
Northwest Chicago Beach Vacations
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Top Beach vacation packages in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ¥301,372, price is now ¥265,748 per person
¥265,748
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
the only issue i had it was that they didn’t do room service in the room, no new towels , no toilet paper and stuff like that
Reviewed on Jun 12, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥342,584, price is now ¥282,126 per person
¥282,126
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,319 reviews)
Clean room, great breakfast and close to everything we needed
Reviewed on Jun 14, 2026

The Emily Hotel
Downtown Chicago
Price was ¥419,746, price is now ¥358,272 per person
¥358,272
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.2/10 Wonderful! (1,325 reviews)
Rooftop Movie theater looked fun during the daytime, but wasn’t committed enough to buy a ticket after sunset. Rooms were fine. Coffee shop was short-staffed the day I was there - to the point I gave up and moved on.
The staff I ran into in the hotel from housekeeping to front desk to bell staff were all universally pleasant and helpful.
Location was great - convenient to the show I was attending at the Cobra Lounge and to a pretty decent variety of decent looking food options. Don’t miss the Hubbard St viaducts on your morning walk.
Reviewed on Jun 8, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥399,404, price is now ¥348,155 per person
¥348,155
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
This is our second time staying at the sable and it was wonderful! The staff is amazing and friendly! The elevators were out and we got lost a couple times getting to our room, and every single staff member that we would run into each time was so helpful and kind in finding where we were supposed to go! One of the housekeepers even stopped what she was doing to walk us to our correct floor when she realized we were lost! She was so incredibly nice! The views are incredible, the location is incredible, and the staff is incredible! Will definitely be coming back on our next trip to Chicago/Navy Pier!
Reviewed on Jun 11, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥343,430, price is now ¥301,025 per person
¥301,025
per person
Aug 2 - Aug 4
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
The fitness center & spa was top notch. The on site restaurant had amazing food and service.
Reviewed on Jun 12, 2026
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View all trips5* Beach vacations in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥343,430, price is now ¥301,025 per person
¥301,025
per person
Aug 2 - Aug 4
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
The fitness center & spa was top notch. The on site restaurant had amazing food and service.
Reviewed on Jun 12, 2026

The Peninsula Chicago
Downtown Chicago
Price was ¥376,768, price is now ¥348,258 per person
¥348,258
per person
Aug 2 - Aug 4
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Excellent and fast service, walking distance to restaurants, shopping, lake, etc.
Reviewed on Jun 7, 2026
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See all available trips from Tokyo to Northwest Chicago
View all trips3 Night Beach vacations in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ¥301,372, price is now ¥265,748 per person
¥265,748
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
the only issue i had it was that they didn’t do room service in the room, no new towels , no toilet paper and stuff like that
Reviewed on Jun 12, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥342,584, price is now ¥282,126 per person
¥282,126
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,319 reviews)
Clean room, great breakfast and close to everything we needed
Reviewed on Jun 14, 2026

The Emily Hotel
Downtown Chicago
Price was ¥344,486, price is now ¥299,309 per person
¥299,309
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,325 reviews)
Rooftop Movie theater looked fun during the daytime, but wasn’t committed enough to buy a ticket after sunset. Rooms were fine. Coffee shop was short-staffed the day I was there - to the point I gave up and moved on.
The staff I ran into in the hotel from housekeeping to front desk to bell staff were all universally pleasant and helpful.
Location was great - convenient to the show I was attending at the Cobra Lounge and to a pretty decent variety of decent looking food options. Don’t miss the Hubbard St viaducts on your morning walk.
Reviewed on Jun 8, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Chicago
View all trips4 Night Beach vacations in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

The Emily Hotel
Downtown Chicago
Price was ¥366,600, price is now ¥296,358 per person
¥296,358
per person
Aug 9 - Aug 13
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (1,325 reviews)
Rooftop Movie theater looked fun during the daytime, but wasn’t committed enough to buy a ticket after sunset. Rooms were fine. Coffee shop was short-staffed the day I was there - to the point I gave up and moved on.
The staff I ran into in the hotel from housekeeping to front desk to bell staff were all universally pleasant and helpful.
Location was great - convenient to the show I was attending at the Cobra Lounge and to a pretty decent variety of decent looking food options. Don’t miss the Hubbard St viaducts on your morning walk.
Reviewed on Jun 8, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥373,947, price is now ¥305,943 per person
¥305,943
per person
Aug 9 - Aug 13
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,319 reviews)
Clean room, great breakfast and close to everything we needed
Reviewed on Jun 14, 2026

Don't see what you're looking for?
See all available trips from Tokyo to Northwest Chicago
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
