Northwest Chicago Mountain Vacations

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Top Mountain vacation packages in Northwest Chicago

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

Hotel Riu Plaza Chicago

Downtown Chicago
¥331,082
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
They charge a facilities fee which is about 20 bucks a night for the amenities. I generally don't have a problem with that as it includes breakfast. BUT, I was annoyed that in the hotel gym (which isn't bad), the bikes had some problems. It's a slight nitpick, admittedly, but that's what it is. The hotel is very close to transit and the LOOP which is the main area of Chicago. Staff were amazing and helpful, the breakfast was very filling. The gym has weights that go up to 20KG, which is pretty nice and they do have those gymbro slogans on the walls which is kind of fun.

Reviewed on Aug 22, 2026

Pendry Chicago

Pendry Chicago

Downtown Chicago
¥415,080
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,145 reviews)
Very crowded with tourist bus guests

Reviewed on Aug 21, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥393,171
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
It’s amazing view from the window! All my family love it! Clean and cozy !

Reviewed on Aug 21, 2026

The Langham, Chicago

The Langham, Chicago

Downtown Chicago
¥562,640
per person
Nov 4 - Nov 11
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Hotel Lincoln

Hotel Lincoln

Lincoln Park
¥337,076
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7.8/10 Good! (1,153 reviews)
I liked the complimentary drink at the bar each day I stayed. There were no unpleasant surprises.

Reviewed on Aug 17, 2026

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5* Mountain vacations in Northwest Chicago

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

Trump International Hotel & Tower Chicago

Downtown Chicago
¥393,171
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
It’s amazing view from the window! All my family love it! Clean and cozy !

Reviewed on Aug 21, 2026

The Langham, Chicago

The Langham, Chicago

Downtown Chicago
¥562,640
per person
Nov 4 - Nov 11
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Nobu Hotel Chicago

Nobu Hotel Chicago

Downtown Chicago
¥581,086
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (897 reviews)
The AC in the room did not work and made our stay miserable . When asked for a refund the hotel disregarded the request and advised they can help us next time. Our stay was not pleasant at all as we sweat all night and our room was very humid .

Reviewed on Aug 21, 2026

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3 Night Mountain vacations in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
¥273,144
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Amazing stay! Perfect location. Staff were incredibly helpful and friendly. Will definitely stay again next time I’m in Chicago!

Reviewed on Aug 22, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥299,384
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
They charge a facilities fee which is about 20 bucks a night for the amenities. I generally don't have a problem with that as it includes breakfast. BUT, I was annoyed that in the hotel gym (which isn't bad), the bikes had some problems. It's a slight nitpick, admittedly, but that's what it is. The hotel is very close to transit and the LOOP which is the main area of Chicago. Staff were amazing and helpful, the breakfast was very filling. The gym has weights that go up to 20KG, which is pretty nice and they do have those gymbro slogans on the walls which is kind of fun.

Reviewed on Aug 22, 2026

Pendry Chicago

Pendry Chicago

Downtown Chicago
¥303,883
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,145 reviews)
Very crowded with tourist bus guests

Reviewed on Aug 21, 2026

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4 Night Mountain vacations in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
¥340,236
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Amazing stay! Perfect location. Staff were incredibly helpful and friendly. Will definitely stay again next time I’m in Chicago!

Reviewed on Aug 22, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥393,171
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
It’s amazing view from the window! All my family love it! Clean and cozy !

Reviewed on Aug 21, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥369,916
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
They charge a facilities fee which is about 20 bucks a night for the amenities. I generally don't have a problem with that as it includes breakfast. BUT, I was annoyed that in the hotel gym (which isn't bad), the bikes had some problems. It's a slight nitpick, admittedly, but that's what it is. The hotel is very close to transit and the LOOP which is the main area of Chicago. Staff were amazing and helpful, the breakfast was very filling. The gym has weights that go up to 20KG, which is pretty nice and they do have those gymbro slogans on the walls which is kind of fun.

Reviewed on Aug 22, 2026

Don't see what you're looking for?
See all available trips from Hiroshima to Northwest Chicago
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥4,309
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

¥3,920
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

¥7,518
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Northwest Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.