Rosemont Vacation Packages 2025/2026 from $324

Rosemont flight + hotel vacation packages

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

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

$324

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.

The Westin Michigan Avenue Chicago

Downtown Chicago

$462

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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 gym, bar/lounge, and coffee shop.

The French Country Inn Lake Geneva

Save 100% on your flight

$475

per person

Nov 22 - Nov 28

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Chicago (ORD)

A private beach and a restaurant are featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, luggage storage, and concierge services are also on offer.

Waldorf Astoria Chicago

Downtown Chicago

Save 100% on your flight

$772

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

$610

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

Top Rosemont hotels deals

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave, Rosemont, IL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$164 total

Oct 30 - Oct 31

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

Holiday Inn Chicago O'Hare – Rosemont by IHG

6600 Mannheim Road, building 2, Rosemont, IL

Free Cancellation

$125 nightly

$142 total

Oct 26 - Oct 27

Total with taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and a grocery/convenience store are also offered.

Pool

Free airport shuttle

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

5440 N River Rd, Rosemont, IL

Free Cancellation

$127 nightly

$145 total

Nov 1 - Nov 2

Total with taxes and fees

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.

Pool

Free airport shuttle

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$170 total

Nov 2 - Nov 3

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.

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$136 total

Nov 16 - Nov 17

Total with taxes and fees

A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Freehand Chicago

19 East Ohio Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$106 total

Nov 10 - Nov 11

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also offered.

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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(2,128 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 $324. 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.