A nighttime cityscape with dense urban architecture and illuminated streets.

Chicago Ridge Holidays from £720

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Save up to £750 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

Your Chicago Ridge Holiday

Say bye-bye to the hassle of planning and hello to a Chicago Ridge holiday package. With everything organised before you take off, you can focus on discovering the best of this city, starting with Hyde Park, which is great for history, nature and culture. If your trip to Chicago Ridge includes a little sightseeing, drop by renowned attractions like SeatGeek Stadium, Chicago Ridge Shopping Mall and Trinity Christian College. Your perfect Chicago Ridge holiday is only clicks away. Explore accommodation, flights and more on Expedia for an adventure that's tailored just for you.

Top Chicago Ridge flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 20 Jan - 24 Jan

    Kimpton Gray Hotel by IHG + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (1,007 reviews)
    "I was surprised by the $29.50 daily charge for "Guest Amenity Fee". I did not ask for it. I don't even know what it is. I hate when hotels charge you hidden items."
    Reviewed November 9, 2026
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £898
    £720
    per traveller
    found 1 day ago
    Kimpton Gray Hotel by IHG
  • 25 Dec - 30 Dec

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (2,082 reviews)
    "Amazing experience! Kurtis and Luis at concierge was great! I had a romantic arrangement in the room before arrival and they made it happen! Great great great 5 ✨"
    Reviewed November 9, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 2 stops
    £1,797
    £1,324
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago
  • 20 Jan - 24 Jan

    Pendry Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,164 reviews)
    "The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back."
    Reviewed November 8, 2026
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £1,091
    £819
    per traveller
    found 1 day ago
    Pendry Chicago
  • 20 Jan - 24 Jan

    Viceroy Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (1,310 reviews)
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £1,202
    £956
    per traveller
    found 1 day ago
    Viceroy Chicago
  • 25 Dec - 30 Dec

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (3,902 reviews)
    "Upon arrival we were greeted immediately. The staff helped us unload our bags into a luggage cart and valet took the car to park. Our room was available for early check in. We stayed in the 7th floor in a single king room. Everything was clean and the views were great. We went up to the 22nd floor to see the river views from the rooftop bar. This hotel is in an absolute perfect location to see Chicago. You are close enough to walk to river walk, millennium park, the train, and magnificent mile...."
    Reviewed November 9, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 2 stops
    £1,021
    £827
    per traveller
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton

Chicago Ridge Hotel Deals

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.

Frequently Asked Questions

How much does a Chicago Ridge travel package cost?

Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Chicago Ridge from just £720. And the more you bundle, the more cash you save. Your dream holiday has never been so affordable.

If I'm not able to travel, can I cancel my Chicago Ridge travel package?

We totally understand that the universe can throw the odd curveball. If you've locked in a Chicago Ridge travel package and have to change or cancel it, we're here to help. It's always worth checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.

How do I get a cheap travel package to Chicago Ridge?

If you love scoring a bargain, bundle your bookings into a Chicago Ridge travel package. Whether you're searching for flights, hotels, activities or rental cars, you can book them all in one place. You'll have loads of choice at your fingertips as well. Expedia has over 550 airlines and 1,000,000 hotels worldwide to take your pick of. Fly with who you prefer, find a room where you like and save precious dollars — now that's the perfect holiday!

Does Expedia offer Book Now, Pay Later Chicago Ridge holidays?

Yes. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan best suited to your needs during checkout and take the stress out of budgeting for your trip. Be sure to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that suit all types of budgets, so you can have that well-earned holiday now.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.

Where should I stay in Chicago Ridge?

A trip to Chicago Ridge isn't complete without stopping by Trinity Christian College, Chicago Ridge Shopping Mall and Childrens Museum of Oak Lawn. Spend your evenings near these popular attractions and make sightseeing a breeze.

What are the top hotels in Chicago Ridge?

Hyatt Regency Chicago and The Godfrey Hotel Chicago are among the most popular properties in Chicago Ridge. Why not look up the rates and facilities at each and then make a decision?

How far in advance should I book my Chicago Ridge holiday?

Your safest bet is to book early. Air carriers generally advertise flight tickets around a year in advance, and this is an ideal opportunity to pick up some of the lowest prices. Just been told you should take all your holiday days next month? That's fine too — Expedia are never short of fantastic deals to help you have the getaway of your dreams, at an affordable price.

What does an Expedia Chicago Ridge travel package include?

It all depends on what sort of getaway you're planning. Chicago Ridge travel deals can include car rentals, flights and hotels. You can mix and match to find the travel package that suits your needs. You can also add on experiences and activities after you've booked to score even bigger discounts.

What should I know before booking a Chicago Ridge travel package?

A package can be more affordable than individually booking everything you need for your getaway. For example, combine your hotels, flights and rental cars and score impressive savings. Whatever kind of holiday you're planning, there's bound to be a package that's perfect for you.

Can I choose my airline with a Chicago Ridge Expedia travel package?

Yes, definitely. Expedia has more than 550 airline partners to choose from all over the world. With such a huge range of choice, finding the perfect carrier to fly you to Chicago Ridge will be a breeze.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.