Title: South Loop Holidays 2026 from £839 | Expedia.co.uk [South Loop Travel Guide](https://expedia.co.uk/Chicago-South-Loop.dx6130108)[Hotels in South Loop](https://expedia.co.uk/South-Loop-Chicago-Hotels.0-n6130108-0.Travel-Guide-Filter-Hotels)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[South Loop Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-South-Loop.d6130108.Car-Hire-Guide) ![](https://images.trvl-media.com/place/6130108/f1bd0360-1400-4c1c-882e-1779972b657f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Loop Holidays from £839 ## Book a Hotel + Flight or Car together to unlock savings - ## 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 ### Your South Loop Holiday Take the stress out of travel planning with a South Loop holiday package. With everything locked in before you go, all you have to do is simply enjoy this commercial neighbourhood's cafes, bars and pubs and history. When it's time to sightsee, you'll find plenty of popular attractions nearby including [Millennium Park](https://www.expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction), [Willis Tower](https://www.expedia.co.uk/Willis-Tower-Downtown-Chicago.d6064069.Attraction) and [Art Institute of Chicago](https://www.expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction). Visit one, two or all during your trip to South Loop. No matter your travel plans or the size of your budget, booking the ultimate South Loop holiday has never been easier with Expedia. Price found within the past 48 hours. Click for updated prices. ![Hilton Orrington / Evanston](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fbf21c1c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Orrington / Evanston Downtown Evanston £839 per person 14 Mar - 21 Mar found 1 day ago Return flight included London (LHR) to Chicago (ORD) 7.6/10 Good! (1,002 reviews) Staff were very courteous and helpful. The room was pleasant. Reviewed on 31 Jan 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago £875 per person 22 Apr - 26 Apr found 1 day ago Return flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Staff was extremely polite, rooms were clean. No issues at all Reviewed on 2 Feb 2026 ![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 £1,116 per person 14 Mar - 21 Mar found 1 day ago Return flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium. Reviewed on 31 Jan 2026 ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago £1,030 per person 14 Mar - 21 Mar found 1 day ago Return flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (2,229 reviews) Strong marijuana smell and stingy on amenities in the room Reviewed on 2 Feb 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago £1,036 per person 17 Mar - 20 Mar found 12 hours ago Return flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Room was pretty and clean. Great view. Room service quality of meals was extraordinary. Reviewed on 3 Feb 2026 ## Where to stay in South Loop Find the best South Loop areas and neighborhoods for the activities you enjoy most. [Learn more about South Loop](https://expedia.co.uk/Chicago-South-Loop.dx6130108) ![Downtown Chicago featuring a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Chicago 5 out of top 10 points of interest in this area The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art. [Find hotels in Downtown Chicago](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=6350699) ![Magnificent Mile - River North](https://images.trvl-media.com/place/800025/2f4bc1ac-f370-4b72-8a89-0aa7dcb93f0c.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Magnificent Mile Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes. [Find hotels in Magnificent Mile](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=800025) ![The Loop - Downtown featuring a river or creek](https://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The Loop 4.5/5(187 area reviews) Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean. [Find hotels in The Loop](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=800024) ![River North showing railway items, street scenes and a city](https://images.trvl-media.com/place/6350695/b009c703-f7ab-4e4c-95a4-4b883071adef.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### River North Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city. [Find hotels in River North](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=6350695) ![Underground passage in the Chicago O'Hare airport](https://images.trvl-media.com/place/553248635074842747/1dda5453-2f05-4485-9f3c-404a7075d270.