Rolling Meadows Vacation Packages

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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 Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was CA $1,018, price is now CA $639 per person
CA $639
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Close to walk most places. Lots of restaurants in the surrounding area. Staff very nice. Rooms clean and spacious.

Reviewed on Aug. 22, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $3,441, price is now CA $1,974 per person
CA $1,974
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on Aug. 19, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was CA $1,775, price is now CA $1,041 per person
CA $1,041
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
Great place, everyone was wonderful!

Reviewed on Aug. 22, 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $2,444, price is now CA $1,439 per person
CA $1,439
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.

Reviewed on Aug. 21, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $2,052, price is now CA $1,250 per person
CA $1,250
per person
Oct 22 - Oct 25
found 10 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Ready to book your vacation to Rolling Meadows?

 

Choose your dates

Rolling Meadows Hotel Deals

Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Sep 6 to Sep 7
CA $199
CA $234 total
Sep 6 - Sep 7
includes taxes & fees
8.4/10 Very Good! (1,123 reviews)
"Great amenities and very clean and friendly staff"

Reviewed on Aug. 20, 2025

Marriott Chicago O'Hare
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Sep 12 to Sep 13
CA $249
CA $293 total
Sep 12 - Sep 13
includes taxes & fees
8.2/10 Very Good! (2,096 reviews)
"The room was clean and the bed was comfortable. The staff was courteous and helpful."

Reviewed on Aug. 18, 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Sep 19 to Sep 20
CA $199
CA $227 total
Sep 19 - Sep 20
includes taxes & fees
8.6/10 Excellent! (1,870 reviews)
"Great stay!"

Reviewed on Aug. 19, 2025

Hyatt Regency O'Hare Chicago
See all 2,207 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Discover the most popular places to visit in Rolling Meadows

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Rolling Meadows

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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 $639 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.

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