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.
Swissotel - Chicago
Downtown Chicago
Price was CA $1,297, price is now CA $867 per person
CA $867
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
Great location and very convenient to river walk and vicinity.
Reviewed on May 22, 2026
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 4 hours 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
The Talbott, Autograph Collection
Downtown Chicago
Price was CA $1,574, price is now CA $1,063 per person
CA $1,063
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
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,603, price is now CA $1,099 per person
CA $1,099
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Loved this property !
Reviewed on May 23, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,330, price is now CA $941 per person
CA $941
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,711 reviews)
A decent buisness class hotel. No frills. Rooms are smaller, the queen beds are not true queens, and much smaller.
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 25 to May 26
CA $234
CA $266 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (2,557 reviews)
"I love everything about this location."
Reviewed on May 23, 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
The price is CA $192 per night from Jun 21 to Jun 22
CA $192
CA $221 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (2,953 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 14 to Jun 15
CA $210
CA $239 total
Jun 14 - Jun 15
includes taxes & fees
8.6/10 Excellent! (2,902 reviews)
"My stay was good, as usual, looking forward to staying a hotel for the next convention!"
Reviewed on May 22, 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
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- Aragon Ballroom
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- Donald E. Stephens Convention Center
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- Northbrook Sports Complex
- Northwestern University
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- Riviera Theatre
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- 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.
