Title: Essex Holidays 2025 from $216 | 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 £613 ## 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. ![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 £613 per person 6 Nov - 9 Nov found 19 hours ago Return direct flight included London (LGW) to Chicago (ORD) 9.4/10 Exceptional! (1,085 reviews) Excellent location, great restaurants nearby. Nice, spacious rooms. Reviewed on 3 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-06/2025-11-09/?FromAirport=LGW&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=VmzHMI7V6TGtEURhW0Q75jE-I3Nwvl6DotNY1LoMeOubSaZ1qHXWFXB5Ydo3kVmj) ![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 £833 per person 6 Nov - 9 Nov found 19 hours ago Return direct flight included London (LGW) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) The staff was very friendly and accommodating. The rooms were clean and in excellent condition. The pool and spa were great features too. Reviewed on 4 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-06/2025-11-09/?FromAirport=LGW&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=VmzHMI7V6TGtEURhW0Q75jE-I3Nwvl6DotNY1LoMeOvde62GQMDAX9wgd92AveYX) ![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 £745 per person 6 Nov - 9 Nov found 19 hours ago Return direct flight included London (LGW) to Chicago (ORD) 7.6/10 Good! (1,007 reviews) Two mornings received poor service at breakfast. King bed in room. Could not open cabinet Reviewed on 15 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-06/2025-11-09/?FromAirport=LGW&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19722&paandie=true&dealMarker=VmzHMI7V6TGtEURhW0Q75lSjY1KnqnucC-4BxN99HF8rwmhGuYefL8xWy2lgnVPY) ![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 £707 per person 6 Nov - 9 Nov found 19 hours ago Return direct flight included London (LGW) to Chicago (ORD) 9.2/10 Wonderful! (1,222 reviews) Beautiful hotel in great walkable area. There were major renovations going on while we were there so our actual floor was a bit messy/busy, although the common areas remained lovely. Would stay again for the good location. All staff very nice. Reviewed on 29 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-06/2025-11-09/?FromAirport=LGW&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&dealMarker=VmzHMI7V6TGtEURhW0Q75jE-I3Nwvl6DotNY1LoMeOvw6aQC25eSgtkdXwbhQkZR) ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Swissotel - Chicago Downtown Chicago £627 per person 6 Nov - 9 Nov found 19 hours ago Return direct flight included London (LGW) to Chicago (ORD) 9/10 Wonderful! (2,765 reviews) Everything was perfect! Reviewed on 2 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-06/2025-11-09/?FromAirport=LGW&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17288&paandie=true&dealMarker=VmzHMI7V6TGtEURhW0Q75jE-I3Nwvl6DotNY1LoMeOu7o6rgU8sBJu6W17cWK2MB) ## 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 featuring a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54398-Chicago.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 Essex ![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 £111 2 Nov - 3 Nov includes taxes & fees 7.8/10 Good! (9,384 reviews) "This is a beautiful historic Chicago downtown hotel across the street from Grant Park. However, some of the rooms and hallways are in need of updating." Reviewed on 1 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=6132371) ![Freehand Chicago](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Freehand Chicago 19 East Ohio Street, Chicago, IL Fully refundableReserve now, pay when you stay £88 4 Nov - 5 Nov includes taxes & fees 7.8/10 Good! (2,417 reviews) Good for 3 nights "The price was right, the location excellent for shopping, riverwalk, other attractions within walking distance. The rooms are tiny, the bar and breakfast inconsistent. The mattress was terrible and needs to be replaced. The lobby area is beautifully refurbished and a place to spend time reading, ..." Reviewed on 30 Sept 2025 [](https://expedia.co.uk/Hotel-Search?startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&selected=9418281&PinnedHotelID=9418281&HadPinnedHotel=true®ionId=6132371) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St, Chicago, IL £152 4 Nov - 5 Nov includes taxes & fees 8.4/10 Very Good! (5,020 reviews) "Hotel is great and they were very attentive to anything that was needed. I cant say enough about the staff. Chicago is one of this country's great walkable cities so the location provided great opportunity to easier get where you want to go." Reviewed on 1 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=6132371) [See all 4,254 properties in Essex](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®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? > Say yes to new adventures with our Essex travel packages, which start from only £613. Choose the hotels and flights that fit your travel plans. Then, add on some sightseeing activities to round off your unique escape. ### If I'm not able to travel, can I cancel my Essex travel package? > We totally understand — the universe can throw the odd curveball. If you've booked an Essex travel package and need to amend or cancel it, we're here to help. It's always worth checking out our [Customer Service Portal](https://www.expedia.co.uk/service/?langid=1033) first for information. But in general, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary for free. