Rosemont Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Rosemont

Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is S$222 per night from 22 Jul to 23 Jul
S$222
22 Jul - 23 Jul
includes taxes & fees
8.6/10 Excellent! (1,708 reviews)
"This hotel is enormous. I was blown away by the shear size and openness of it! The only thing I didn't like was the carpet in the hallways, making it very difficult to move heavy luggage around on it. The room was very comfortable and bed soft. I usually have a difficult time sleeping in hotels, ..."

Reviewed on 5 Jul, 2025

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.5 out of 5
5440 N River Rd, Rosemont, IL
Fully refundable
The price is S$197 per night from 4 Aug to 5 Aug
S$197
4 Aug - 5 Aug
includes taxes & fees
8.6/10 Excellent! (2,279 reviews)
Chicago Trip
"Nice hotel close to our venue. Was able to enjoy breakfast and dinner at the hotel. Would be nice if the pool was in a more secluded patio area"

Reviewed on 6 Jul, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Hyatt Place Chicago/O'Hare Airport
Hyatt Place Chicago/O'Hare Airport
3 out of 5
6810 Mannheim Rd, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is S$209 per night from 22 Jul to 23 Jul
S$209
22 Jul - 23 Jul
includes taxes & fees
8.2/10 Very Good! (2,973 reviews)
"I liked it a lot"

Reviewed on 7 Jul, 2025

Hyatt Place Chicago/O'Hare Airport
See all 4,770 properties in Rosemont
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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

4.5/5(147 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Rosemont

River tour boat in Chicago

Architecture River Tour

S$62
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$58
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Rosemont

Frequently asked questions

How much does a Rosemont holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. But how much your holiday 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 holiday packages and you could land some great off-season deals.
How many days is enough for Rosemont?
The ideal length for your Rosemont holiday 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 holiday package to Rosemont?
During your Rosemont holiday, 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 holiday package as soon as possible.
Is it cheaper to book a Rosemont holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and stays separately. Better still, you can personalise 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 holiday package to Rosemont?
If you've got your Rosemont holiday 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?

  1. 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.
  2. 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.
  3. 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.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customised Rosemont holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.