West Side Kid friendly 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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
Save 100% on your flight
HK$6,611
per person
17 Oct - 20 Oct
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,899 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
Save 100% on your flight
HK$8,202
per person
17 Oct - 20 Oct
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (518 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
Save 100% on your flight
HK$7,654
per person
17 Oct - 20 Oct
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
Freehand Chicago

Freehand Chicago

Downtown Chicago
Save 100% on your flight
HK$7,074
per person
17 Oct - 20 Oct
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
7.8/10 Good! (3,256 reviews)
Very nice hotel with great bar

Reviewed on 25 Aug 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
Save 100% on your flight
HK$8,368
per person
17 Oct - 20 Oct
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (550 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.
Nobu Hotel Chicago

Nobu Hotel Chicago

Downtown Chicago
HK$11,064
per person
17 Oct - 20 Oct
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (897 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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
Save 100% on your flight
HK$6,611
per person
17 Oct - 20 Oct
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,899 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
Save 100% on your flight
HK$8,202
per person
17 Oct - 20 Oct
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (518 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
Save 100% on your flight
HK$7,654
per person
17 Oct - 20 Oct
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
Don't see what you're looking for?
See all available trips from Columbus to West Side
View all trips

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

HK$212
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

HK$369
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

HK$193
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.