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.
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,584, price is now CA $1,066 per person
CA $1,066
per person
Jul 3 - Jul 6
found 21 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9/10 Wonderful! (472 reviews)
Beautiful clean place. Great safe location within proximity to restaurants and transportation around the city with fantastic views. Would recommend and stay here again.
Reviewed on May 14, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $2,016, price is now CA $1,256 per person
CA $1,256
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
This property has a great location. The hotel was really clean! We enjoyed the bar atmosphere, and we had a delicious appetizer! I will highly recommend this location for a great getaway for couples! Page at the front desk and Prudencia in housekeeping were amazing!
Reviewed on May 13, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,297, price is now CA $1,507 per person
CA $1,507
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
If you plan on staying in this hotel by all means the view is great, but if you plan on moving your vehicle at all the hotel does not validate In-N-Out parking. You have to pay every time you want to leave and come back. Unlike the normal hotel, La Quinta downtown Chicago validate parking yes it’s $70 but you can drive in and out as many times as you want during your stay. Unlike this hotel.
Reviewed on May 8, 2026
The Wade
Downtown Chicago
Price was CA $2,205, price is now CA $1,494 per person
CA $1,494
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
8.4/10 Very Good! (1,825 reviews)
Lovely hotel, very modern and clean. Had fantastic views from the top floor. We were on floor 28 and the skyline was great. Bed very comfortable and it was expected from a 4* hotel. Chicago is a business city, reminded me of a bar man set as its high rised buildings and slightly darker from the shadows of these buildings. Locally there was a few cafes and coffee shops for easy reach for breakfast
Reviewed on May 11, 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 $232 per night from May 21 to May 22
CA $232
CA $264 total
May 21 - May 22
includes taxes & fees
8.8/10 Excellent! (2,533 reviews)
I was overall happy with this hotel. They are undergoing construction right now and we were the room at the end of the block, meaning we were woken up by building sounds and drilling around 7am each morning. Without this, the hotel would have been really great. I wished the breakfast restaurant had ...
Reviewed on May 13, 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
The price is CA $158 per night from May 25 to May 26
CA $158
CA $182 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (2,974 reviews)
Parking is not free
Reviewed on May 14, 2026
Embassy Suites by Hilton Chicago O'Hare Rosemont
5500 N River Rd Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from May 25 to May 26
CA $197
CA $224 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (1,364 reviews)
3 days no cleaning room Reception people very rude 😒
Reviewed on May 13, 2026
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.
Discover the most popular places to visit in Rosemont
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Rosemont
Skydeck - Willis Tower Admission
CA $60
per adult
96% of travellers recommend
Explore a world of travel with Expedia
- Hotels near Allstate Arena
- Chicago Hotels
- B&B in Cumberland Station
- Hotels near Cumberland Station
- Hotels near Donald E. Stephens Convention Center
- Hotels near Fashion Outlets of Chicago
- Hotels near Impact Field
- Hotels near Multi-Modal Facility Station
- Hotels near O'Hare Intl.
- Hotels near Parkway Bank Park Entertainment District
- Aparthotels in Rosemont O'Hare Transfer Station
- Hotels near Rosemont O'Hare Transfer Station
- Aparthotels in Rosemont Station
- B&B in Rosemont Station
- Hotels near Rosemont Station
- Hotels near Rosemont Station
- Hotels near Rosemont Theatre
- Flights to Chicago
- Flights to O'Hare Intl.
- Flights from O'Hare Intl.
- Flights from Waterloo (ALO) to Chicago (ORD)
- Flights from Ahmedabad (AMD) to Chicago (ORD)
- Flights from Atlanta (ATL) to Chicago (ORD)
- Flights from Bellingham (BLI) to Chicago (ORD)
- Flights from Nashville (BNA) to Chicago (ORD)
- Flights from Burlington (BTV) to Chicago (ORD)
- Flights from Buffalo (BUF) to Chicago (ORD)
- Flights from Sault Ste. Marie (CIU) to Chicago (ORD)
- Flights from Washington (DCA) to Chicago (ORD)
- Flights from Delhi (DEL) to Chicago (ORD)
- Flights from Denver (DEN) to Chicago (ORD)
- Flights from Dallas (DFW) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Fargo (FAR) to Chicago (ORD)
- Flights from Houston (HOU) to Chicago (ORD)
- Flights from Niagara Falls (IAG) to Chicago (ORD)
- Flights from Indianapolis (IND) to Chicago (ORD)
- Flights from Las Vegas (LAS) to Chicago (ORD)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Orlando (MCO) to Chicago (ORD)
- Flights from Miami (MIA) to Chicago (ORD)
- Flights from Milwaukee (MKE) to Chicago (ORD)
- Flights from Minneapolis (MSP) to Chicago (ORD)
- Flights from Philadelphia (PHL) to Chicago (ORD)
- Flights from Seattle (SEA) to Chicago (ORD)
- Flights from San Francisco (SFO) to Chicago (ORD)
- Flights from St. Louis (STL) to Chicago (ORD)
- Flights from Syracuse (SYR) to Chicago (ORD)
- Flights from Edmonton (YEG) to Chicago (ORD)
- Flights from Kingston (YGK) to Chicago (ORD)
- Flights from Hamilton (YHM) to Chicago (ORD)
- Flights from Halifax (YHZ) to Chicago (ORD)
- Flights from Kitchener (YKF) to Chicago (ORD)
- Flights from Kelowna (YLW) to Chicago (ORD)
- Flights from Ottawa (YOW) to Chicago (ORD)
- Flights from Qu ébec (YQB) to Chicago (ORD)
- Flights from Windsor (YQG) to Chicago (ORD)
- Flights from Moncton (YQM) to Chicago (ORD)
- Flights from Regina (YQR) to Chicago (ORD)
- Flights from Thunder Bay (YQT) to Chicago (ORD)
- Flights from Montreal (YUL) to Chicago (ORD)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from Winnipeg (YWG) to Chicago (ORD)
- Flights from Saskatoon (YXE) to Chicago (ORD)
- Flights from London (YXU) to Chicago (ORD)
- Flights from Calgary (YYC) to Chicago (ORD)
- Flights from Victoria (YYJ) to Chicago (ORD)
- Flights from Toronto (YYZ) to Chicago (ORD)
- Aragon Ballroom
- Broadview Vacations
- Catherine Chevalier Woods
- Chicago Vacations
- Copernicus Center
- Des Plaines Vacations
- Donald E. Stephens Convention Center
- Elmhurst Vacations
- Ernest Hemingway Museum and House
- Evanston Vacations
- Frank Lloyd Wright Historic District
- Garfield Park Conservatory
- Golf Vacations
- Hillside Vacations
- Legoland® Discovery Center
- Lakeview Vacations
- Loretto Hospital
- Melrose Park Vacations
- Monument Park
- Norma Vacations
- Northbrook Sports Complex
- Northwestern University
- River Forest Vacations
- Riviera Theatre
- Rolling Meadows Vacations
- Schaumburg Vacations
- The Glen Club
- Unity Temple
- Woodfield Mall
- Wrigley Field
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
