Rosemont Vacation Packages 2025/2026 from $375

Rosemont flight + hotel vacation packages

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

Staybridge Suites, Lincolnshire by IHG

Half Day

Save 100% on your flight

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Staybridge Suites Chicago O'Hare - Rosemont by IHG

O'Hare

Save 100% on your flight

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the free buffet breakfast each morning.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Save 100% on your flight

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. Enjoy the free buffet breakfast each morning.

La Banque Hotel

Save 100% on your flight

per person

Nov 7 - Nov 12

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Top Rosemont hotels deals

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave, Rosemont, IL

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$163 total

Aug 17 - Aug 18

Total includes 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

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

5440 N River Rd, Rosemont, IL

Free Cancellation

$123 nightly

$140 total

Sep 1 - Sep 2

Total includes taxes and fees

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

Pool

Free airport shuttle

Hyatt Place Chicago/O'Hare Airport

6810 Mannheim Rd, Rosemont, IL

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$131 total

Sep 1 - Sep 2

Total includes taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and free perks like buffet breakfast and a bus station shuttle.

Pool

Breakfast included

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$157 nightly

$184 total

Sep 1 - Sep 2

Total includes 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

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$198 nightly

$229 total

Sep 2 - Sep 3

Total includes taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.

Pool

Spa

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$179 total

Aug 25 - Aug 26

Total includes taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Express check-out, luggage storage, and concierge services are also on offer.

Pool

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

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

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

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.

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Frequently asked questions

How much are vacation packages to Rosemont?

Exciting adventures await in Rosemont, with Travelocity vacation packages starting from as low as $375. 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.