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
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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 $2,231, price is now CA $1,411 per person
CA $1,411
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (474 reviews)
Minimum effort. Pleasant stay. Very quiet. Enjoyed the 8th floor common area. Service at the front desk was really great. Convenient coffee shop / bakery in the lobby.
Reviewed on May 18, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $2,886, price is now CA $1,927 per person
CA $1,927
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (998 reviews)
I’ve stayed at this property a few times now and each time they make sure everything is ok. I’ve had little hiccups with the stay but they always make it right., Each time I’m in the area I will be staying with them the location is great and not to busy.
Reviewed on May 23, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,261, price is now CA $1,569 per person
CA $1,569
per person
Aug 12 - Aug 16
found 7 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026
Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Price was CA $1,748, price is now CA $1,234 per person
CA $1,234
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,999 reviews)
The entrance to the building and valet parking is not well identified.
Reviewed on May 22, 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 $234 per night from May 26 to May 27
CA $234
CA $266 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (2,567 reviews)
"Breakfast and food was very expensive Staff was extremely nice Room is very clean bathroom a bit tiny"
Reviewed on May 24, 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
The price is CA $187 per night from Jun 21 to Jun 22
CA $187
CA $215 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (2,962 reviews)
"."
Reviewed on May 23, 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Fully refundable
The price is CA $210 per night from Jun 1 to Jun 2
CA $210
CA $239 total
Jun 1 - Jun 2
includes taxes & fees
8.6/10 Excellent! (2,906 reviews)
"Very good"
Reviewed on May 24, 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
4.5/5(159 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(3 reviews)
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
4.5/5(460 reviews)
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
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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.
