
Historic Route 66 Mountain Vacations
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Top Mountain vacation packages in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ¥211,851, price is now ¥168,581 per person
¥168,581
per person
Nov 1 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
The WIt was everything. The Roof at the Wit, was amazing, be sure to make reservations. I love this hotel and Chicago it was safe and close to everything!!
Reviewed on Sep 26, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥313,513, price is now ¥224,654 per person
¥224,654
per person
Nov 1 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Perfect location, beautiful view, nice staffs, excellently maintained room and facility!
Reviewed on Sep 28, 2025

The Emily Hotel
Downtown Chicago
Price was ¥230,676, price is now ¥179,926 per person
¥179,926
per person
Nov 1 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
Beautiful hotel in great walkable area. There were major renovations going on while we were there so our actual floor was a bit messy/busy, although the common areas remained lovely. Would stay again for the good location. All staff very nice.
Reviewed on Sep 29, 2025

Level Chicago - River North
Downtown Chicago
Price was ¥218,872, price is now ¥174,100 per person
¥174,100
per person
Nov 1 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
Close to any and everything u wanna do highly suggested place to stay
Reviewed on Sep 19, 2025

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View all trips5* Mountain vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥313,513, price is now ¥224,654 per person
¥224,654
per person
Nov 1 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Perfect location, beautiful view, nice staffs, excellently maintained room and facility!
Reviewed on Sep 28, 2025

Four Seasons Hotel St Louis
Downtown St. Louis
Price was ¥862,455, price is now ¥781,328 per person
¥781,328
per person
Nov 16 - Nov 21
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to St. Louis (STL)
9.4/10 Exceptional! (1,000 reviews)
Great help and classy property
Reviewed on Sep 22, 2025

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View all trips3 Night Mountain vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

Level Chicago - River North
Downtown Chicago
Price was ¥218,872, price is now ¥174,100 per person
¥174,100
per person
Nov 1 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
Close to any and everything u wanna do highly suggested place to stay
Reviewed on Sep 19, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥313,513, price is now ¥224,654 per person
¥224,654
per person
Nov 1 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Perfect location, beautiful view, nice staffs, excellently maintained room and facility!
Reviewed on Sep 28, 2025

The Emily Hotel
Downtown Chicago
Price was ¥230,676, price is now ¥179,926 per person
¥179,926
per person
Nov 1 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Komatsu (KMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
Beautiful hotel in great walkable area. There were major renovations going on while we were there so our actual floor was a bit messy/busy, although the common areas remained lovely. Would stay again for the good location. All staff very nice.
Reviewed on Sep 29, 2025
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See all available trips from Komatsu to Historic Route 66
View all trips4 Night Mountain vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥321,722, price is now ¥261,166 per person
¥261,166
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
I had an overall great experience and plan on returning.
Reviewed on Sep 29, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥497,763, price is now ¥379,929 per person
¥379,929
per person
Nov 1 - Nov 5
found 21 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Perfect location, beautiful view, nice staffs, excellently maintained room and facility!
Reviewed on Sep 28, 2025

The Emily Hotel
Downtown Chicago
Price was ¥356,734, price is now ¥288,542 per person
¥288,542
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
Beautiful hotel in great walkable area. There were major renovations going on while we were there so our actual floor was a bit messy/busy, although the common areas remained lovely. Would stay again for the good location. All staff very nice.
Reviewed on Sep 29, 2025
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.