Rosemont Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NZ$616 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

Rosemont Holiday

Our pick of the best Rosemont Hotel Deals

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 NZ$289 per night from 21 July to 22 July
NZ$289
21 July - 22 July
includes taxes & fees
8.6/10 Excellent! (1,729 reviews)
"This was a last minute booking as our flight got cancelled. Airport shuttle was a life saver!!"

Reviewed on 12 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 NZ$250 per night from 10 Aug to 11 Aug
NZ$250
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (2,286 reviews)
Good stay for the money
"Overall our stay was great. Amenities were good, bed was comfortable, room was clean and spacious. Our only complaint was the dirty dishes left in the hallway outside of the room next door. We were there for three days, dirty dishes were in the hall before we checked in and still there when we checked ..."

Reviewed on 10 Jul. 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$347 per night from 4 Aug to 5 Aug
NZ$347
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,944 reviews)
"It was perfect for my family. Very close to the millennium Park"

Reviewed on 12 Jul. 2025

Congress Plaza Hotel
See all 4,774 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.

Discover the most popular places to visit in Rosemont

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

Wrigley Field

4.5/5(21 reviews)

A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.

Wrigley Field
Navy Pier

Navy Pier

4.5/5(64 reviews)

One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.

Navy Pier
McCormick Place

McCormick Place

4.5/5(21 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

What to do in Rosemont

River tour boat in Chicago

Architecture River Tour

NZ$81
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

NZ$75
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

NZ$75
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.