West Pullman Holidays

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Price found within the past 48 hours. Click for updated prices.
  • Lobby lounge
    Aug 14 - Aug 16

    Le Méridien Essex Chicago + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    9.0/10 - Wonderful (1,003 reviews)
    "Would definitely stay here again! Clean, friendly staff, great location."
    Reviewed May 23, 2026
    Return • New York (LGA) - Chicago (ORD)
    LGA - ORD • Direct ORD - JFK • Direct
    NZ$999
    NZ$787
    per traveller
    found 1 day ago
    Le Méridien Essex Chicago
  • Lobby
    Aug 14 - Aug 16

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    8.2/10 - Very good (2,717 reviews)
    "Too small room no refrigerator no microwave over prized vallet parking when they park in open public parking space which cost less."
    Reviewed May 23, 2026
    Return • New York (LGA) - Chicago (ORD)
    LGA - ORD • Direct ORD - JFK • Direct
    NZ$1,164
    NZ$878
    per traveller
    found 1 day ago
    Hotel Felix River North/Magnificent Mile
  • Executive lounge
    Aug 14 - Aug 16

    Fairmont Chicago at Millennium Park + Flight

    Downtown Chicago
    2 nights
    4.5 star property
    8.8/10 - Excellent (2,165 reviews)
    "Amazing staff. Clean rooms!"
    Reviewed May 21, 2026
    Return • New York (LGA) - Chicago (ORD)
    LGA - ORD • Direct ORD - JFK • Direct
    NZ$1,127
    NZ$859
    per traveller
    found 1 day ago
    Fairmont Chicago at Millennium Park
  • 55-inch LCD TV with cable channels, TV, pay films
    Aug 14 - Aug 16

    L7 Chicago by LOTTE + Flight

    Downtown Chicago
    2 nights
    4.5 star property
    9.6/10 - Exceptional (4,079 reviews)
    "The property has a very convenient location. The room is spacious. They offer free but good coffee and popcorn at the lobby every day. And the cold water from the tab is filtered. Definitely will come back."
    Reviewed May 22, 2026
    Return • New York (LGA) - Chicago (ORD)
    LGA - ORD • Direct ORD - JFK • Direct
    NZ$1,106
    NZ$885
    per traveller
    found 1 day ago
    L7 Chicago by LOTTE
  • Indoor wedding
    Aug 14 - Aug 16

    Swissotel - Chicago + Flight

    Downtown Chicago
    2 nights
    4.5 star property
    9.0/10 - Wonderful (3,337 reviews)
    "Great location!"
    Reviewed May 23, 2026
    Return • New York (LGA) - Chicago (ORD)
    LGA - ORD • Direct ORD - JFK • Direct
    NZ$1,201
    NZ$964
    per traveller
    found 1 day ago
    Swissotel - Chicago

Our guide on 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

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

Our pick of the best 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 NZ$271 per night from 25 May to 26 May
NZ$271
25 May - 26 May
includes taxes & fees
8/10 Very Good! (10,134 reviews)
"Great location. Walkable to all the downtown attractions. Historical hotel with updated rooms. Highly recommend."

Reviewed on 23 May 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 NZ$423 per night from 27 May to 28 May
NZ$423
27 May - 28 May
includes taxes & fees
9.4/10 Exceptional! (4,219 reviews)
"Great location. Very good breakfast for being included. Very responsive and attentive staff. Could have used more electrical plugs in the room. Would definitely stay here again."

Reviewed on 24 May 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 refundable
The price is NZ$262 per night from 27 May to 28 May
NZ$262
27 May - 28 May
includes taxes & fees
7.8/10 Good! (1,464 reviews)
"There're bed bugs. Be careful"

Reviewed on 24 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,058 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.

Frequently asked questions

How much does a West Pullman holiday package cost?
Maybe less than you imagined — from only , in fact! By combining flights, hotels and car rentals into your own tailor-made holiday 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 holiday 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 Centre and Roseland Community Hospital in this neighbourhood, 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 holiday?
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 holiday 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 holiday 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

Wrigley Field

4.5/5(21 reviews)

A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.

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

Naval Base Great Lakes

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(64 reviews)

One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.

Navy Pier

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

NZ$45
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

NZ$74
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

NZ$77
per adult
100% of travellers recommend
Chicago Sightseeing River and 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.