West Pullman Vacation Packages

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Top Holiday Package Deals in West Pullman

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Chicago - Alsip

Red Roof Inn Chicago - Alsip

2.5 out of 5
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (MDW)
6/10 (554 reviews)
I didn’t have any amenities in my room for the entire stay. The staff kept promising they will provide but never did

Reviewed on Apr. 10, 2025

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (MDW)
8.2/10 Very Good! (1,007 reviews)
Check in was very easy and staff was so nice. I will definitely visit this location again.

Reviewed on Jul. 4, 2025

Days Inn by Wyndham Calumet Park

Days Inn by Wyndham Calumet Park

2 out of 5
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (MDW)
5.4/10 (804 reviews)
Pot was close to where I was going, had plenty of parking and not much yraffic

Reviewed on Jun. 21, 2025

Super 8 by Wyndham Monee

Super 8 by Wyndham Monee

2 out of 5
per person
Aug 22 - Aug 25
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (MDW)
7/10 Good! (642 reviews)
Staff was very accommodating and kind, the rooms were nice and carpeting was nice as well in the hallway. The room had lighting fixtures that worked and the phone in the room worked to contact the front desk. The bathroom was nice as well, no water flow issues, the beds were comfortable. It was hot outside and the air conditioner worked fabulously. Thank you Super 8 -Monee, Illinois. I will revisit this one!

Reviewed on Jun. 28, 2025

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
per person
Aug 11 - Aug 15
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (MDW)
9.2/10 Wonderful! (35 reviews)
Loved the hotel and overall atmosphere at the property. The food selection was great also. I will definitely be planning another trip!

Reviewed on Jul. 12, 2025

Where to stay in West Pullman

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

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

West 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 $202 per night from Aug 5 to Aug 6
CA $202
CA $238 total
Aug 5 - Aug 6
includes taxes & fees
7.8/10 Good! (8,928 reviews)
"Good location.good staff."

Reviewed on Jul. 9, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is CA $306 per night from Jul 24 to Jul 25
CA $306
CA $403 total
Jul 24 - Jul 25
includes taxes & fees
9/10 Wonderful! (2,011 reviews)
"The bed was a bit soft. And the pillows could use and update"

Reviewed on Jul. 10, 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is CA $206 per night from Aug 10 to Aug 11
CA $206
CA $242 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (2,425 reviews)
"Great location and rooms are spacious and clean."

Reviewed on Jul. 11, 2025

Hilton Chicago/Magnificent Mile Suites
See all 3,917 properties in West 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

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a West Pullman vacation package cost?
Maybe less than you imagined --- from only CA $460, in fact! By combining flights, hotels and car rentals into your own tailor-made vacation package, your trip to West Pullman is just a few clicks away.
How do I get a cheap travel package to West Pullman?
Booking a West Pullman vacation package with Expedia is one of the easiest ways to save. We offer more than 550 air carriers and 1,000,000 hotel options around the globe. With such an amazing range to choose from, you'll have no worries creating your perfect trip.
Where should I stay in West Pullman?
With popular attractions such as Harborside International Golf Center and Roseland Community Hospital in this neighborhood, try to find a hotel near them. A. Philip Randolph Pullman Porter Museum is another West Pullman hot spot that pulls the crowds.
How far in advance should I book my West Pullman vacation?
Search Expedia to compare airfares as soon as possible. You can normally purchase a seat up to a year before departure. If you can't find your preferred air carrier, or you've left things to the last moment, don't worry. The lowest prices to West Pullman sometimes emerge just weeks before departure.
What does an Expedia West Pullman travel package include?
Travel packages include rental cars, hotels and flights, but you can mix and match them to create your perfect West Pullman getaway. You can also add on some experiences and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking a West Pullman travel package?
You'll score excellent savings when you bundle your flights, hotels and rental cars into a travel package. Not only that, booking everything together makes trip planning easier. So why waste money or time? Whether you're putting together a luxury romantic escape or a low-cost family road trip, explore our package deals today.
Can I choose my airline with a West Pullman Expedia vacation package?
Yes --- that's one of the best things about an Expedia package. You get to decide. We have access to more than 550 airline partners globally, so you have lots of choice when planning your West Pullman getaway.
If I'm not able to travel, can I cancel my West Pullman vacation package?
Yes, you can cancel your West Pullman booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in West Pullman

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field
Navy Pier

Navy Pier

4.5/5(459 reviews)

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

Navy Pier
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 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.

Michigan Avenue

Things to do

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $61
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
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.