Rosemont Vacations from ￥275,330
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The Latest Rosemont Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
￥309,912
per person
Oct 3 - Oct 6
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
Lobby smelt amazing right off the bat. All the staff everywhere were very helpful. Breakfast was very good with lots of options. Room was clean and very nice! I definitely recommend!
Reviewed on Aug 30, 2026
Swissotel - Chicago
Downtown Chicago
￥285,588
per person
Oct 3 - Oct 6
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,577 reviews)
This hotel is well-maintained with clean, quiet, well-appointed, spacious rooms. Some have very nice views of Chicago and/or the River and Lake Michigan. The staff members were friendly and helpful, although I think I'm going to have to call them to get an itemized bill for my incidental room charges (usually such bills are emailed). This might be because I booked through Expedia. The location is great for exploring the loop as well as River North. I will definitely consider staying there again.
Reviewed on Aug 31, 2026
Find the Best Rosemont Vacation Packages
Rosemont Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
￥28,656
￥32,661 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (3,081 reviews)
"Hotel was clean"
Reviewed on Aug 30, 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
￥22,733
￥26,190 total
Sep 7 - Sep 8
includes taxes & fees
Embassy Suites by Hilton Chicago O'Hare Rosemont
5500 N River Rd Rosemont IL
Fully refundableReserve now, pay when you stay
￥24,811
￥28,279 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,705 reviews)
"Very clean"
Reviewed on Aug 30, 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)
This sprawling Midwest convention center offers 840,000 square feet of exhibition space near O'Hare Airport. Check the event calendar before visiting and explore the adjacent Parkway Bank Park for dining options.
Allstate Arena
8.6/10 (1,112 reviews)
This versatile venue hosts rock concerts to hockey games in its dynamic arena. Enjoy premium seating with unobstructed views while experiencing the electric atmosphere of live performances or sporting events.
Fashion Outlets of Chicago
9.0/10 (1,287 reviews)
This upscale outlet mall features over 130 designer stores offering luxury brands at significant discounts. Enhance your shopping experience with concierge services and exclusive savings through the digital Savings Pass.
Rosemont Theatre
8.6/10 (868 reviews)
This elegant 4,400-seat concert hall offers perfect acoustics for Broadway shows and musical performances just minutes from O'Hare. Arrive early to enjoy pre-show dining in Rosemont's entertainment district.
Parkway Bank Park Entertainment District
8.8/10 (448 reviews)
This vibrant entertainment district offers venues of international cuisine and activities around a central lawn. Enjoy free summer concerts with musical fireworks or winter ice skating.
The Dome at the Parkway Bank Sports Complex
8.6/10 (67 reviews)
This state-of-the-art indoor sports complex offers 140,000 square feet of athletic versatility, regardless of Chicago's weather. Watch tournaments or participate in year-round camps and clinics for multiple sports.
Impact Field
8.4/10 (123 reviews)
Impact Field delivers an intimate baseball experience for Chicago Dogs fans with unique city-inspired design. Enjoy summer evening games under the lights for the perfect blend of local charm and America's pastime.
Wolff's Flea Market
8.2/10 (194 reviews)
Treasure hunt through hundreds of vendors selling antiques, collectibles, and unique finds at Wolff's Flea Market. Early birds arrive at 6 AM for first pick of vintage gems and fresh produce in this Rosemont institution.
What to do in Rosemont
Chicago: Navy Pier Centennial Wheel Ticket
￥3,920
per adult
90% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,518
per adult
88% of travellers recommend
Frequently asked questions
How much does a Rosemont vacation package cost?
You can pick up a vacation package to this popular destination from ￥275,330 on Expedia. But how much your vacation to Rosemont costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Rosemont?
You can usually find lower rates and greater availability in January, February and November. Check out our cheap Rosemont vacation packages and you could land some great off-season deals.
How many days is enough for Rosemont?
The ideal length for your Rosemont vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to visit all the main sights and discover some hidden treasures along the way.
Is it worth booking a vacation package to Rosemont?
During your Rosemont vacation, you can look forward to enjoying some excellent shopping and dining. Leave enough room in your schedule to check out leading sights like Allstate Arena and Rosemont Theatre.
How to find the best Rosemont package deals?
Use Expedia's filter tool to help you find some terrific Rosemont package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Rosemont package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Rosemont vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can personalize your Rosemont getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Rosemont?
If you've got your Rosemont vacation dates locked in, book as early as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Rosemont?
- Choose when to get away: Check your diary and pack your bags. Your preferred time of year and the available activities will also help you decide when to escape to Rosemont.
- Set your budget: Consider costs like flights, transportation and food when working out how much to set aside for your trip to Rosemont. Then, choose a hotel that works with your budget, whether that's an affordable option or a high-end getaway.
- Decide how long to go for: Now that you're more familiar with Rosemont, you can work out the right length of your break. Create a draft itinerary and give yourself enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Rosemont vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
