Monticello Vacations from ￥276,745
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The Latest Monticello Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
Price was ￥349,284, price is now ￥276,745 per person
￥276,745
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Corner room with breath taking view. It was my second time in this hotel, it never disappoints.
Reviewed on Apr 27, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥378,107, price is now ￥280,032 per person
￥280,032
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,991 reviews)
Great hotel all around & extremely convenient to walkable things to do and places to eat.
Reviewed on May 1, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was ￥1,206,432, price is now ￥924,272 per person
￥924,272
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (466 reviews)
Nice and easy process
Reviewed on Apr 29, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ￥359,340, price is now ￥280,759 per person
￥280,759
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,137 reviews)
Great location, nice property, extremely slow breakfast at in house restaurant Toro. Didn’t appreciate paying an “urban experience fee” with associated taxes.
Reviewed on Apr 24, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was ￥364,579, price is now ￥287,762 per person
￥287,762
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great and helpful staff very clean, a place where you don’t feel out of place
Reviewed on Apr 25, 2026
Find the Best Monticello Vacation Packages
Monticello Hotel Deals
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Monticello WI
10/10 Exceptional! (157 reviews)
The host was super great an massaged me early with all the information I needed. They even offered dining recommendations. The house slept 10 and we had ample towels and toilet paper. The house is super cute! The only downside, the driveway is a little steep up to the house, so we were glad it didn't ...
Reviewed on Jan 27, 2026
Tru by Hilton Madison West, WI
8102 Watts Rd. Madison WI
Fully refundableReserve now, pay when you stay
The price is ￥11,942 per night from May 21 to May 22
￥11,942
￥13,793 total
May 21 - May 22
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Clean room, polite and helpful staff, fresh breakfast, ample parking, very affordable cost, modern and sheek.
Reviewed on Apr 28, 2026
Hampton Inn & Suites Madison-West
483 Commerce Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is ￥14,645 per night from Jun 1 to Jun 2
￥14,645
￥16,915 total
Jun 1 - Jun 2
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
We absolutely love this hotel and go back whenever we can! The free hot breakfast is our favorite around, the pool with water features makes it so much more fun! The staff is always great and the rooms are always clean. Can’t wait to go back!
Reviewed on Apr 27, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
