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.
Motel 6 Alsip, IL

Motel 6 Alsip, IL

2 out of 5
Price was CA $569, price is now CA $437 per person
CA $437
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (MDW)
6/10 (1,002 reviews)
Close to the expressway.

Reviewed on Aug. 11, 2025

Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
Price was CA $775, price is now CA $509 per person
CA $509
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (MDW)
8/10 Very Good! (1,006 reviews)
My stay was pretty good, staff were very friendly, and the hotel room was clean. I didn’t indulge in the complimentary breakfast, however, it smelled good every morning. Unfortunately, the walls are pretty thin and you can hear everything. Some guests smelled like weed even though marijuana is prohibited. Also a very few guests were playing loud music and walking up and down the hallway. My only advice would be to be careful since anybody can book a stay there.

Reviewed on Sep. 2, 2025

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Price was CA $915, price is now CA $625 per person
CA $625
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (MDW)
8.2/10 Very Good! (1,006 reviews)
The staff was VERY friendly.

Reviewed on Sep. 3, 2025

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Price was CA $1,269, price is now CA $938 per person
CA $938
per person
Oct 9 - Oct 15
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (MDW)
9.2/10 Wonderful! (97 reviews)
Customer service is on point, rooms are beautiful, clean and comfortable!

Reviewed on Sep. 5, 2025

VIBE INN - WHIRLPOOL SUITES

VIBE INN - WHIRLPOOL SUITES

2.5 out of 5
Price was CA $729, price is now CA $665 per person
CA $665
per person
Nov 21 - Nov 25
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (MDW)
7.8/10 Good! (190 reviews)
Nice place for a quick stay

Reviewed on Aug. 30, 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 $204 per night from Sep 22 to Sep 23
CA $204
CA $239 total
Sep 22 - Sep 23
includes taxes & fees
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Sep 14 to Sep 15
CA $245
CA $288 total
Sep 14 - Sep 15
includes taxes & fees
Embassy Suites by Hilton Chicago Downtown River North
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Sep 22 to Sep 23
CA $230
CA $270 total
Sep 22 - Sep 23
includes taxes & fees
The Wade
See all 3,976 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 $437, 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
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
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

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
96% 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.