Holidays in Chicago

Get inspired to book your holiday with us

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Plan your next holiday in Chicago

From flights to stays, discover great offers for cheap holidays

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Unlock better prices on flights and places to stay with Genius.
Flight
Hong Kong → Chicago
Wed 4 Dec · One way
HKG to CHI
From HK$ 5,921.91 per traveller
Scored 9.1
9.1
Property
Riu Plaza Chicago
Chicago, United States
From HK$ 2,171.03 per night
Attraction
90-minute Tour of the Chicago River
Chicago, United States
Visit on a boat to see the architecture of the buildings along the river
From HK$315
Car rental
Ford Fiesta
or similar Small car
Chicago O'Hare International Airport
From HK$334 per day

Best places to stay in Chicago

Find the perfect stay for your holiday

Chicago South Loop Hotel
Chicago, United States
From HK$ 792.09 per night
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River Hotel
Chicago, United States
Scored 8.3
8.3
Rated very good
Very good · 5,421 reviews
From HK$ 1,037.91 per night
Club Quarters Hotel Central Loop, Chicago
Chicago, United States
Scored 8.0
8.0
Rated very good
Very good · 4,919 reviews
From HK$ 1,029.26 per night
Congress Plaza Hotel Chicago
Chicago, United States
Scored 7.3
7.3
Rated good
Good · 6,458 reviews
From HK$ 1,083.43 per night
Warwick Allerton Chicago
Chicago, United States
Scored 7.6
7.6
Rated good
Good · 6,965 reviews
From HK$ 1,115.84 per night
Hotel Saint Clair - Magnificent Mile
Chicago, United States
Scored 7.6
7.6
Rated good
Good · 4,809 reviews
From HK$ 1,057.74 per night
citizenM Chicago Downtown
Chicago, United States
Scored 8.8
8.8
Rated fabulous
Fabulous · 3,428 reviews
From HK$ 1,711.64 per night
La Quinta by Wyndham Chicago Downtown
Chicago, United States
Scored 8.0
8.0
Rated very good
Very good · 4,169 reviews
From HK$ 942.77 per night
Hyatt Place Chicago/Downtown - The Loop
Chicago, United States
Scored 8.2
8.2
Rated very good
Very good · 4,870 reviews
From HK$ 1,202.25 per night

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Holidays in Chicago: things to know

Most booked car type	Premium car
Avg. daily price for Premium car	HK$ 594 per day
Avg. cost of stay	HK$ 1,580 per night
Best time to visit	August and October
Avg. price for a round-trip flight	HK$ 14,900
Most popular flight route	HKG Hong Kong International Airport to ORD Chicago O'Hare International Airport

One of the most visited landmarks in Chicago.

District of Chicago where our customers prefer to stay.

Weekend car rentals in Chicago

Best places to visit in Chicago

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Popular alternatives to Chicago

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Holidays in Chicago

December 2024

January 2025

Plan your next holiday in Chicago

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Hong Kong → Chicago

Riu Plaza Chicago

90-minute Tour of the Chicago River

Ford Fiesta

Best places to stay in Chicago

Chicago South Loop Hotel

Sign in to save 10% or more

River Hotel

Club Quarters Hotel Central Loop, Chicago

Congress Plaza Hotel Chicago

Warwick Allerton Chicago

Hotel Saint Clair - Magnificent Mile

citizenM Chicago Downtown

La Quinta by Wyndham Chicago Downtown

Hyatt Place Chicago/Downtown - The Loop

Build your perfect trip

Stay flexible

Get 24/7 support

Last-minute flights to Chicago

Holidays in Chicago: things to know

Weekend car rentals in Chicago

Best places to visit in Chicago

45-minute Architecture River Cruise

45-minute Chicago River Architecture Boat Tour

Architecture River Cruise

CityPASS Ticket

360 CHICAGO Observation Deck

Admission to Skydeck Chicago

Gangsters and Ghosts Walking Tour

Field Museum of Natural History Admission Tickets

Chicago's Navy Pier Centennial Wheel Ticket

The Art Institute of Chicago

Popular alternatives to Chicago

Verified reviews from real guests.

How does it work?

It starts with a booking

Followed by a trip

And finally, a review