A historic downtown street with vintage buildings, a church steeple, and a prominent clock tower.

Great River Road Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

Top Scuba Diving holiday packages in Great River Road

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 (1,006 reviews)
    "Not worth it for the money. Good location but nothing special."
    Reviewed November 8, 2026
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £898
    £720
    per traveller
    found 11 hours 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 (2,081 reviews)
    "Very good service"
    Reviewed November 9, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 2 stops
    £1,797
    £1,324
    per traveller
    found 10 hours 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 11 hours ago
    Pendry Chicago
  • 11 Jan - 16 Jan

    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    8.6/10 - Excellent (1,009 reviews)
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • 1 stop
    £1,079
    £841
    per traveller
    found 1 day ago
    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
  • 20 Jan - 24 Jan

    Viceroy Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (1,309 reviews)
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £1,202
    £956
    per traveller
    found 11 hours ago
    Viceroy Chicago

Top Scuba Diving Great River Road Hotels

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 Great River Road travel package cost?

We make it easy to travel the world, with Great River Road packages starting from as little as £720. You'll have the flexibility to combine your favourite airlines, hotels and car rental. For the ultimate getaway, why not add a couple of tours and experiences to your travel itinerary?

If I'm not able to travel, can I cancel my Great River Road travel package?

It's hard to predict what the future holds, so it's comforting to know that you can cancel or change your Great River Road travel package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to find out more.

How do I get a cheap travel package to Great River Road?

Our Great River Road travel packages mean plenty of savings for the savvy globetrotter. For the best deals, simply bundle your flights, hotels and tours into a handy package. But cheap prices are just the beginning of your next memorable adventure. When you book with Expedia, you'll have more than 550 airlines and 1,000,000 properties worldwide to pick from. No matter your style or budget, there's a travel package here just for you.

Does Expedia offer Book Now, Pay Later Great River Road holidays?

We certainly do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in instalments. Simply choose the payment plan that suits best during checkout and take away the stress of budgeting for your trip. Remember to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: If you want 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: Clicking on the "book now" button is easier with this plan. Simply put down a small deposit on your holiday and then start working on your travel itinerary.

How far in advance should I book my Great River Road holiday?

Smart travellers will likely want to book early. You can normally compare international fares on Expedia up to 12 months before your flight. If you've left things to the last minute, don't stress. Low prices occasionally appear just weeks before departure dates.

What does an Expedia Great River Road travel package include?

Much of that is up to you. You can choose from a variety of Great River Road bundles, such as a hotel, flight and rental car. You can also book a hotel and a flight, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your Great River Road holiday looks like, you're sure to save!

What should I know before booking a Great River Road travel package?

An Expedia travel package can be customized for your budget and is a great way to make your hard-earned dollars stretch further. How much you include is up to you. Hotels, rental cars and flights — come up with a combination that suits your style.

Can I choose my airline with a Great River Road Expedia travel package?

The choice is all yours! We have access to over 550 partner airlines worldwide, so you can customize your Great River Road trip according to your travel needs.