West Pullman Vacations from ￥333,590
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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The Latest West Pullman Vacation Packages
- Hotel Riu Plaza Chicago
Sep 23 - Sep 27Hotel Riu Plaza Chicago + Flight
Downtown Chicago4 nights4.0 star property9.4/10 - Exceptional (4,942 reviews)Roundtrip • Tokyo (TYO) - Chicago (ORD)NRT - ORD • 1 stop ORD - NRT • 1 stop￥448,769￥333,590found 1 day agoper traveler - Four Seasons Hotel Chicago
Oct 9 - Oct 15Four Seasons Hotel Chicago + Flight
Downtown Chicago6 nights5.0 star property9.4/10 - Exceptional (1,006 reviews)Roundtrip • Tokyo (TYO) - Chicago (ORD)HND - ORD • 1 stop ORD - NRT • 1 stop - Silversmith Hotel Chicago Downtown
Oct 9 - Oct 15Silversmith Hotel Chicago Downtown + Flight
Downtown Chicago6 nights4.0 star property9.4/10 - Exceptional (2,316 reviews)"I cannot prise Beverly at the front desk enough, she is so helpful and knowledgeable. Rooms good size. Great base to explore the city. Breakfasts were lovely and staff attentive."Reviewed August 6, 2026Roundtrip • Tokyo (TYO) - Chicago (ORD)HND - ORD • 1 stop ORD - NRT • 1 stop￥675,741￥487,981found 6 hours agoper traveler - Sable at Navy Pier Chicago, Curio Collection by Hilton
Oct 9 - Oct 15Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago6 nights4.0 star property9.4/10 - Exceptional (2,643 reviews)"Great rescpatio "Reviewed August 5, 2026Roundtrip • Tokyo (TYO) - Chicago (ORD)HND - ORD • 1 stop ORD - NRT • 1 stop￥600,199￥433,374found 6 hours agoper traveler - Eurostars Magnificent Mile
Oct 9 - Oct 15Eurostars Magnificent Mile + Flight
Downtown Chicago6 nights4.0 star property9.0/10 - Wonderful (3,793 reviews)"they held my luggage even after i checked out and everyone was very polite and made sure to listen to what you needed help with as well as opening doors for you and greeting you consistently, they kept the room clean and the bed was extremely comfortable"Reviewed August 6, 2026Roundtrip • Tokyo (TYO) - Chicago (ORD)HND - ORD • 1 stop ORD - NRT • 1 stop￥584,667￥435,311found 6 hours agoper traveler
West Pullman Hotel Deals
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton"Great rescpatio "
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop"The king corner suite that I booked was probably the most beautiful view I’ve had in a long time. The room was large and clean. Staff were all very nice as well!!"
"This spot is cheap and convenient to downtown, right next to a grocery and a CVS. Nice bar and coffee in the lobby. But in general the finishes were really rough around the edges, in need of a coat of paint. The phone was damaged, the window was cracked, the ceiling and curtain was water stained. Apparently it's from the AC condensation but not enough has been done about it. My second night i actually found water dripping on the bed. Thankfully the staff were able to move me to a better room,...
Best Western Grant Park Hotel
Best Western Grant Park Hotel"The location is amazing"
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelFrequently Asked Questions
How much does a West Pullman vacation package cost?
Maybe less than you imagined — from only ￥333,590, 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.