A large, red brick industrial building with a clock tower and arched windows.

Pullman Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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The Latest Pullman Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern living room with a grey sofa, a round coffee table with a plant, and a TV mounted on the wall.
    Jan 7 - Jan 11

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (602 reviews)
    "If you are looking to stay in a condo type setting, this may be your spot. I checked in which you need to go through a process that takes 15 minutes, (do it before) and they automatically add a $25 per night fee for their gym and roof top. This was NOT published on Hotels.com or any other site. A total rip off as this is not a spa. There was no housekeeping. Checking in took 15 minutes in which there was little to no Wifi, so I had to go do this outside (crazy?). Do the check-in before..."
    Reviewed November 4, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $1,044
    CA $760
    per traveller
    found 19 hours ago
    Level Chicago Fulton Market
  • A cityscape with modern high-rise buildings, a river, and a bridge.
    Dec 19 - Dec 23

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,874 reviews)
    Roundtrip • Hamilton (YHM) - Chicago (ORD)
    YHM - ORD • 1 stop ORD - YHM • 1 stop
    CA $2,730
    CA $1,208
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
    Dec 27 - Jan 2

    Park Hyatt Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.6/10 - Exceptional (1,001 reviews)
    "Given the price point and other reviews, we came here expecting a luxury stay similar to the Waldorf Astoria, Four Seasons, and Peninsula, which are some of our favorite properties to stay at. However, everything from the service and cleanliness to the ambiance of the entrance and lobby and the amenities (other than the gym, which was excellent) is best described as an upgraded version of an average Hilton, Hyatt, or Marriott. For example, there was a hair in the bed. When we reported it, the..."
    Reviewed November 4, 2026
    Roundtrip • Montreal (YMQ) - Chicago (ORD)
    YUL - ORD • Nonstop ORD - YUL • Nonstop
    CA $3,734
    CA $2,635
    per traveller
    found 19 hours ago
    Park Hyatt Chicago
  • A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.
    Dec 27 - Jan 2

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.6/10 - Exceptional (2,076 reviews)
    Roundtrip • Montreal (YMQ) - Chicago (ORD)
    YUL - ORD • Nonstop ORD - YUL • Nonstop
    CA $3,786
    CA $2,704
    per traveller
    found 19 hours ago
    Trump International Hotel & Tower Chicago
  • A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
    Dec 27 - Jan 2

    The Peninsula Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.8/10 - Exceptional (1,007 reviews)
    Roundtrip • Montreal (YMQ) - Chicago (ORD)
    YUL - ORD • Nonstop ORD - YUL • Nonstop
    CA $4,492
    CA $3,392
    per traveller
    found 19 hours ago
    The Peninsula Chicago

Where to stay in Pullman

Find the best Pullman areas and neighborhoods for the activities you enjoy most.
A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
A large, historic building with a central tower and multiple windows, located near a body of water.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Discover the most popular places to visit in Pullman

Pullman Historic District

Find out about the history of Chicago when you take a trip to Pullman Historic District. Take in the museums while you're in the area.
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What to do near Pullman

Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

CA $154
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
See all activities near Pullman

Pullman Hotel Deals

A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 18.6 km from Pullman
8.6 out of 10, Excellent, (3,520 reviews)
"Enjoyed my stay will book again!"
The price is CA $151
CA $221 total
includes taxes & fees
Nov 27 - Nov 28
Hilton Chicago
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.
See all properties in Pullman

Frequently Asked Questions

How much does a Pullman vacation package cost?

From just CA $760. Yes, you read that right. Our Pullman packages are the easiest way to make your budget go further. Bundle your preferred hotels, flights and car rentals and explore this vibrant destination.

How do I get a cheap travel package to Pullman?

Browse and lock in everything all in one place with our Pullman vacation packages. You'll discover bargains on hotels, flights and more that'll keep your bank account happy and your spirit of adventure alive. And, with more than 550 air carriers and 1,000,000 properties globally to choose from, you'll have the flexibility to mix and match as you like.

Where should I stay in Pullman?

With fascinating attractions like Harborside International Golf Center and Abbott Park in this area, try to find a hotel near either one. Bronzeville Childrens Museum is another Pullman sight that pulls the crowds.

How far in advance should I book my Pullman vacation?

Search Expedia to compare international fares as soon as you've got your travel dates. You can normally purchase a ticket up to 12 months in advance. If you can't see your preferred air carrier, or you've left things to the last moment, don't despair. Low prices to Pullman occasionally appear just weeks before departure.

What does an Expedia Pullman travel package include?

Flights, hotels and rental cars, or any combination of them — it's your choice. Whether you're venturing to Pullman with the family or traveling by yourself, there's a package to suit your budget and style. Once you've made your booking, why not add on one or two tours as well?

What should I know before booking a Pullman travel package?

Design deals to suit your budget with an Expedia package. Airfares, hotels, rental cars — we've got them all. You'll save precious dollars just by bundling your bookings. Whether you're taking off on a winter snow adventure or relaxing on a sunny beach, your ideal vacation is just clicks away.

Can I choose my airline with a Pullman Expedia vacation package?

Yes, definitely. Expedia has over 550 airline partners to select from around the globe. With so much choice, finding the perfect carrier to fly you to Pullman will be a breeze.

If I'm not able to travel, can I cancel my Pullman vacation package?

If your travel plans in Pullman have changed, it's comforting to know that it is possible to cancel or amend your booking. If you made your booking within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge a fee. To find out more, check our Customer Service Portal.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.