Far Southeast Side Romantic Vacations

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Top Romantic vacation packages in Far Southeast Side

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
￥246,176
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
￥333,815
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
Loved the great upgrade in room and the mini bar selection s

Reviewed on Sep 25, 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
￥276,152
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
￥268,578
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,314 reviews)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
￥272,174
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (3,867 reviews)
Don't see what you're looking for?
See all available trips from Osaka to Far Southeast Side
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5* Romantic vacations in Far Southeast Side

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
￥333,815
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
Loved the great upgrade in room and the mini bar selection s

Reviewed on Sep 25, 2026

The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
￥504,028
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.8/10 Exceptional! (1,010 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
￥432,501
per person
Nov 29 - Dec 2
found 18 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Don't see what you're looking for?
See all available trips from Osaka to Far Southeast Side
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3 Night Romantic vacations in Far Southeast Side

Price found within the past 48 hours. Click for updated prices.
L7 Chicago by LOTTE

L7 Chicago by LOTTE

Downtown Chicago
￥387,198
per person
Nov 29 - Dec 2
found 18 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.6/10 Exceptional! (4,700 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
￥397,232
per person
Nov 29 - Dec 2
found 18 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
￥432,501
per person
Nov 29 - Dec 2
found 18 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Don't see what you're looking for?
See all available trips from Fukuoka to Far Southeast Side
View all trips

4 Night Romantic vacations in Far Southeast Side

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
￥272,174
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (3,867 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
￥333,815
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
Loved the great upgrade in room and the mini bar selection s

Reviewed on Sep 25, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
￥424,532
per person
Nov 28 - Dec 2
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Don't see what you're looking for?
See all available trips from Osaka to Far Southeast Side
View all trips

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

￥4,272
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

￥6,404
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,886
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Far Southeast Side