Name: Hyatt Regency O'Hare Chicago
Price range: CA $181
Rating: 8.8

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.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

CA $555

per person

Sep 7 - Sep 10

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.2/10 Very good! (2,767 reviews)

Terrible attitude of the front desk clerk. Room smelled bad, dirty carpet.

Reviewed on Jun 24, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $1,624

per person

Aug 26 - Aug 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (498 reviews)

Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!

Reviewed on Jun 25, 2026

Level Chicago – Old Town

Downtown Chicago

CA $2,421

per person

Sep 12 - Sep 18

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9/10 Wonderful! (493 reviews)

We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.

Reviewed on Jun 11, 2026

The Talbott, Autograph Collection

Downtown Chicago

CA $936

per person

Aug 30 - Sep 3

found 22 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (120 reviews)

Always a pleasure and a great location

Reviewed on Jun 24, 2026

Level Chicago - River North

Downtown Chicago

CA $2,098

per person

Aug 14 - Aug 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,034 reviews)

Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.

Reviewed on Jun 19, 2026

Ready to book your vacation to Rolling Meadows?

Choose your dates

Rolling Meadows Hotel Deals

Motel 6 Rolling Meadows, IL - Chicago Northwest

1800 Winnetka Cir Rolling Meadows IL

Fully refundableReserve now, pay when you stay

CA $76

CA $88 total

Jul 5 - Jul 6

includes taxes & fees

7.2/10 Good! (1,327 reviews)

"Close to airport"

Reviewed on Jun 24, 2026

Holiday Inn Express Rolling Meadows - Schaumburg Area by IHG

3477 Algonquin Road Rolling Meadows IL

Fully refundable

CA $149

CA $172 total

Jul 5 - Jul 6

includes taxes & fees

8/10 Very good! (764 reviews)

"I have often stayed at Holiday Inn Express over the years and usually enjoyed the stay. This time I found it lacking. The pool was closed, despite showing a pool on the booking sight. The room was very run down and in need of repair. Room service always shorted us a towel each day requiring a trip ..."

Reviewed on Jun 23, 2026

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Fully refundableReserve now, pay when you stay

CA $181

CA $206 total

Jun 28 - Jun 29

includes taxes & fees

8.8/10 Excellent! (2,726 reviews)

"Requested more hand towels, had to wait until the next day. Thermostat light dimmed bright to dark all night, kept waking me up both nights."

Reviewed on Jun 25, 2026

See all 2,426 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.