Far North Side Adventure Vacations

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Top Adventure vacation packages in Far North Side

Price found within the past 48 hours. Click for updated prices.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago
¥307,398
per person
Nov 18 - Nov 22
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (3,269 reviews)
The Emily Hotel

The Emily Hotel

Downtown Chicago
¥369,470
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
Comfortable room with a great view and luxuriously soft bed!

Reviewed on Sep 13, 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
¥379,204
per person
Nov 18 - Nov 22
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
¥344,149
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (2,681 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
¥352,633
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
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5* Adventure vacations in Far North Side

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

Trump International Hotel & Tower Chicago

Downtown Chicago
¥317,118
per person
Nov 18 - Nov 22
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
One of the best hotels in the city, I would do it over again in the blink of an eye

Reviewed on Sep 14, 2026

The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
¥425,000
per person
Nov 18 - Nov 22
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

Downtown Chicago
¥350,164
per person
Nov 18 - Nov 22
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,001 reviews)
Excellent staff.

Reviewed on Sep 8, 2026

Don't see what you're looking for?
See all available trips from Tokyo to Far North Side
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3 Night Adventure vacations in Far North Side

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

Hotel Riu Plaza Chicago

Downtown Chicago
¥337,168
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
The Emily Hotel

The Emily Hotel

Downtown Chicago
¥369,470
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
Comfortable room with a great view and luxuriously soft bed!

Reviewed on Sep 13, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥388,594
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
One of the best hotels in the city, I would do it over again in the blink of an eye

Reviewed on Sep 14, 2026

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

4 Night Adventure vacations in Far North Side

Price found within the past 48 hours. Click for updated prices.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago
¥307,398
per person
Nov 18 - Nov 22
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (3,269 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥366,611
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
One of the best hotels in the city, I would do it over again in the blink of an eye

Reviewed on Sep 14, 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
¥379,204
per person
Nov 18 - Nov 22
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Don't see what you're looking for?
See all available trips from Tokyo to Far North Side
View all trips

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
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

¥3,886
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Far North Side
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.