Title: Essex Holidays 2026 from £607 | Expedia.co.uk [Hotels in Essex](https://expedia.co.uk/Essex-Hotels.d6132371.Travel-Guide-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)[Essex Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Essex.d6132371.Car-Hire-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Essex Holidays from £607 ## 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 Essex Holiday When a break in the city is calling, answer it with a holiday package to Essex. The neighbourhood of Magnificent Mile, which is great for cafes, shopping and history, makes an excellent base for your adventures. Every trip to Essex needs a well-planned itinerary. Fill yours with leading attractions like [University of Chicago](https://www.expedia.co.uk/University-Of-Chicago-Hyde-Park.d6064081.Attraction), [Chicago Museum of Science and Industry](https://www.expedia.co.uk/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Attraction) and [Guaranteed Rate Field](https://www.expedia.co.uk/Guaranteed-Rate-Field-Armour-Square.d6034756.Attraction). No matter your travel plans or budget, organising a tailored Essex holiday is a walk in the park with Expedia. Price found within the past 48 hours. Click for updated prices. ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### theWit Chicago, a Hilton Hotel Downtown Chicago £607 per person 18 Mar - 22 Mar found 1 day ago Return direct flight included London (LGW) to Chicago (ORD) 9/10 Wonderful! (1,001 reviews) Perfect location, comfortable and clean room Reviewed on 5 Jan 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 Save 100% on your flight £915 per person 4 Mar - 9 Mar found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again! Reviewed on 3 Jan 2026 ![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 £637 per person 4 Mar - 9 Mar found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9/10 Wonderful! (380 reviews) Staff was friendly did amazing job with checking us in Reviewed on 25 Dec 2025 ![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 £622 per person 18 Mar - 22 Mar found 1 day ago Return direct flight included London (LGW) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Great breakfast, Clean room, enjoyed the stay Reviewed on 9 Jan 2026 ![Viceroy Chicago](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/3aeed14b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Viceroy Chicago Downtown Chicago £744 per person 4 Mar - 9 Mar found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,129 reviews) Staff is always excellent. Our favorite stay in the Chicago area. Reviewed on 9 Jan 2026 ## Where to stay in Essex Find the best Essex areas and neighborhoods for the activities you enjoy most. [Learn more about Essex](https://expedia.co.uk/Chicago-Essex.dx6132371) ![Downtown Chicago featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.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://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.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://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.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) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.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 which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23717-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Theatre District While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line). [Find hotels in Theatre District](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=651190586167894016) ## Top hotels in Essex ![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 £143 15 Jan - 16 Jan includes taxes & fees 8.4/10 Very Good! (2,502 reviews) Yes Reviewed on 7 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&selected=12570&PinnedHotelID=12570&HadPinnedHotel=true®ionId=6132371) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palmer House a Hilton Hotel 17 E Monroe St Chicago IL Fully refundableReserve now, pay when you stay £143 15 Jan - 16 Jan includes taxes & fees 8.4/10 Very Good! (2,227 reviews) Room was very clean and staff was great Reviewed on 6 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&selected=8079&PinnedHotelID=8079&HadPinnedHotel=true®ionId=6132371) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Magnificent Mile Suites 198 E Delaware Pl Chicago IL Fully refundableReserve now, pay when you stay £78 25 Jan - 26 Jan includes taxes & fees 8.8/10 Excellent! (3,662 reviews) Great location. Clean room. Super cozy bed. Friendly, helpful staff! Great stay! Reviewed on 4 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=6132371) [See all 4,451 properties in Essex](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F01%2F2026&endDate=11%2F01%2F2026®ionId=6132371) 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 an Essex travel package cost? ### If I'm not able to travel, can I cancel my Essex travel package? ### How do I get a cheap travel package to Essex? ### Does Expedia offer Book Now, Pay Later Essex holidays? > - Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's manageable monthly instalment plans. If paying just a small amount each month works for you, choose this option at checkout. > - Pay in instalments holidays: If you'd like to pay for your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna. > - Low deposit holidays: When you see an amazing deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your getaway. ### Where should I stay in Essex? ### What are the top hotels in Essex? ### How far in advance should I book my Essex holiday? ### What does an Expedia Essex travel package include? ### What should I know before booking an Essex travel package? ### Can I choose my airline with an Essex Expedia travel package? ### Popular places to visit ![Magnificent Mile - River North which includes street scenes, signage and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [](https://expedia.co.uk/Michigan-Avenue-Downtown-Chicago.d6156167.Attraction) ![Wrigley Field featuring a city, a sporting