKE_Di3zIgpq2NHXsHjhTR0_1Nli_qFCXgI5kKw-iTYZMXsucgjI3i8eDpC) Don't see what you're looking for? See all available trips from London to South Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-10-23/2025-10-30/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adventure holidays in South Side Price found within the past 48 hours. Click for updated prices. ![Marriott Marquis Chicago](https://images.trvl-media.com/lodging/19000000/18180000/18179000/18178914/6d23e5ad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Marquis Chicago Near South Side £716 per person 24 Nov - 28 Nov found 1 day ago Return flight included London (LON) to Chicago (ORD) 9.2/10 Wonderful! (1,029 reviews) Buffet should have different variety for breakfast Reviewed on 21 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-24/2025-11-28/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18178914&paandie=true&dealMarker=twH7WvKE_Di3zIgpq2NHXsHjhTR0_1Nli_qFCXgI5kKw-iTYZMXsucgjI3i8eDpC) Don't see what you're looking for? See all available trips from London to South Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-10-23/2025-10-30/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Top Adventure South Side Hotels ![Hyatt Regency McCormick Place Chicago ](https://images.trvl-media.com/lodging/1000000/90000/84800/84736/64dd2430_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency McCormick Place Chicago 2233 S Martin Luther King Dr, Chicago, IL - 11 min drive from University of Chicago Stay at this 4-star eco-certified hotel in Chicago. Enjoy free Wi-Fi, 3 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ... 9/10 Wonderful! (1,026 reviews) "We stayed at this hotel due to being walking distance of the soldier field stadium, It met our expectations and the staff was very friendly, The lobby is very nice, the lifts and facilities as well, the rooms are a bit outdated I find for the price we pay, yet a great stay." Reviewed on 17 Sept 2025 [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Regency-McCormick-Place.h84736.Hotel-Information) ![Best Western Grant Park Hotel](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/a243f0c9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Grant Park Hotel 1100 S Michigan Ave, Chicago, IL - 14 min drive from University of Chicago Stay at this hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ... 8/10 Very Good! (2,637 reviews) "Needs a renovation but location was great!" Reviewed on 17 Sept 2025 [](https://expedia.co.uk/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information) ![Jaslin Hotel](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/90849841_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Jaslin Hotel 261 West Cermak Rd, Chicago, IL - 11 min drive from University of Chicago Stay at this 3-star hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and a 24-hour front desk. Our guests praise the helpful staff and the clean ... 8.8/10 Excellent! (1,161 reviews) "Extremely clean facilities. Desk clerk not friendly or very welcoming. No laundry service. Great location and price." Reviewed on 18 Sept 2025 [](https://expedia.co.uk/Chicago-Hotels-Jaslin-Hotel.h13320264.Hotel-Information) [See all 461 properties in South Side](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635074842823) 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 holidays 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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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 Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## More Holiday Ideas [Flights to South Side](https://expedia.co.uk/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights)[South Side Hotels](https://expedia.co.uk/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[South Side Holiday Rentals](https://expedia.co.uk/South-Side-Holiday-Rentals.d553248635074842823.Travel-Guide-HolidayRentals)[South Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-South-Side.d553248635074842823.Car-Hire-Guide)[South Side Holidays](https://expedia.co.uk/South-Side.d553248635074842823.Holidays-City-Breaks)[Things to do in South Side](https://expedia.co.uk/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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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)