Pullman Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Indoor wedding
    Aug 6 - Aug 9

    Swissotel - Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.0/10 - Wonderful (3,336 reviews)
    "Great location and very convenient to river walk and vicinity."
    Reviewed May 22, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $1,109
    CA $792
    per traveller
    found 1 day ago
    Swissotel - Chicago
  • Lounge
    Jul 28 - Jul 31

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,126 reviews)
    "Great staff and perfect place to be in the middle of everything!"
    Reviewed April 27, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,707
    CA $1,146
    per traveller
    found 1 day ago
    Pendry Chicago
  • View from property
    Jun 27 - Jul 1

    The Talbott, Autograph Collection + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (116 reviews)
    "We thoroughly enjoyed our stay. The location was excellent, conveniently close to everything we needed. The room was spacious and spotless. The breakfast was fantastic, offering a wide variety of options to choose from. "
    Reviewed May 17, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YKF • Nonstop
    CA $1,574
    CA $1,063
    per traveller
    found 23 hours ago
    The Talbott, Autograph Collection
  • Terrace/patio
    Jul 28 - Jul 31

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,505 reviews)
    "I’m not sure if the hotel had a lack of staff but I called for towels and never received any, the next day they brought towels shortly after I called again."
    Reviewed May 21, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,502
    CA $1,042
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Exterior
    Aug 11 - Aug 14

    Chicago Marriott Downtown Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,001 reviews)
    "Great stay with all nice places near by . Our bedroom window view was not good because of the crack/plastic wrap damaged creating obstruction in the view outside from the glass window. It should have been clear as you stay there for nice views from your room ."
    Reviewed May 17, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,228
    CA $876
    per traveller
    found 1 day ago
    Chicago Marriott Downtown Magnificent Mile

Where to stay in Pullman

Find the best Pullman areas and neighborhoods for the activities you enjoy most. Learn more about Pullman
Downtown Chicago

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Pullman Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from May 26 to May 27
CA $184
CA $219 total
May 26 - May 27
includes taxes & fees
8/10 Very Good! (10,130 reviews)
"As one of my first solo trips, I was glad to feel very safe and comfortable during my stay. I had requested and paid extra for a lake front room. On the fourth floor I could barely see the lake, but did face the park. Good news and bad news because the street noise was very loud at times. I ate in ..."

Reviewed on May 22, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from May 27 to May 28
CA $220
CA $301 total
May 27 - May 28
includes taxes & fees
9.4/10 Exceptional! (4,211 reviews)
"I do a lot of traveling was very impressed by the staff money well spend"

Reviewed on May 23, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from May 25 to May 26
CA $167
CA $199 total
May 25 - May 26
includes taxes & fees
7.8/10 Good! (1,455 reviews)
"the rooftop was great, room was clean, overall good for the price"

Reviewed on May 22, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,257 properties in Pullman
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.
All Inclusive Vacations
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Frequently asked questions

How much does a Pullman vacation package cost?
From just . 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.

Discover the most popular places to visit in Pullman

Wrigley Field

Wrigley Field

4.5/5(159 reviews)

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

4.5/5(3 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.

Naval Base Great Lakes
Navy Pier

Navy Pier

4.5/5(460 reviews)

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

Navy Pier

Things to do

Chicago: Griffin Museum of Science and Industry Ticket

Chicago: Griffin Museum of Science and Industry Ticket

CA $35
per adult
98% of travellers recommend
Chicago: Griffin Museum of Science and Industry Ticket
Museum of Science and Industry: Ticket with Self-Guided Audio Tour

Museum of Science and Industry: Ticket with Self-Guided Audio Tour

CA $74
per adult
Museum of Science and Industry: Ticket with Self-Guided Audio Tour
Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

CA $109
per adult
100% of travellers recommend
Chicago's Chinatown Food and Walking Tour
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.