Vacations in Chicago
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90-minute Tour of the Chicago River
Chicago, United StatesVisit on a boat to see the architecture of the buildings along the riverFrom $45 - From $73 per day
Best places to stay in Chicago
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- From $268.85 per night
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Unlock members-only discounts with a free Booking.com account and start saving with Genius.- Scored out of 10, guest rating 8.3Very Good - What previous guests thought, 6,039 reviewsFrom $216.02 per night
- Scored out of 10, guest rating 8.1Very Good - What previous guests thought, 2,419 reviewsFrom $236.58 per night
- Scored out of 10, guest rating 7.9Good - What previous guests thought, 3,842 reviewsFrom $259.57 per night
- Scored out of 10, guest rating 8.2Very Good - What previous guests thought, 6,801 reviewsFrom $205.45 per night
- Scored out of 10, guest rating 7.8Good - What previous guests thought, 2,678 reviewsFrom $217.27 per night
- Scored out of 10, guest rating 8.1Very Good - What previous guests thought, 5,002 reviewsFrom $236.58 per night
- Scored out of 10, guest rating 8.3Very Good - What previous guests thought, 2,678 reviewsFrom $290.35 per night
- Scored out of 10, guest rating 7.4Good - What previous guests thought, 6,174 reviewsFrom $233.63 per night
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Cheapest flights to Chicago
The cheapest flights available in the next 60 days – prices are updated regularly
- Tue, Sep 9$81.42One-wayEconomy1 traveler
- Wed, Sep 10$81.65One-wayEconomy1 traveler
- Tue, Sep 23$82.38One-wayEconomy1 traveler
Vacations in Chicago: Things to know
Most booked car type | Premium car |
|---|---|
Avg. daily price for Premium car | $85 per day |
Avg. cost of stay | $227 per night |
Best time to visit | October and August |
Avg. price for a round-trip flight | $449 |
Most popular flight route | LAX Los Angeles International Airport to ORD Chicago O'Hare International Airport |
Weekend car rentals in Chicago
- Hyundai Santa Feor similar SUVChicago O'Hare International AirportPrice for 2 days from$140.76Fri, Aug 1 – Sun, Aug 3
- Ford Fiestaor similar small carChicago O'Hare International AirportPrice for 2 days from$146.36Fri, Aug 1 – Sun, Aug 3
- Nissan Sentraor similar medium carChicago O'Hare International AirportPrice for 2 days from$148.80Fri, Aug 1 – Sun, Aug 3
- Volkswagen Jettaor similar large carChicago O'Hare International AirportPrice for 2 days from$156.34Fri, Aug 1 – Sun, Aug 3
- Cadillac XTSor similar premium carChicago O'Hare International AirportPrice for 2 days from$179.06Fri, Aug 1 – Sun, Aug 3
Best places to visit in Chicago
Make the most of your vacation with tours, activities, and more
45-minute Chicago River Architecture Boat Tour
Chicago, United StatesA discovery of the city's most iconic buildings and landmarksFrom $2845-minute Architecture River Cruise
Chicago, United StatesA chance to take a leisurely river cruise to explore Chicago's iconic architectureFrom $28CityPASS Ticket
Chicago, United StatesA ticket that grants entry to some of Chicago's most iconic attractionsFrom $142Architecture River Cruise
Chicago, United StatesA scenic river cruise to explore Chicago's iconic architecture and famous landmarks by waterFrom $44.43Two-hour Chicago Sunset Cruise
Chicago, United StatesA short cruise to admire the Chicago skyline at sunsetFrom $45Admission to Skydeck Chicago
Chicago, United StatesA ticket to access the attraction in Chicago for views over the cityFrom $44360 Chicago Observation Deck Tickets
Chicago, United StatesA chance to appreciate soaring views of the Chicago skyline from over 984 feet highFrom $30Sightseeing River and Lake Cruise Experience
Chicago, United StatesA guided boat tour to explore some of Chicago's most iconic buildings and landmarksFrom $45Field Museum of Natural History Admission Tickets
Chicago, United StatesExplore over 40 million artifacts, including SUE, the world’s largest, most complete T. rex ever ...From $29Big Bus Chicago 24-Hour Hop-on, Hop-off Tour
Chicago, United StatesUncover Chicago's must-see landmarks, attractions, and experiences with a 24-hour hop-on, hop-off Big Bus ticket.From $52.20
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