Holidays in Chicago
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Attraction
45-minute Chicago River Architecture Boat Tour
Chicago, United States
A discovery of the city's most iconic buildings and landmarks
From US$28
From US$41 per day
Best places to stay in Chicago
Find the perfect stay for your holiday
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 6,745 reviews
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Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 5,212 reviews
From US$319.23 per night
From US$127.97 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 3,023 reviews
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 6,849 reviews
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 3,067 reviews
From US$516.56 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 4,247 reviews
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 4,162 reviews
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3,119 reviews
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Cheapest flights to Chicago
The cheapest flights available in the next 60 days – prices are updated regularly
Sat 20 Dec
US$106.07
One way
Economy
1 traveller
Wed 17 Dec
US$112.16
One way
Economy
1 traveller
Wed 24 Dec
US$115.11
One way
Economy
1 traveller
Holidays in Chicago: things to know
Most booked car type | Premium car |
|---|---|
Avg. daily price for Premium car | US$77 per day |
Avg. cost of stay | US$229 per night |
Best time to visit | May and June |
Avg. price for a round-trip flight | US$456 |
Most popular flight route | LAX Los Angeles International Airport to ORD Chicago O'Hare International Airport |
Weekend car rentals in Chicago
Best places to visit in Chicago
Make the most out of your holidays with tours, activities and more
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 US$45
45-minute Architecture River Cruise
Chicago, United States
A chance to take a leisurely river cruise to explore Chicago's iconic architecture
From US$28
360 CHICAGO Observation Deck
Chicago, United States
Admission to the sky-high lookout platform with panoramic views over the city
From US$30
CityPASS Ticket
Chicago, United States
A ticket that grants entry to some of Chicago's most iconic attractions
From US$142
Two-hour Chicago Sunset Cruise
Chicago, United States
A short cruise to admire the Chicago skyline at sunset
From US$45
Architecture River Cruise
Chicago, United States
A scenic river cruise to explore Chicago's iconic architecture and famous landmarks by water
From US$44.43
Admission to Skydeck Chicago
Chicago, United States
A ticket to access the attraction in Chicago for views over the city
From US$44
360 Chicago Observation Deck Tickets
Chicago, United States
A chance to appreciate soaring views of the Chicago skyline from over 300 metres high
From US$30
Flyover in Chicago
Chicago, United States
The Flyover experience takes 30 minutes from beginning to end. First, on-the-ground stories conne...
From US$38.03
Chicago River Architecture Tour
Chicago, United States
A 90-minute cruise to admire the city's architecture from the water
From US$45
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