Title: South Loop Holidays 2026 from £770 | 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 £770 ## 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. ![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 £770 per person 22 Apr - 26 Apr found 17 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) The staff were extremely solicitous! The room was spotless! And the breakfast was delicious, plentiful, and included in the prove of the stay. I’ll definitely be back! Reviewed on 19 Mar 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 £782 per person 22 Apr - 26 Apr found 17 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (3,646 reviews) Nice room, fun rooftop bar, late to check in, room wasn’t ready but it was St Patty’s day so lots of revelers. Reviewed on 18 Mar 2026 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/28e8042f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago £1,214 per person 22 Apr - 26 Apr found 17 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,140 reviews) Truly one of our favorite stays! The staff makes you feel at home & are super accommodating. I will stay here every time! The bellman Michael is quite literally the best ever!! He made our stay so wonderful and special! Reviewed on 16 Mar 2026 ![Thompson Chicago, by Hyatt](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/8920c075_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Thompson Chicago, by Hyatt Downtown Chicago £899 per person 22 Apr - 26 Apr found 17 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.2/10 Wonderful! (1,332 reviews) Exceptional hotel in the best location! Reviewed on 17 Mar 2026 ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Magnificent Mile Downtown Chicago £799 per person 22 Apr - 26 Apr found 17 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9/10 Wonderful! (3,314 reviews) The staff was super helpful and very welcoming. The room had an amazing view for us, beings it was our first time being in Chicago. It’s was so close to everything we wanted to visit and super convenient. I will most definitely stay at this hotel again for future stays in the city.!! Thank you so much for taking pride in your establishment, and your employees, as both we’re definitely deserving of a 5 star rating and review.! Reviewed on 17 Mar 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(188 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) ![Chicago featuring a city and modern architecture](https://images.trvl-media.com/place/6059328/2fb61786-4c0f-40e8-ae4e-a0fad3f9539a.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lincoln Park 5/5(5 area reviews) Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining. [Find hotels in Lincoln Park](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=6059328) ## Top hotels in South Loop ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue Chicago IL Fully refundableReserve now, pay when you stay £96 1 Apr - 2 Apr includes taxes & fees 8/10 Very Good! (9,968 reviews) Nice room, a bit disturbed I had to pay a safety fee of$25.00 for each day of my stay. Reviewed on 20 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%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 £136 1 Apr - 2 Apr includes taxes & fees 8.6/10 Excellent! (2,693 reviews) This hotel is awesome for visiting Chicago. The staff were consistently attentive, respectful and helpful with suggestions. The hotel room was clean and the view we had was fantastic. The pool and hot tub were relaxing — easy to access and get fresh towels. The only minor criticism was that the hotel ... Reviewed on 19 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=12570&PinnedHotelID=12570&HadPinnedHotel=true®ionId=6130108) ![Hilton Garden Inn Chicago Downtown South Loop](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/d5b5d773_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Chicago Downtown South Loop 55 E 11th Street Chicago IL Fully refundableReserve now, pay when you stay £102 1 Apr - 2 Apr includes taxes & fees 8.8/10 Excellent! (1,918 reviews) Beautiful views from room. Friendly helpful staff. Reviewed on 20 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=33682469&PinnedHotelID=33682469&HadPinnedHotel=true®ionId=6130108) [See all 4,674 properties in South Loop](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=21%2F03%2F2026&endDate=22%2F03%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 ![360 CHICAGO Observation Deck ](https://mediaim.expedia.com/localexpert/170348/1cbf6a0b-f355-4f8a-a858-37fdc0668a64.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 360 CHICAGO Observation Deck £19 per adult **86%** of travellers recommend [](https://expedia.co.uk/things-to-do/360-chicago-observation-deck.a170348.activity-details) ![Skydeck - Willis Tower Admission ](https://mediaim.expedia.com/localexpert/1342523/52299998-0f25-4483-b147-6aa89e72ca8e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Skydeck - Willis Tower Admission £33 per adult **98%** of travellers recommend [](https://expedia.co.uk/things-to-do/skydeck-willis-tower-admission.a1342523.activity-details) ![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Flyover in Chicago £28 per adult **98%** of travellers recommend [](https://expedia.co.uk/things-to-do/flyover-in-chicago.a50023979.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.