
Roscoe Village Vacations from ¥332,300
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The Latest Roscoe Village Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
Price was ¥399,876, price is now ¥332,300 per person
¥332,300
per person
Jun 15 - Jun 19
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
Patrick was excellent at check in despite how busy it was. I felt the staff handled the crush of people efficiently and pleasantly. I was pleasantly surprised I received $15 per day towards the bar or snack room. The snack room selections included hot and cold items.
My room was a bit hot for my taste and they took care of it immediately.
Reviewed on May 3, 2026

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ¥445,300, price is now ¥365,962 per person
¥365,962
per person
Jun 15 - Jun 19
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,144 reviews)
Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!
Reviewed on May 5, 2026

Swissotel - Chicago
Downtown Chicago
Price was ¥406,322, price is now ¥337,637 per person
¥337,637
per person
Jun 15 - Jun 19
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Having stayed in the lovely Swissotel Bosphorus/Istanbul, I was hesitant to compare Swissotel experience & hope Chicago would be as good. No. Not even close.
The elevated Swissotel brand is not represented here well in this building at all. The valet is $87! Self park is $70 and the self park area doesn’t even have an elevator up to the lobby, you have to walk through a dark, confusing, and claustrophobic garage to stairs then to elevator. Staff were tactful & kind, it’s just the building is old, needs renovation, & the room air is stuffy. A positive bright light was the stunning view from the gym and the lobby ambience & smell.
Reviewed on May 6, 2026


Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥399,074, price is now ¥332,308 per person
¥332,308
per person
Jun 15 - Jun 19
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,070 reviews)
Beautiful hotel, very impressed with the cleanliness, space in the room and the breakfast. So pleased we chose this hotel as the location was excellent 👌
Reviewed on May 7, 2026
Where to stay in Roscoe Village
Find the best Roscoe Village areas and neighborhoods for the activities you enjoy most. Learn more about Roscoe Village

Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Roscoe Village Hotel Deals

Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥13,551 per night from May 20 to May 21
¥13,551
¥20,901 total
May 20 - May 21
includes taxes & fees
8.2/10 Very Good! (2,694 reviews)
If you’re up for walking, this hotel is a great place to stay close enough to most things.
Reviewed on May 8, 2026

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥20,955 per night from May 10 to May 11
¥20,955
¥24,916 total
May 10 - May 11
includes taxes & fees
8/10 Very Good! (10,188 reviews)
Room was clean, coffee maker didn’t work but was replaced quickly. Staff all very helpful, especially Steve the doorman/security. Very helpful getting us a cab!
Reviewed on May 8, 2026

River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥22,507 per night from May 25 to May 26
¥22,507
¥26,758 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (5,185 reviews)
Get the breakfast, you go next door with coupons and it’s excellent! So convenient. We also went there for drinks and appetizers before going to the Chicago theater.
Reviewed on May 8, 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



