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
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (MDW)
8.2/10 Very Good! (1,011 reviews)
No tv remote in the room. Only one hand towel

Reviewed on Jul. 13, 2025

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (MDW)
8.2/10 Very Good! (1,007 reviews)
Plumbing system is awful. We switched rooms because of poor draining in the tub and then went to room 339 and the sink wouldn't drained and they never came to fix it after I reported it.

Reviewed on Jul. 13, 2025

Days Inn by Wyndham Calumet Park

Days Inn by Wyndham Calumet Park

2 out of 5
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (MDW)
5.4/10 (804 reviews)
There was no breakfast as advertised. Otherwise it was a place to sleep.

Reviewed on Jul. 12, 2025

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
per person
Oct 11 - Oct 14
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (MDW)
9.2/10 Wonderful! (35 reviews)
Had a great time❣️. Close to home & love the area! Spa was booked, so get appointments early. No, day pass to just use amenities (Boooo…they need to fix that)….The pool is not heated…boooo!!…Parking is a lil confusing, so drive carefully (they need to fix that)….Husbae enjoyed the slots$$$…room was cozy & great view…everything is new & nice!!!….Steak house was delicious!!! And the ENTIRE STAFF was kind, friendly, concerned, & just exemplary service (rare find these days)… 10 out of 10!!

Reviewed on Jul. 15, 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

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

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! (8,979 reviews)
"The hotel is an old property, but the bedrooms were nicely renovated. The location is the highlight... nice views, close to everything, walkable distance to downtown and the lake."

Reviewed on Jul. 15, 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 $341 per night from Aug 10 to Aug 11
CA $341
CA $444 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (2,045 reviews)
"Very close to popular places."

Reviewed on Jul. 16, 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
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Aug 10 to Aug 11
CA $199
CA $234 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (2,444 reviews)
"clean...close to attractions.."

Reviewed on Jul. 14, 2025

Hilton Chicago/Magnificent Mile Suites
See all 3,950 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

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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 $418, 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
96% 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 $62
per adult
94% 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.