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.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,250 reviews)
it was good as usual

Reviewed on Aug. 8, 2025

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,418 reviews)
Hotel felt hot. initially air conditoner wasn't working but was fixed. Still didn't feel like it got very cold in the room. Bathtub was very slippery.

Reviewed on Aug. 7, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,063 reviews)
Loved the rooftop bar and restaurant. The service at the Lyric Restaurant on the Pier was fantastic. The Saturday night Fireworks and Drone show was great. This is a great place to walk straight up into the city center, Michigan Ave. Also a great place to walk the Lake front.

Reviewed on Aug. 8, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Loved the attention to details that made the experience exceptional.

Reviewed on Aug. 6, 2025

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
Clean and quiet. Great location and close to ORD

Reviewed on Aug. 6, 2025

Ready to book your vacation to Rolling Meadows?

 

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Rolling Meadows Hotel Deals

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 $246 per night from Aug 29 to Aug 30
CA $246
CA $289 total
Aug 29 - Aug 30
includes taxes & fees
8/10 Very Good! (2,090 reviews)
"convenient if flying out early"

Reviewed on Aug. 6, 2025

Hilton Chicago O'Hare Airport
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 $197 per night from Sep 5 to Sep 6
CA $197
CA $231 total
Sep 5 - Sep 6
includes taxes & fees
8.4/10 Very Good! (1,109 reviews)
"I had a bad experience at another hotel while visiting Chicago for a basketball tournament and thankfully was able to find another hotel quickly. Upon checking in, staff member Jared was great. He was sympathetic to what I went through at the other hotel and unexpectedly gave us an upgraded junior ..."

Reviewed on Aug. 2, 2025

Marriott Chicago O'Hare
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd, Rosemont, IL
Fully refundable
The price is CA $169 per night from Sep 1 to Sep 2
CA $169
CA $193 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (2,367 reviews)
"Excellent location."

Reviewed on Aug. 5, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 2,206 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.
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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

4.5/5(158 reviews)

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

4.5/5(19 reviews)

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

4.5/5(459 reviews)

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
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

CA $41
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

CA $62
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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 $691 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.