event and city views](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 Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.co.uk/Wrigley-Field-Lakeview.d6034754.Attraction) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.co.uk/Navy-Pier-Downtown-Chicago.d6069215.Attraction) ### Things to do ![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 **100%** of travellers recommend [](https://expedia.co.uk/things-to-do/skydeck-willis-tower-admission.a1342523.activity-details) ![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 **88%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-c3-by-citypass.a46362450.activity-details) [See all activities in Chicago](https://expedia.co.uk/things-to-do/search?rid=6132371) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - [5 Star Hotels in Far Southeast Side ](https://www.expedia.co.uk/5Star-Far-Southeast-Side-Hotels.s50-0-d553248635976475411.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Avalon Park ](https://www.expedia.co.uk/Avalon-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132379-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Avalon Park Hotels ](https://www.expedia.co.uk/Avalon-Park-Chicago-Hotels.0-n6132379-0.Travel-Guide-Filter-Hotels) - [Calumet Heights Hotels ](https://www.expedia.co.uk/Calumet-Heights-Chicago-Hotels.0-n6132398-0.Travel-Guide-Filter-Hotels) - [Canaryville Hotels ](https://www.expedia.co.uk/Canaryville-Chicago-Hotels.0-n6132307-0.Travel-Guide-Filter-Hotels) - [Chatham Hotels ](https://www.expedia.co.uk/Chatham-Chicago-Hotels.0-n6132318-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago 63rd Street Station ](https://www.expedia.co.uk/Chicago-63rd-Street-Station-Hotels.d6212802.Travel-Guide-Hotels) - 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[Castles in South Side ](https://www.expedia.co.uk/South-Side-Castles.d553248635074842823-aaCastles.Travel-Guide-Accommodation) - [Condo Rentals in South Side ](https://www.expedia.co.uk/South-Side-Condos.d553248635074842823-aaCondos.Travel-Guide-Accommodation) - [Cottages in South Side ](https://www.expedia.co.uk/South-Side-Cottages.d553248635074842823-aaCottages.Travel-Guide-Accommodation) - [Adults Only Resorts & in South Side ](https://www.expedia.co.uk/South-Side-Hotels-Adults-Only-Resorts.0-0-d553248635074842823-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels with Room Service in South Side ](https://www.expedia.co.uk/South-Side-Hotels-Hotel-With-Room-Service.0-0-d553248635074842823-thotelwithroomservice.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in South Side ](https://www.expedia.co.uk/South-Side-Hotels-Hotels-With-Indoor-Pools.0-0-d553248635074842823-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [South Side Hotels ](https://www.expedia.co.uk/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels) - [Hotels near University of Chicago ](https://www.expedia.co.uk/University-Of-Chicago-Hotels.0-l6064081-0.Travel-Guide-Filter-Hotels) - [Washington Park Hotels ](https://www.expedia.co.uk/Washington-Park-Chicago-Hotels.0-n171466-0.Travel-Guide-Filter-Hotels) - [West Englewood Hotels ](https://www.expedia.co.uk/West-Englewood-Chicago-Hotels.0-n6132412-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago ](https://www.expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights to Far Southwest Side ](https://www.expedia.co.uk/Cheap-Flights-To-Far-Southwest-Side.d553248635976475353.Travel-Guide-Flights) - [Flights to South Side ](https://www.expedia.co.uk/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights) - [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) - [Blue Island Holidays ](https://www.expedia.co.uk/Blue-Island.d80954.Holidays-City-Breaks) - [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) - [Visit Grand Boulevard ](https://www.expedia.co.uk/Chicago-Grand-Boulevard.dx6132310) - [Chicago Harbor Lighthouse ](https://www.expedia.co.uk/Chicago-Harbor-Lighthouse-Chicago.d6064039.Attraction) - [Visit Hyde Park ](https://www.expedia.co.uk/Chicago-Hyde-Park.dx117842) - [Visit Jackson Park Highlands ](https://www.expedia.co.uk/Chicago-Jackson-Park-Highlands.dx6132329) - [Chicago Riverwalk ](https://www.expedia.co.uk/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Attraction) - [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) - [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) - [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) - [Oak Lawn Holidays ](https://www.expedia.co.uk/Oak-Lawn.d9227.Holidays-City-Breaks) - [Robie House ](https://www.expedia.co.uk/Robie-House-Hyde-Park.d6064059.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) - [South Loop Holidays ](https://www.expedia.co.uk/South-Loop.d6130108.Holidays-City-Breaks) - [Visit South Side ](https://www.expedia.co.uk/South-Side.dx553248635074842823) - [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) - [Alamo Rent A Car Rental Cars in Far Southwest Side ](https://www.expedia.co.uk/Alamo-Rent-A-Car-Car-Rentals-In-Far-Southwest-Side.d553248635976475353-c6.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Hyde Park ](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Hyde-Park.d117842-c15.Car-Rental-Guide-Suppliers) - [Europcar Rental Cars in Hyde Park ](https://www.expedia.co.uk/Europcar-Car-Rentals-In-Hyde-Park.d117842-c14.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in North Pullman ](https://www.expedia.co.uk/Hertz-Car-Rentals-In-North-Pullman.d6132407-c40.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Far Southeast Side ](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Far-Southeast-Side.d553248635976475411-c35.Car-Rental-Guide-Suppliers) - [Far Southeast Side Holiday Rentals ](https://www.expedia.co.uk/Far-Southeast-Side-Holiday-Rentals.d553248635976475411.Travel-Guide-HolidayRentals) - [Far Southwest Side Holiday Rentals ](https://www.expedia.co.uk/Far-Southwest-Side-Holiday-Rentals.d553248635976475353.Travel-Guide-HolidayRentals) - [Things to do in South Side ](https://www.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.