Far Southeast Side Cheap Vacations
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Top Cheap vacation packages in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥693,336, price is now ￥482,749 per person
￥482,749
per person
Jul 29 - Aug 4
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,188 reviews)
Staff very friendly, more than willing to help and/or assist in any way. Beautiful hotel, love LOVE the roof top bar and patio. BEST buffet breakfast I've had in a very long time. I will definitely be booking with this hotel chain again!
Reviewed on May 22, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥638,389, price is now ￥461,534 per person
￥461,534
per person
Jul 29 - Aug 4
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
I’m not sure if the hotel had a lack of staff but I called for towels and never received any, the next day they brought towels shortly after I called again.
Reviewed on May 21, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥643,165, price is now ￥470,630 per person
￥470,630
per person
Jul 29 - Aug 4
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,727 reviews)
Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again.
Reviewed on May 21, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥691,365, price is now ￥511,920 per person
￥511,920
per person
Jul 29 - Aug 4
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
Great experience! Would stay here agin
Reviewed on May 18, 2026
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View all trips5* Cheap vacations in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥691,365, price is now ￥511,920 per person
￥511,920
per person
Jul 29 - Aug 4
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
Great experience! Would stay here agin
Reviewed on May 18, 2026
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View all trips3 Night Cheap vacations in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ￥324,030, price is now ￥280,988 per person
￥280,988
per person
Aug 17 - Aug 20
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (2,542 reviews)
Really nice hotel. Ok for solo traveling and if not spending a ton of time in the room. Do not recommend more than 1 person in the room. It is very small and the bathroom is even smaller.
Reviewed on May 20, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥401,439, price is now ￥351,042 per person
￥351,042
per person
Aug 17 - Aug 20
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
Great experience! Would stay here agin
Reviewed on May 18, 2026
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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.
