
Pullman Vacations from ¥200,594
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- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
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The Latest Pullman Vacation Packages
Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ¥256,630, price is now ¥200,594 per person
¥200,594
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Amazing room view great service just no microwave that’s all they need
Reviewed on Dec 27, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥385,898, price is now ¥274,520 per person
¥274,520
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Absolutely loved the hotel.Grand Dulxe Suite was huge with amazing views.All staff top notch.
Reviewed on Dec 27, 2025

The Peninsula Chicago
Downtown Chicago
Price was ¥399,685, price is now ¥297,235 per person
¥297,235
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Beautifully decorated for Christmas. Spotless as always.
Reviewed on Dec 27, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ¥285,935, price is now ¥221,613 per person
¥221,613
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.
Reviewed on Dec 18, 2025

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥260,674, price is now ¥203,887 per person
¥203,887
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Best hotel breakfast I’ve had.
Room was very clean and had no issues whatsoever.
Staff was friendly and helpful!
Reviewed on Dec 28, 2025
Where to stay in Pullman
Find the best Pullman areas and neighborhoods for the activities you enjoy most. Learn more about Pullman

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.
Pullman Hotel Deals

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥13,994 per night from Jan 5 to Jan 6
¥13,994
¥16,426 total
Jan 5 - Jan 6, 2026
includes taxes & fees
8.8/10 Excellent! (3,592 reviews)
Easy check in and check out, staff were very friendly, room was great, bed was very comfortable. The hotel was also very clean. We loved the location. It was so close to Michigan Avenue, but it was quiet.
Reviewed on Dec 28, 2025

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥20,542 per night from Jan 3 to Jan 4
¥20,542
¥28,030 total
Jan 3 - Jan 4, 2026
includes taxes & fees
8.4/10 Very Good! (2,182 reviews)
Excellent stay, we loved it
Reviewed on Dec 27, 2025

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥19,130 per night from Jan 3 to Jan 4
¥19,130
¥27,051 total
Jan 3 - Jan 4, 2026
includes taxes & fees
8.4/10 Very Good! (2,424 reviews)
Overall very clean and very friendly staff
Reviewed on Dec 28, 2025
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
Things to do

Chicago: Griffin Museum of Science and Industry Ticket
¥4,043
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.





