Rosemont Vacation Packages
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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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
CA $835
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
The staff was very friendly and accommodating. The room was tidy and the AC kept us cool on the warmer days.
Reviewed on Sep 12, 2026
Ready to book your vacation to Rosemont?
Rosemont Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
CA $264
CA $300 total
Oct 11 - Oct 12
includes taxes & fees
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
5460 North River Road Rosemont IL
CA $204
CA $231 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
"Great stay. Very convenient location and a shuttle to/from the airport."
Reviewed on Sep 12, 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
CA $214
CA $246 total
Sep 20 - Sep 21
includes taxes & fees
9/10 Wonderful! (3,147 reviews)
"Breakfast extra charge and extra Green Fee not disclosed when booking."
Reviewed on Sep 12, 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.
Stay near popular Rosemont attractions
Donald E. Stephens Convention Center
8.6/10 (873 reviews)
During your trip, find out what's happening at Donald E. Stephens Convention Center, a top convention center in Rosemont. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Allstate Arena
8.6/10 (1,112 reviews)
Catch an event at Allstate Arena during your trip to Rosemont. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Rosemont Theatre
8.6/10 (868 reviews)
You can get tickets for a performance at Rosemont Theatre during your stay in Rosemont. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Fashion Outlets of Chicago
9.0/10 (1,287 reviews)
You can find the perfect gifts to bring home at Fashion Outlets of Chicago during your stay in Rosemont. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
The Dome at the Parkway Bank Sports Complex
8.6/10 (67 reviews)
Enjoy an outing to The Dome at the Parkway Bank Sports Complex during your stay in Rosemont. Discover the area's top-notch restaurants and its great live music.
Impact Field
8.4/10 (123 reviews)
Catch an event at Impact Field during your trip to Rosemont. Experience the area's great live music and acclaimed theater scene.
Wolff's Flea Market
8.2/10 (194 reviews)
You can find the perfect gifts to bring home at Wolff's Flea Market during your stay in Rosemont. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Sugar Factory Chicago-Rosemont
Sugar Factory Chicago-Rosemont is just one of the places to see in Rosemont, so why not enjoy the other things to explore during your travels? Discover the area's top-notch restaurants and its entertainment choices.
What to do in Rosemont
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Frequently asked questions
How much does a Rosemont vacation package cost?
You'll find cheap prices from CA $835 on Expedia for your Rosemont break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Rosemont costs.
What are the cheapest months to go to Rosemont?
You're likely to find reduced prices and greater availability in January, February and November. Browse our cheap Rosemont vacation packages and you could score some excellent off-season deals.
How many days is enough for Rosemont?
With about 2 days, you'll have enough time to visit popular neighbourhoods such as O'Hare and Norwood Park during your Rosemont vacation. Make sure to also add Rivers Casino and Fashion Outlets of Chicago to your must-do list. Up for some more adventures? Consider exploring outside of Rosemont on day trips and tours.
Is it worth booking a vacation package to Rosemont?
Whether you're planning to explore attractions such as Allstate Arena and Rosemont Theatre, or want to experience its top-notch shopping and dining, a Rosemont vacation guarantees an unforgettable adventure. Book your getaway with Expedia and discover why Rosemont is such a good vacation destination.
How to find the best Rosemont package deals?
Finding a cheap Rosemont package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Rosemont package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Rosemont vacation as a package?
You can enjoy significant savings on your Rosemont escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Rosemont?
If you have your Rosemont travel dates locked in, book as early as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Rosemont?
- Choose when to travel: Check your schedule and get packing. Your favourite season and the activities on offer will also help you decide when to vacation in Rosemont.
- Set a budget: Consider costs such as flights, meals and transportation when calculating how much to set aside for your trip to Rosemont. Then, select a hotel that matches your budget, whether that's an affordable stay or a high-end getaway.
- Decide how long to go away for: Now that you're more familiar with Rosemont, you can figure out the ideal length of your break. Create a rough plan and give yourself enough time for all the things you want to do.
- Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the perfect Rosemont vacation package for you.
Explore a world of travel with Expedia
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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.
