Vacations in Chicago
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Attraction90-minute Tour of the Chicago River
Chicago, United StatesVisit on a boat to see the architecture of the buildings along the riverFrom $45
From $99 per day
Best places to stay in Chicago
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Scored out of 10, guest rating 8.3Very Good - What previous guests thought, 6,411 reviewsFrom $216.02 per night
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From $139.71 per night
Scored out of 10, guest rating 7.4Good - What previous guests thought, 5,699 reviewsFrom $268.85 per night
Scored out of 10, guest rating 8.3Very Good - What previous guests thought, 6,828 reviewsFrom $264.15 per night
Scored out of 10, guest rating 8.1Very Good - What previous guests thought, 5,197 reviewsFrom $257.25 per night
Scored out of 10, guest rating 8.0Very Good - What previous guests thought, 2,658 reviewsFrom $257.25 per night
Scored out of 10, guest rating 7.3Good - What previous guests thought, 3,495 reviewsFrom $192.54 per night
Scored out of 10, guest rating 7.9Good - What previous guests thought, 2,883 reviewsFrom $215.92 per night
Scored out of 10, guest rating 7.3Good - What previous guests thought, 3,284 reviewsFrom $163.19 per night
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Cheapest flights to Chicago
The cheapest flights available in the next 60 days – prices are updated regularly
- Tue, Oct 28$87.79One-wayEconomy1 traveler
- Tue, Oct 21$90.56One-wayEconomy1 traveler
- Wed, Oct 22$94.20One-wayEconomy1 traveler
Vacations in Chicago: Things to know
Most booked car type | Premium car |
|---|---|
Avg. daily price for Premium car | $76 per day |
Avg. cost of stay | $224 per night |
Best time to visit | May and October |
Avg. price for a round-trip flight | $440 |
Most popular flight route | LAX Los Angeles International Airport to ORD Chicago O'Hare International Airport |
Weekend car rentals in Chicago
- Ford Fiestaor similar small carChicago O'Hare International AirportPrice for 2 days fromFri, Oct 17 – Sun, Oct 19
- Nissan Sentraor similar medium car
Chicago O'Hare International AirportPrice for 2 days fromFri, Oct 17 – Sun, Oct 19 - Hyundai Santa Feor similar SUV
Chicago O'Hare International AirportPrice for 2 days fromFri, Oct 17 – Sun, Oct 19 - Volkswagen Jettaor similar large car
Chicago O'Hare International AirportPrice for 2 days fromFri, Oct 17 – Sun, Oct 19 - Cadillac XTSor similar premium car
Chicago O'Hare International AirportPrice for 2 days fromFri, Oct 17 – Sun, Oct 19
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 $28
45-minute Architecture River Cruise
Chicago, United StatesA chance to take a leisurely river cruise to explore Chicago's iconic architectureFrom $28
CityPASS Ticket
Chicago, United StatesA ticket that grants entry to some of Chicago's most iconic attractionsFrom $142
Two-hour Chicago Sunset Cruise
Chicago, United StatesA short cruise to admire the Chicago skyline at sunsetFrom $45
Architecture River Cruise
Chicago, United StatesA scenic river cruise to explore Chicago's iconic architecture and famous landmarks by waterFrom $44.43
Admission to Skydeck Chicago
Chicago, United StatesA ticket to access the attraction in Chicago for views over the cityFrom $44
360 Chicago Observation Deck Tickets
Chicago, United StatesA chance to appreciate soaring views of the Chicago skyline from over 984 feet highFrom $29
Sightseeing River and Lake Cruise Experience
Chicago, United StatesA guided boat tour to explore some of Chicago's most iconic buildings and landmarksFrom $45
Chicago River Architecture Tour
Chicago, United StatesA 90-minute cruise to admire the city's architecture from the waterFrom $45
Flyover in Chicago
Chicago, United StatesThe Flyover experience takes 30 minutes from beginning to end. First, on-the-ground stories conne...From $38.03
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