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*
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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.
Hilton Garden Inn Naperville/Warrenville
Price was CA $1,084, price is now CA $757 per person
CA $757
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
Minor issues: The room was fairly clean. There was some dust in the bathroom, furniture and candy found on the floor under the table from the previous guests. The room was cleaned during our stay, but they did not restock our toilet paper.
Reviewed on May 5, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,307, price is now CA $1,531 per person
CA $1,531
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (478 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
Swissotel - Chicago
Downtown Chicago
Price was CA $1,145, price is now CA $782 per person
CA $782
per person
Jun 30 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
It was a nice room. Only complaint would be air conditioning. I don’t do hot. Hate sweating. Had turned to 65 and still not really cold. Otherwise overall nice.
Reviewed on May 26, 2026
The Talbott, Autograph Collection
Downtown Chicago
Price was CA $1,611, price is now CA $1,124 per person
CA $1,124
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (116 reviews)
We thoroughly enjoyed our stay. The location was excellent, conveniently close to everything we needed. The room was spacious and spotless. The breakfast was fantastic, offering a wide variety of options to choose from.
Reviewed on May 17, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,024, price is now CA $1,420 per person
CA $1,420
per person
Jun 30 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
The view from our room was awesome!!
Reviewed on May 27, 2026
Rosemont Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is CA $233 per night from Jun 14 to Jun 15
CA $233
CA $266 total
Jun 14 - Jun 15
includes taxes & fees
8.8/10 Excellent! (2,577 reviews)
"I’ve stayed at the hotel about 20 years ago. And was surprised at how run down it was. However floors 3 and 4 were shut down and being renovated. Assume that the entire hotel is being renovated. Check-in staff was very helpful. And gave me extended check out for the next day. But the next day staff ..."
Reviewed on May 27, 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
The price is CA $186 per night from Jun 21 to Jun 22
CA $186
CA $215 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (2,971 reviews)
"Great place, very clean and organized. Nice pool & exercise area. The restaurant was very short staffed and backed up… not a big deal. The food was fantastic!"
Reviewed on May 26, 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Fully refundable
The price is CA $199 per night from Jun 21 to Jun 22
CA $199
CA $227 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (2,907 reviews)
"We had a weekend get away and chose Chicago to be our destination. This hotel was perfect for us, we will be back!"
Reviewed on May 26, 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.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
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.
