Rosemont Vacation Packages 2026 from $431

Rosemont flight + hotel vacation packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$431

per person

May 8 - May 10

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$704

per person

Jun 18 - Jun 21

found 12 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Save 100% on your flight

$795

per person

Jun 18 - Jun 21

found 12 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, a snack bar/deli, and a free grocery shopping service are also on offer.

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Save 100% on your flight

$509

per person

Jun 14 - Jun 20

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$793

per person

May 29 - Jun 1

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.

Top Rosemont hotels deals

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$154 total

Apr 6 - Apr 7

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.

Free airport shuttle

Pet friendly

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$136 total

Apr 1 - Apr 2

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Free WiFi

Restaurant

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$156 nightly

$183 total

Apr 6 - Apr 7

Total with taxes and fees

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Breakfast included

Free WiFi

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$149 total

Apr 13 - Apr 14

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

Pool

Breakfast included

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$143 total

Apr 6 - Apr 7

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.

Pool

Pet friendly

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$222 nightly

$261 total

Apr 25 - Apr 26

Total with taxes and fees

This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

Free airport shuttle

Pet friendly

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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.

Popular places to visit

Wrigley Field

4.5/5(2,149 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue

4.5/5(336 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Naval Base Great Lakes

4.5/5(461 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Frequently asked questions

How much are vacation packages to Rosemont?

Exciting adventures await in Rosemont, with Travelocity vacation packages starting from as low as $431. 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 110 mi 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), 2 mi southwest of downtown Rosemont. Others prefer Midway Intl. Airport (MDW) (15 mi away from central Rosemont) or Lewis University Airport (LOT) (30 mi 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.