Rosemont Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Rosemont Vacation
Entertainment, history, art and more … There's so much to experience with a Rosemont vacation package. And with the ability to easily customize your city adventure, you know it'll be one that's tough to forget. Eager to explore your new surroundings? Allstate Arena, Rosemont Theatre and Fashion Outlets of Chicago are some of the best places to visit during a trip to Rosemont. Check out Expedia's extensive range of travel options and start planning your ultimate vacation to Rosemont now.
Top Rosemont Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,080, price is now CA $791 per person
CA $791
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)
The bathroom in my room was looking worse for wear, broken tiles and caulk missing.
However the room itself was clean and staff was sooooo helpful and courteous which made my stay great! I even was out of body wash and the girl at the front desk made sure I got some after house keeping didn’t bring any after an hour and I wanted to shower.
Good people working here!
Reviewed on Oct 28, 2026
Holiday Inn & Suites Chicago - Downtown by IHG
Downtown Chicago
Price was CA $1,079, price is now CA $810 per person
CA $810
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,253 reviews)
would stay there again love the place
Reviewed on Oct 27, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,061, price is now CA $801 per person
CA $801
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
Super clean. Super views. Super amenities. Will stay again.
Reviewed on Oct 26, 2026
Rosemont Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Nov 22 to Nov 23
CA $201
CA $230 total
Nov 22 - Nov 23
includes taxes & fees
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Fully refundable
The price is CA $167 per night from Nov 26 to Nov 27
CA $167
CA $190 total
Nov 26 - Nov 27
includes taxes & fees
8.6/10 Excellent! (2,885 reviews)
"Good stay will stay again"
Reviewed on Oct 28, 2026
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
5460 North River Road Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Nov 24 to Nov 25
CA $177
CA $201 total
Nov 24 - Nov 25
includes taxes & fees
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.
Stay near popular Rosemont attractions
What to do in Rosemont
Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend
Frequently asked questions
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- Centennial Beach
- Northwestern University
- Grant Park
- Visit Downtown Chicago
- Visit Elk Grove Village
- Visit Rosemont
- Frank Lloyd Wright Historic District
- Navy Pier
- Unity Temple
- International Museum of Surgical Science
- Millennium Park
- The Loop Vacations
- Art Institute of Chicago
- Wrigley Field
- 875 North Michigan Avenue
- Marina City
- Lincoln Park Zoo
- Woodfield Mall
- Water Tower Place
- Legoland® Discovery Center
- Chicago Riverwalk
- Morton Arboretum
- Buckingham Fountain
- Garfield Park Conservatory
- Ernest Hemingway Museum and House
- Willis Tower
- Downtown Chicago Vacations
- Chicago Theatre
- Golf Vacations
- United Center
- Visit The Loop
- Lakeview Vacations
- Montrose Beach
- Chicago Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
