Rolling Meadows Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your Rolling Meadows Vacation

Prepare to experience Rolling Meadows on your own terms with a custom Rolling Meadows vacation package! Discovering the best parts of this captivating city is simple with a base in a neighborhood such as Medinah, which is great for golfing, among other things. Woodfield Mall, Schaumburg Medieval Times and LEGOLAND® Discovery Center are just some of the sights you'll want to check out during your trip to Rolling Meadows. Your dream Rolling Meadows vacation 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 Vacation Deals

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago
Save 100% on your flight
CA $1,030
per person
Dec 2 - Dec 9
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,011 reviews)
Elevators not all working and could not get heat in the room over a rainy and cool weekend

Reviewed on Sep 20, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
Save 100% on your flight
CA $1,110
per person
Dec 2 - Dec 9
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
CA $1,119
per person
Dec 2 - Dec 9
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Great quick overnight. Gracious staff very friendly and efficient.

Reviewed on Sep 20, 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
Save 100% on your flight
CA $1,508
per person
Dec 2 - Dec 9
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
Amazing stay. Love the balcony view. Parking was easy and accessible. Will be back!

Reviewed on Sep 19, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
Save 100% on your flight
CA $1,137
per person
Dec 2 - Dec 9
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
Amazing place to stay in Chicago!

Reviewed on Sep 18, 2026

Ready to book your vacation to Rolling Meadows?

Choose your dates

Rolling Meadows Hotel Deals

Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

1800 Winnetka Cir Rolling Meadows IL
Fully refundableReserve now, pay when you stay
CA $75
CA $86 total
Sep 28 - Sep 29
includes taxes & fees
Motel 6 Rolling Meadows, IL - Chicago Northwest
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
CA $260
CA $297 total
Oct 4 - Oct 5
includes taxes & fees
Hyatt Regency O'Hare Chicago
Marriott Chicago O'Hare

Marriott Chicago O'Hare

8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
CA $251
CA $294 total
Oct 16 - Oct 17
includes taxes & fees
Marriott Chicago O'Hare
See all 2,372 properties in Rolling Meadows
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.

What to do in Rolling Meadows

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $34
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Flyover in Chicago

Flyover in Chicago

CA $39
per adult
96% of travellers recommend
Flyover in Chicago
See all activities in Rolling Meadows

Frequently asked questions

How much does a Rolling Meadows vacation package cost?
You can grab a vacation package to this top destination from CA $1,030 on Expedia. However, how much your vacation to Rolling Meadows costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Rolling Meadows?
December, January and February are the best times to search for cheap Rolling Meadows vacation packages. Choosing to travel in quieter periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for Rolling Meadows?
Allow around 3 days for your Rolling Meadows vacation to discover all that makes this destination unique. Wander around popular areas, including Norma and Medinah. Then tick off top attractions such as LEGOLAND® Discovery Centre and Schaumburg Medieval Times. With a well-planned itinerary, you can keep busy with room for some downtime too. Want to venture beyond Rolling Meadows? Consider squeezing in an excursion or two.
How to find the best Rolling Meadows package deals?
Begin your search for a Rolling Meadows package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Rolling Meadows package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Rolling Meadows escape off to a flying start.
Is it cheaper to book a Rolling Meadows vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can personalize your Rolling Meadows trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Rolling Meadows?
If you have your Rolling Meadows vacation dates confirmed, book as soon as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Rolling Meadows?
  1. Choose when to get away: Check your diary and get your bags packed. Your favourite season and the available activities will also help you decide when to visit Rolling Meadows.
  2. Set your budget: Consider costs such as flights, food and transportation when working out how much to put aside for your trip to Rolling Meadows. Then, select a property that works with your budget, whether that's an affordable stay or a swankier retreat.
  3. Decide how long to go away for: Now that you know more about Rolling Meadows, you can figure out the perfect length of your vacation. Create a rough plan and give yourself enough time to cover everything you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Rolling Meadows vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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