Far Southeast Side Luxury Vacations

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Top Luxury vacation packages in Far Southeast Side

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Downtown Chicago
¥230,988
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (2,274 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥266,662
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (5,404 reviews)
A relatively new, modern hotel with very spacious rooms and an excellent location; it also features a pleasant rooftop area for a drink, offering a nice view.

Reviewed on Oct 18, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
¥251,392
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
Close to every things, great location

Reviewed on Oct 16, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
¥234,910
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (3,105 reviews)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Downtown Chicago
¥249,120
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,934 reviews)
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4 Night Luxury vacations in Far Southeast Side

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Downtown Chicago
¥230,988
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (2,274 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥266,662
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (5,404 reviews)
A relatively new, modern hotel with very spacious rooms and an excellent location; it also features a pleasant rooftop area for a drink, offering a nice view.

Reviewed on Oct 18, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
¥251,392
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
Close to every things, great location

Reviewed on Oct 16, 2026

Don't see what you're looking for?
See all available trips from Tokyo to Far Southeast Side
View all trips

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥3,812
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

¥6,275
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

¥6,642
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in Far Southeast Side
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.