Rolling Meadows Holidays from AU$963

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Your Rolling Meadows Holiday

Prepare to experience Rolling Meadows on your own terms with a custom Rolling Meadows holiday package! Uncovering the charms of this interesting city is made easier with a base in a neighbourhood such as Medinah, which is great for golfing, among many other things. Fill your days with tours of Woodfield Mall, Schaumburg Medieval Times and LEGOLAND® Discovery Centre, some of the attractions you simply have to see during a trip to Rolling Meadows. Stop dreaming and start travelling. Explore the multitude of options on Expedia today and put your Rolling Meadows holiday plans in motion!

The Latest Rolling Meadows Holiday Deals

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was AU$1,181, price is now AU$963 per person
AU$963
per person
23 Dec - 26 Dec
found 10 hours ago
Return direct flight included
Calgary (YYC) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Clean room, friendly staff, great location and within walking distance from all shops!

Reviewed on 7 Oct 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was AU$1,361, price is now AU$1,027 per person
AU$1,027
per person
23 Dec - 26 Dec
found 10 hours ago
Return direct flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.

Reviewed on 11 Oct 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was AU$1,295, price is now AU$977 per person
AU$977
per person
23 Dec - 26 Dec
found 10 hours ago
Return direct flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine

Reviewed on 4 Oct 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was AU$1,263, price is now AU$971 per person
AU$971
per person
23 Dec - 26 Dec
found 10 hours ago
Return direct flight included
Calgary (YYC) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice

Reviewed on 9 Oct 2025

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was AU$1,290, price is now AU$1,062 per person
AU$1,062
per person
23 Dec - 26 Dec
found 10 hours ago
Return direct flight included
Calgary (YYC) to Chicago (ORD)
8.6/10 Excellent! (1,920 reviews)
Fabulous suite overlooking Millenium Park and Lake Michigan. Clean, attentive staff, and good amenities. Walk to everything.

Reviewed on 10 Oct 2025

Rolling Meadows Holiday

Rolling Meadows Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
24,200
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Rosemont Theatre, Santas Village and Parkway Bank Park Entertainment District

Our pick of the best Rolling Meadows Hotel Deals

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 AU$254 per night from 26 Oct to 27 Oct
AU$254
26 Oct - 27 Oct
includes taxes & fees
8.6/10 Excellent! (2,043 reviews)
"Great stay"

Reviewed on 7 Oct 2025

Hyatt Regency O'Hare Chicago
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is AU$138 per night from 13 Oct to 14 Oct
AU$138
13 Oct - 14 Oct
includes taxes & fees
8.8/10 Excellent! (2,284 reviews)
"Sheets were not changed daily nor bed made up."

Reviewed on 6 Oct 2025

SureStay Plus Hotel by Best Western Chicago Lombard
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2, Rosemont, IL
Fully refundable
The price is AU$213 per night from 26 Oct to 27 Oct
AU$213
26 Oct - 27 Oct
includes taxes & fees
8.8/10 Excellent! (2,434 reviews)
"The hotel's restaurant and bar were very convenient as was the shuttle. The staff was pleasant and attentive and the rooms were kept clean and orderly."

Reviewed on 7 Oct 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG
See all 2,264 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 Holidays
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All Inclusive Holidays
Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Rolling Meadows

Navy Pier

Navy Pier

4.5/5(64 reviews)

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

4.5/5(73 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Grant Park

Grant Park

4.5/5(47 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

What to do in Rolling Meadows

River tour boat in Chicago

Architecture River Tour

AU$74
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

AU$67
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$37
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Rolling Meadows

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