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### O'Hare 3.5/5(10 area reviews) Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago. [Find hotels in O'Hare](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635074842747) ## Top hotels in South Loop ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue Chicago IL Fully refundableReserve now, pay when you stay £142 14 Feb - 15 Feb includes taxes & fees 8/10 Very Good! (9,824 reviews) Good Reviewed on 30 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=6130108) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago 720 S Michigan Ave Chicago IL Fully refundableReserve now, pay when you stay £140 21 Feb - 22 Feb includes taxes & fees 8.4/10 Very Good! (2,592 reviews) The room was clean and the staff was very friendly. Reviewed on 28 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=12570&PinnedHotelID=12570&HadPinnedHotel=true®ionId=6130108) ![Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/886bf093_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel 500 South Dearborn Street Chicago IL Fully refundableReserve now, pay when you stay £75 23 Feb - 24 Feb includes taxes & fees 9.6/10 Exceptional! (1,162 reviews) R rooms were spotless and the staff was amazing... Wish I could have stayed longer Reviewed on 1 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=21142&PinnedHotelID=21142&HadPinnedHotel=true®ionId=6130108) [See all 4,888 properties in South Loop](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F02%2F2026&endDate=05%2F02%2F2026®ionId=6130108) 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 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 holidays](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) ![Holiday in Month](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) ## Frequently asked questions ### How much does a South Loop travel package cost? ### If I'm not able to travel, can I cancel my South Loop travel package? ### How do I get a cheap travel package to South Loop? ### Does Expedia offer Book Now, Pay Later South Loop holidays? > - Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream getaway possible. > - Pay in instalments holidays: If you'd prefer to pay for your getaway across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna. > - Low deposit holidays: Pressing the "book now" button is much easier with this payment plan. Put down a small deposit on your booking and then get on your way. ### Where should I stay in South Loop? ### What are the top hotels in South Loop? ### How far in advance should I book my South Loop holiday? ### What does an Expedia South Loop travel package include? ### What should I know before booking a South Loop travel package? ### Can I choose my airline with a South Loop Expedia travel package? ### Things to do ![Chicago: Navy Pier Centennial Wheel Regular & Express Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago: Navy Pier Centennial Wheel Ticket £18 per adult **88%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details) ![Chicago C3® : Save on admission to your choice of 3 top attractactions](https://mediaim.expedia.com/localexpert/46362450/da44d619-18fc-4969-97e2-f7b8d0da99b5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago C3® by CityPASS® £79 per adult **90%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-c3-by-citypass.a46362450.activity-details) ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket £25 per adult **96%** of travellers recommend [](https://expedia.co.uk/things-to-do/color-factory-chicago-ticket.a49191714.activity-details) [See all activities in Chicago](https://expedia.co.uk/things-to-do/search?rid=6130108) ## Explore a world of travel with Expedia - 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[American Medical Association Headquarters ](https://www.expedia.co.uk/American-Medical-Association-Headquarters-Downtown-Chicago.d6227758.Attraction) - [Art Institute of Chicago ](https://www.expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction) - [Cibc Theatre ](https://www.expedia.co.uk/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Attraction) - [Central Chicago Holidays ](https://www.expedia.co.uk/Central-Chicago.d553248635976475413.Holidays-City-Breaks) - [Chicago Harbor Lighthouse ](https://www.expedia.co.uk/Chicago-Harbor-Lighthouse-Chicago.d6064039.Attraction) - [Visit