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a charge. ### How do I get a cheap travel package to Essex? > Just think of all the awesome things you could do in Essex with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your airfare and hotel bookings into an Essex travel package. You have loads of choice when you book your trip with Expedia too. In fact, you can select from more than 550 airlines and 1,000,000 hotel options globally. Whether you're heading off with the entire family or embarking on a solo adventure, exploring Essex is better with a package. ### Does Expedia offer Book Now, Pay Later Essex holidays? > Your bank balance shouldn't stop you from going on holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a dream getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options: > > > > - 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? > With lots to explore in Essex, we recommend you secure a room in a hotel close to its attractions. University of Chicago, Chicago Museum of Science and Industry and Midway Plaisance are some popular ones to put on your itinerary. ### What are the top hotels in Essex? > If it's your first visit to Essex, reserve a room at [Hyatt Regency Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) or [The Godfrey Hotel Chicago](https://www.expedia.co.uk/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information). Both hotels offer comfy beds and are favourites with lots of travellers. ### How far in advance should I book my Essex holiday? > It can be difficult to know exactly when the best time is to book your Essex holiday. But typically the earlier you book, the better the prices. In some cases, you can lock in your flights and hotels nearly a year before your departure date. If you're hoping for a last-minute getaway, no need to worry! There are unbeatable deals announced on Expedia every single day. ### What does an Expedia Essex travel package include? > That depends on what you're after. If you're travelling solo, you might decide to combine flights and hotels. Taking the whole family to Essex? A travel package including hotels, rental cars and flights might be a better fit. Expedia gives you the flexibility and freedom to build your own travel package. ### What should I know before booking an Essex travel package? > Bundling your bookings into an Essex travel package is the easiest way to organise your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity? ### Can I choose my airline with an Essex Expedia travel package? > With a travel package, the choice is in your hands. Whether you'd like to fly to Essex in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 airline partners globally. ### Popular places to visit ![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) ![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) ![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 ![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 £36 per adult **96%** of travellers recommend [](https://expedia.co.uk/things-to-do/architecture-river-tour.a170432.activity-details) ![Skydeck Chicago Admission Ticket](https://mediaim.expedia.com/localexpert/1342523/d7dbfa90-2431-442d-b5ad-18eaa98ab71d.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 **84%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.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) - [Chicago Hotels](https://www.expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels) - 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[Hotels near Hyde Park Art Center](https://www.expedia.co.uk/Hyde-Park-Art-Center-Hotels.0-l553248621533116337-0.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Beach-Hotels.0-n117842-0-tBeachHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n117842-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Golf-Hotels.0-n117842-0-tGolfHotels.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Hilton-Hotels.0-n117842-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Gym in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Hotel-With-Gym.0-n117842-0-thotelwithgym.Travel-Guide-Filter-Hotels) - [Hotels with Parking in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Hotel-With-Parking.0-n117842-0-thotelwithparking.Travel-Guide-Filter-Hotels) - [Lakeside Hotels in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Lakeside-Hotel.0-n117842-0-tlakesidehotel.Travel-Guide-Filter-Hotels) - [Moxy Hotels in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-MOXY.0-n117842-0--bMOXY.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Red-Roof-Inn.0-n117842-0--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Spa Hotels in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Spa-Hotels.0-n117842-0-tSpaHotels.Travel-Guide-Filter-Hotels) - [The Peninsula Group Hotels in Hyde Park](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-The-Peninsula-Group.0-n117842-0--bThePeninsulaGroup.Travel-Guide-Filter-Hotels) - [Hyde Park Hotels](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels.0-n117842-0.Travel-Guide-Filter-Hotels) - [Indian Village Hotels](https://www.expedia.co.uk/Indian-Village-Chicago-Hotels.0-n553248635976382922-0.Travel-Guide-Filter-Hotels) - [Jeffrey Manor Hotels](https://www.expedia.co.uk/Jeffrey-Manor-Chicago-Hotels.0-n6132340-0.Travel-Guide-Filter-Hotels) - [Destination Hotels in Kenwood](https://www.expedia.co.uk/Kenwood-Chicago-Hotels-Destination-Hotels.0-n6132343-0--bDestinationHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Kenwood](https://www.expedia.co.uk/Kenwood-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132343-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Kenwood Hotels](https://www.expedia.co.uk/Kenwood-Chicago-Hotels.0-n6132343-0.Travel-Guide-Filter-Hotels) - [Oakland Hotels](https://www.expedia.co.uk/Oakland-Chicago-Hotels.0-n6132392-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Princeton Park](https://www.expedia.co.uk/Princeton-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132359-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Princeton Park Hotels](https://www.expedia.co.uk/Princeton-Park-Chicago-Hotels.0-n6132359-0.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in Pullman](https://www.expedia.co.uk/Pullman-Chicago-Hotels-Fairmont.0-n6132172-0--bFairmont.Travel-Guide-Filter-Hotels) - [Pullman Hotels](https://www.expedia.co.uk/Pullman-Chicago-Hotels.0-n6132172-0.Travel-Guide-Filter-Hotels) - [Roseland Hotels](https://www.expedia.co.uk/Roseland-Chicago-Hotels.0-n6132287-0.Travel-Guide-Filter-Hotels) - [South Chicago Hotels](https://www.expedia.co.uk/South-Chicago-Chicago-Hotels.0-n6132199-0.Travel-Guide-Filter-Hotels) - [South Deering Hotels](https://www.expedia.co.uk/South-Deering-Chicago-Hotels.0-n159875-0.Travel-Guide-Filter-Hotels) - [South Shore Hotels](https://www.expedia.co.uk/South-Shore-Chicago-Hotels.0-n6132437-0.Travel-Guide-Filter-Hotels) - [Serviced Apartments in South Side](https://www.expedia.co.uk/South-Side-Apart-Hotels.d553248635074842823-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in South Side](https://www.expedia.co.uk/South-Side-Apartments.d553248635074842823-aaApartments.Travel-Guide-Accommodation) - [B&B in South Side](https://www.expedia.co.uk/South-Side-Bed-And-Breakfasts.d553248635074842823-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [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.