North Pullman Luxury Vacations

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Top Luxury vacation packages in North Pullman

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
￥346,933
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
Location and facility was very nice

Reviewed on Sep 7, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
￥420,450
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
...

Reviewed on Sep 7, 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
￥361,875
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Chicago (ORD)
9.4/10 Exceptional! (1,010 reviews)
Pendry Chicago

Pendry Chicago

Downtown Chicago
￥396,404
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Chicago (ORD)
9.2/10 Wonderful! (1,162 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
￥354,610
per person
Nov 14 - Nov 20
found 24 hours ago
Roundtrip flight included
Osaka (OSA) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
The pool & jacuzzi was perfect, this hotel is beautiful

Reviewed on Sep 7, 2026

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5* Luxury vacations in North Pullman

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
￥420,450
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
...

Reviewed on Sep 7, 2026

Park Hyatt Chicago

Park Hyatt Chicago

Downtown Chicago
￥450,491
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
The BEST SHOWER!!! Seriously, the shower alone was worth the stay. Staff amazing.

Reviewed on Sep 5, 2026

The Langham, Chicago

The Langham, Chicago

Downtown Chicago
￥498,342
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Chicago (ORD)
9.8/10 Exceptional! (1,018 reviews)
A perfectly appointed room looking out over the river.

Reviewed on Sep 7, 2026

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3 Night Luxury vacations in North Pullman

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago
￥356,576
per person
Nov 29 - Dec 2
found 13 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
8.6/10 Excellent! (1,012 reviews)
Everything was fine besides the bed which contained hair

Reviewed on Sep 7, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
￥384,790
per person
Nov 29 - Dec 2
found 13 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
￥491,813
per person
Nov 29 - Dec 2
found 23 hours ago
Roundtrip flight included
Kitakyushu (KKJ) to Chicago (ORD)
9.8/10 Exceptional! (1,013 reviews)
I liked everything about this

Reviewed on Sep 6, 2026

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4 Night Luxury vacations in North Pullman

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
￥395,514
per person
Nov 28 - Dec 2
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
￥427,767
per person
Nov 29 - Dec 3
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
...

Reviewed on Sep 7, 2026

The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
￥496,326
per person
Nov 29 - Dec 3
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,013 reviews)
I liked everything about this

Reviewed on Sep 6, 2026

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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

￥4,272
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

￥7,453
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

￥6,484
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in North Pullman
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.