Rosemont Vacation Packages 2025/2026 from $580

Rosemont flight + hotel vacation packages

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

Holiday Inn Chicago North Shore by IHG

Save 100% on your flight

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and perks like free self parking.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

per person

Oct 9 - Oct 12

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.

Homewood Suites by Hilton Chicago-Downtown

Downtown Chicago

Save 100% on your flight

per person

Oct 26 - Nov 2

found 4 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features an indoor pool and a gym. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Valet parking, a lobby fireplace, and express check-out are also offered.

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

per person

Oct 4 - Oct 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

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 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.

The Neighborhood Hotel-Little Italy

Near West Side

Save 100% on your flight

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This aparthotel features free WiFi in public areas, luggage storage, and laundry facilities. A virtual front desk are provided for your convenience.

Top Rosemont hotels deals

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 Regency O'Hare Chicago

9300 Bryn Mawr Ave, Rosemont, IL

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$163 total

Sep 1 - Sep 2

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

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

The Wade

644 N Lake Shore Dr, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$151 nightly

$177 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 valet parking. There's a 24-hour gym on site, and a 24-hour front desk and express check-in are also provided.

Pool

Pet friendly

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$189 total

Sep 3 - Sep 4

Total includes 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

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$198 nightly

$229 total

Sep 4 - Sep 5

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

Don't see what you're looking for?

See all available properties in Rosemont

View all properties

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(2,128 reviews)

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

4.5/5(332 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.

Navy Pier

4.5/5(4,870 reviews)

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 $580. 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.