Rosemont Vacations 2026 from CA $819

Rosemont flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

CA $819

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Talbott, Autograph Collection

Downtown Chicago

CA $1,064

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

CA $1,218

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Sheraton Grand Chicago Riverwalk

Downtown Chicago

CA $1,226

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Kimpton Gray Hotel by IHG

Downtown Chicago

CA $1,443

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Top Rosemont hotels deals

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free cancellation

Reserve now, pay when you stay

CA $202

CA $230 total

Nov 22 - Nov 23

includes taxes & fees

Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.

Free airport shuttle

Pet-friendly

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

5440 N River Rd Rosemont IL

Free cancellation

CA $201

CA $229 total

Nov 22 - Nov 23

includes taxes & fees

Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.

Pool

Free airport shuttle

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

5460 North River Road Rosemont IL

Free cancellation

Reserve now, pay when you stay

CA $214

CA $244 total

Oct 30 - Oct 31

includes taxes & fees

Book a stay at this business-friendly hotel in Rosemont. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.

Free airport shuttle

Pet-friendly

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $147

CA $175 total

Nov 22 - Nov 23

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.

Free WiFi

Restaurant

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $169

CA $201 total

Nov 11 - Nov 12

includes taxes & fees

Pet-friendly

Free WiFi

River Hotel

75 East Wacker Drive Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $163

CA $194 total

Nov 22 - Nov 23

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Pet-friendly

Free WiFi

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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.

See properties

Rosemont Vacations

Even if you're the most spontaneous traveler, it still doesn't hurt to find out a little bit about Rosemont before you go. Take a look at it on the map, note its activities and attractions and let the fun begin!

Around 15 miles (24 kilometers) to the northwest of the heart of Chicago, Rosemont is one of the neighborhoods that make this city so interesting.

Visitors to Chicago will be rubbing shoulders with approximately 2,700,000 residents.

Places to visit in Rosemont

Elaborate decor, flashing lights and charming croupiers are just a few of the things you'll encounter at Rivers Casino. Meander around the blackjack tables or just sit back with a drink and enjoy the atmosphere. Need more nearby options? Looking to take in a conference or other event while you're visiting the area? Inspect the calendar at Donald E. Stephens Convention Center and find something that captures your interest. But that's not all there is. The intimacy and accomplishment of live theater has to be experienced. Purchase your ticket for a play at Rosemont Theatre and experience the wonder for yourself!

Where do you fly into for Rosemont?

Fasten your seatbelt, switch off the in-flight movie and get ready to arrive at O'Hare International Airport (ORD). Best part? You'll be only 2 miles (3 kilometers) to the southwest of Rosemont.

Frequently asked questions

How much are vacation packages to Rosemont?

Exciting adventures await in Rosemont, with Travelocity vacation packages starting from as low as CA $819. Including both hotels and flights, these awesome deals make it easy to experience all corners of the globe.

How long should my Rosemont vacation be?

Typically, 2 nights is what most travelers book for their Rosemont trip. That's a rough guide, but there's loads more to uncover if you give yourself a couple of extra days.

Where can I get the best vacation package deals for Rosemont?

There are awesome Rosemont package deals to snap up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the world? Keep that in mind the next time you're ready to check another place off your must-visit list.

Why should I book my Rosemont vacation bundle via Travelocity?

Nothing beats the feeling of knowing you've scored the best price in town — that's our Price Match Guarantee. Add to that our incredibly broad range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a hassle-free vacation.

Can I save money on my Rosemont car rental if I bundle it with a hotel or flight?

Bundling your hotel, flight and car into a Rosemont vacation package is a surefire way to land the best deal. Plus, having your own wheels gives you total freedom to find your way to all those landmarks you'd like to see. Situated 177 kilometers from Rosemont, University of Wisconsin-Madison is one attraction that should have a place on your itinerary. Put together a driving playlist and make a day trip of it.

Which airport is best for Rosemont?

Many travelers fly into O'Hare Intl. Airport (ORD), 3 kilometers southwest of downtown Rosemont. Others prefer Midway Intl. Airport (MDW) (24 kilometers away from central Rosemont) or Lewis University Airport (LOT) (48 kilometers away from central Rosemont).

Where should I stay when visiting Rosemont?

If you're after somewhere to base yourself, consider the Hyatt Place Chicago/OHare Airport. It's the top choice for many visitors.