Near South Side ](https://www.expedia.co.uk/Chicago-Near-South-Side.dx6132399) - [Visit Prairie District ](https://www.expedia.co.uk/Chicago-Prairie-District.dx553248635976473159) - [Visit Printers Row ](https://www.expedia.co.uk/Chicago-Printers-Row.dx6130106) - [Chicago Riverwalk ](https://www.expedia.co.uk/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Attraction) - [Visit The Loop ](https://www.expedia.co.uk/Chicago-The-Loop.dx800024) - [Chicago Theatre ](https://www.expedia.co.uk/Chicago-Theatre-Downtown-Chicago.d6064049.Attraction) - [Chicago Water Tower ](https://www.expedia.co.uk/Chicago-Water-Tower-Downtown-Chicago.d6064051.Attraction) - [Chicago Holidays ](https://www.expedia.co.uk/Chicago.d178248.Holidays-City-Breaks) - [Visit Chicago ](https://www.expedia.co.uk/Chicago.dx178248) - [Cloud Gate ](https://www.expedia.co.uk/Cloud-Gate-Downtown-Chicago.d6182888.Attraction) - [Downtown Chicago Holidays ](https://www.expedia.co.uk/Downtown-Chicago.d6350699.Holidays-City-Breaks) - [Grace Abbott Homes Holidays ](https://www.expedia.co.uk/Grace-Abbott-Homes.d6132393.Holidays-City-Breaks) - [Grant Park ](https://www.expedia.co.uk/Grant-Park-Downtown-Chicago.d507389.Attraction) - [Hyde Park Holidays ](https://www.expedia.co.uk/Hyde-Park.d117842.Holidays-City-Breaks) - [John Hancock Center ](https://www.expedia.co.uk/John-Hancock-Center-Downtown-Chicago.d6065131.Attraction) - [Lincoln Hall ](https://www.expedia.co.uk/Lincoln-Hall-Lincoln-Park.d6322621.Attraction) - [Lincoln Park Conservatory ](https://www.expedia.co.uk/Lincoln-Park-Conservatory-Lincoln-Park.d6065145.Attraction) - [Lincoln Park Zoo ](https://www.expedia.co.uk/Lincoln-Park-Zoo-Lincoln-Park.d6065147.Attraction) - [Lincoln Park Holidays ](https://www.expedia.co.uk/Lincoln-Park.d6059328.Holidays-City-Breaks) - [Magnificent Mile Holidays ](https://www.expedia.co.uk/Magnificent-Mile.d800025.Holidays-City-Breaks) - [Merchandise Mart ](https://www.expedia.co.uk/Merchandise-Mart-Downtown-Chicago.d6069193.Attraction) - [Michigan Avenue ](https://www.expedia.co.uk/Michigan-Avenue-Downtown-Chicago.d6156167.Attraction) - [Millennium Park ](https://www.expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction) - [Navy Pier ](https://www.expedia.co.uk/Navy-Pier-Downtown-Chicago.d6069215.Attraction) - [Sr Crown Hall ](https://www.expedia.co.uk/SR-Crown-Hall-Bronzeville.d553248621533116346.Attraction) - [S.s. Peter and Paul Church ](https://www.expedia.co.uk/SS-Peter-And-Paul-Church-McKinley-Park.d6247219.Attraction) - [Shops at North Bridge ](https://www.expedia.co.uk/Shops-At-North-Bridge-Downtown-Chicago.d6227764.Attraction) - [The Loop Holidays ](https://www.expedia.co.uk/The-Loop.d800024.Holidays-City-Breaks) - [United Center ](https://www.expedia.co.uk/United-Center-Near-West-Side.d6064077.Attraction) - [Willis Tower ](https://www.expedia.co.uk/Willis-Tower-Downtown-Chicago.d6064069.Attraction) - [Car hire near Art Institute of Chicago ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Art-Institute-Of-Chicago.d6064021.Car-Hire-Guide) - [Car hire near Chicago ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Chicago.d178248.Car-Hire-Guide) - [Car hire near Willis Tower ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Willis-Tower.d6064069.Car-Hire-Guide) - [Convertible Car Hire in Chicago ](https://www.expedia.co.uk/Convertible-Car-Rentals-In-Chicago.d178248-tConvertible.Car-Rental-Guide-Class) - [Premium Car Hire near Art Institute of Chicago ](https://www.expedia.co.uk/Premium-Car-Rentals-In-Art-Institute-Of-Chicago.d6064021-tPremium.Car-Rental-Guide-Class) - [Premium Car Hire near Film Row Cinema ](https://www.expedia.co.uk/Premium-Car-Rentals-In-Film-Row-Cinema.d6132166-tPremium.Car-Rental-Guide-Class) - [Suv Car Hire near Film Row Cinema ](https://www.expedia.co.uk/SUV-Car-Rentals-In-Film-Row-Cinema.d6132166-tSUV.Car-Rental-Guide-Class) - [Sports Car Car Hire near Art Institute of Chicago ](https://www.expedia.co.uk/Sportscar-Car-Rentals-In-Art-Institute-Of-Chicago.d6064021-tSportscar.Car-Rental-Guide-Class) - [People Carrier Car Hire near Art Institute of Chicago ](https://www.expedia.co.uk/Van-Car-Rentals-In-Art-Institute-Of-Chicago.d6064021-tVan.Car-Rental-Guide-Class) - [Chicago Holiday Rentals ](https://www.expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals) - [Things to do in Chicago ](https://www.expedia.co.uk/Things-To-Do-In-Chicago.d178248.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.