A hilly landscape with a person walking on a path, surrounded by trees and grass.

Rolling Meadows Holidays from £797

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
  • Rest easy

    Packages with flights are ATOL protected

Your Rolling Meadows Holiday

Prepare to experience Rolling Meadows on your own terms with a custom Rolling Meadows holiday package! Discovering the best parts of this captivating city is simple with a base in a neighbourhood such as Medinah, which is great for golfing, among other things. Woodfield Mall, Schaumburg Medieval Times and LEGOLAND® Discovery Centre are just some of the sights you'll want to check out during your trip to Rolling Meadows. Your dream Rolling Meadows holiday is just a few clicks away. Explore hotels, flights and more on Expedia for an adventure that's tailored to suit your travel style.

Top Rolling Meadows flight + hotel deals

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

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,766 reviews)
    "I loved that everything was within a walkable distance! The view, breakfast, and staff at the rooftop were amazing. Shower curtain was dirty and the cobwebs on the windows killed the view. The lady we found at the front desk was not friendly!"
    Reviewed November 6, 2026
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LGW • 1 stop
    £1,019
    £797
    per traveller
    found 1 hour ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • 20 Jan - 26 Jan

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.2/10 - Wonderful (602 reviews)
    "If you are looking to stay in a condo type setting, this may be your spot. I checked in which you need to go through a process that takes 15 minutes, (do it before) and they automatically add a $25 per night fee for their gym and roof top. This was NOT published on Hotels.com or any other site. A total rip off as this is not a spa. There was no housekeeping. Checking in took 15 minutes in which there was little to no Wifi, so I had to go do this outside (crazy?). Do the check-in before..."
    Reviewed November 4, 2026
    Return • Manchester (MAN) - Chicago (ORD)
    MAN - ORD • 1 stop ORD - MAN • 1 stop
    £1,284
    £921
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • 20 Jan - 24 Jan

    Pendry Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,162 reviews)
    "Beautiful rooms and service."
    Reviewed November 5, 2026
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LGW • 1 stop
    £1,082
    £814
    per traveller
    found 1 hour ago
    Pendry Chicago
  • 25 Dec - 30 Dec

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (2,077 reviews)
    "Beautiful hotel situated perfectly for most downtown Chicago activities. Attentive staff and amazing views from our 14th floor lake view room. This stay has been on my bucket list for awhile. This hotel experience did not disappoint"
    Reviewed November 6, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    £2,018
    £1,529
    per traveller
    found 23 hours ago
    Trump International Hotel & Tower Chicago
  • 20 Jan - 26 Jan

    Stay One Chicago + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    8.6/10 - Excellent (25 reviews)
    Return • Manchester (MAN) - Chicago (ORD)
    MAN - ORD • 1 stop ORD - MAN • 1 stop
    £1,725
    £1,350
    per traveller
    found 1 day ago
    Stay One Chicago

What to do in Rolling Meadows

Rolling Meadows 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 Rolling Meadows travel package cost?

Maybe less than you imagined — from a low £797, as a matter of fact! By bundling flights, hotels and car rentals into a tailor-made package, your trip to Rolling Meadows is just a few clicks away.

If I'm not able to travel, can I cancel my Rolling Meadows travel package?

Yes, you can. We understand that life happens, so we're here to help if you have to make changes to your Rolling Meadows travel package. It may be possible to cancel or change your itinerary at no cost if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

How do I get a cheap travel package to Rolling Meadows?

One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we've got it all. Pick and choose a combination that best suits you and see your savings grow. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 air carriers and 1,000,000 hotels throughout the world, which lets you customize your Rolling Meadows holiday.

Does Expedia offer Book Now, Pay Later Rolling Meadows holidays?

We sure do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in instalments. Simply click on the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in easy monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan with Klarna.

Where should I stay in Rolling Meadows?

With popular attractions like Woodfield Mall and Schaumburg Convention Centre in this area, look for a hotel situated near them. LEGOLAND® Discovery Centre is another sight in Rolling Meadows that draws in the crowds.

What are the top hotels in Rolling Meadows?

Secure a room at Hyatt Regency Chicago. It's one of this neighbourhood's most sought-after properties. Another highly rated option in Rolling Meadows is The Godfrey Hotel Chicago.

How far in advance should I book my Rolling Meadows holiday?

Smart travellers will likely want to reserve their seats early. You can usually start comparing international fares on Expedia up to 12 months before your flight. If you're booking at the last minute, don't worry. Low prices occasionally become available just weeks before departure.

What does an Expedia Rolling Meadows travel package include?

From hotels and flights to rental cars, Expedia can help you create a Rolling Meadows package that's right for you. Heading away for a while? Check out a rental car, flight and hotel bundle. If you can only squeeze in a quick getaway, a hotel and airfare deal could suit you better. Experiences can also be added after you've booked. Our travel packages make it easy to plan and save.

What should I know before booking a Rolling Meadows travel package?

Bundling your bookings into a Rolling Meadows travel package is the easiest way to organise your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?

Can I choose my airline with a Rolling Meadows Expedia travel package?

Yes, definitely. Expedia has more than 550 airline partners to select from worldwide. With such a big range of choice, finding the right carrier to whisk you away to Rolling Meadows won't be difficult.

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