West Side Beach Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Save up to HK$7,200 when you book a flight and hotel together*
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Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
HK$5,861
per person
25 Nov - 29 Nov
found 24 hours ago
Return flight included
Baltimore (BWI) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
HK$9,457
per person
25 Nov - 29 Nov
found 24 hours ago
Return flight included
Baltimore (BWI) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Free upgrade was amazing and staff were even better. Thank you.

Reviewed on 6 Oct 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
HK$6,406
per person
25 Nov - 29 Nov
found 24 hours ago
Return flight included
Baltimore (BWI) to Chicago (ORD)
9.4/10 Exceptional! (5,404 reviews)
Great location. Couldn’t go to rooftop due to weather. No ice machine

Reviewed on 6 Oct 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
HK$6,231
per person
25 Nov - 29 Nov
found 24 hours ago
Return flight included
Baltimore (BWI) to Chicago (ORD)
9.2/10 Wonderful! (1,346 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
HK$6,455
per person
25 Nov - 29 Nov
found 24 hours ago
Return flight included
Baltimore (BWI) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Don't see what you're looking for?
See all available trips from Columbus to West Side
View all trips
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
HK$9,457
per person
25 Nov - 29 Nov
found 24 hours ago
Return flight included
Baltimore (BWI) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Free upgrade was amazing and staff were even better. Thank you.

Reviewed on 6 Oct 2026

Don't see what you're looking for?
See all available trips from Columbus to West Side
View all trips
Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
HK$4,530
per person
25 Nov - 28 Nov
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
HK$4,646
per person
25 Nov - 28 Nov
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (5,404 reviews)
Great location. Couldn’t go to rooftop due to weather. No ice machine

Reviewed on 6 Oct 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
HK$4,715
per person
25 Nov - 28 Nov
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,346 reviews)
Don't see what you're looking for?
See all available trips from Columbus to West Side
View all trips
Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
HK$5,861
per person
25 Nov - 29 Nov
found 24 hours ago
Return flight included
Baltimore (BWI) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
HK$9,457
per person
25 Nov - 29 Nov
found 24 hours ago
Return flight included
Baltimore (BWI) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Free upgrade was amazing and staff were even better. Thank you.

Reviewed on 6 Oct 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
HK$6,406
per person
25 Nov - 29 Nov
found 24 hours ago
Return flight included
Baltimore (BWI) to Chicago (ORD)
9.4/10 Exceptional! (5,404 reviews)
Great location. Couldn’t go to rooftop due to weather. No ice machine

Reviewed on 6 Oct 2026

Don't see what you're looking for?
See all available trips from Columbus to West Side
View all trips

Things to do

A Remarkable Scavenger Hunt: The Great Quest in Illinois

A Remarkable Scavenger Hunt: The Great Quest in Illinois

HK$96
per adult
A Remarkable Scavenger Hunt: The Great Quest in Illinois
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

HK$191
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

HK$314
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in West Side
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.