Cheap flights to Chicago: for art, parks and a giant bean

When to find the cheapest flights to Chicago

  • any
  • May 2024
  • June 2024
  • July 2024
  • August 2024
  • September 2024
  • October 2024
  • November 2024
  • December 2024
  • January 2025
  • February 2025
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  • April 2025
  • day of search
  • price
  • departure city
Air Franceoutbound: Dec 20, 2024
direct (7h55m)
Air France
Air Francereturn: Jan 3, 2025
1 stop (13h25m)
Air France
Finnairoutbound: Dec 20, 2024
1 stop (13h19m)
Finnair
Finnairreturn: Jan 3, 2025
1 stop (12h50m)
Finnair
Air Europaoutbound: Dec 20, 2024
2 stops (16h55m)
Air Europa
Air Europareturn: Jan 3, 2025
2 stops (18h59m)
Air Europa
Frontier Airlinesoutbound: Jun 4, 2024
direct (2h26m)
Frontier Airlines
Frontier Airlinesreturn: Jun 11, 2024
direct (2h44m)
Frontier Airlines
TAP Air Portugaloutbound: Sep 18, 2024
1 stop (19h15m)
TAP Air Portugal
TAP Air Portugalreturn: Sep 25, 2024
1 stop (15h25m)
TAP Air Portugal
Icelandairoutbound: Sep 18, 2024
1 stop (10h30m)
Icelandair
Icelandairreturn: Sep 25, 2024
1 stop (11h20m)
Icelandair
Spirit Airlinesoutbound: Jul 12, 2024
direct (4h13m)
Spirit Airlines
Frontier Airlinesreturn: Jul 14, 2024
1 stop (8h45m)
Frontier Airlines
Alaska Airlinesoutbound: Jun 29, 2024
direct (4h21m)
Alaska Airlines
Alaska Airlinesreturn: Jul 2, 2024
direct (4h37m)
Alaska Airlines
Iberiaoutbound: Oct 8, 2024
1 stop (11h15m)
Iberia
Iberiareturn: Oct 24, 2024
1 stop (15h20m)
Iberia
KLMoutbound: Oct 8, 2024
1 stop (11h30m)
KLM
Air Francereturn: Oct 24, 2024
1 stop (12h)
Air France
British Airwaysoutbound: Oct 8, 2024
1 stop (11h15m)
British Airways
British Airwaysreturn: Oct 21, 2024
1 stop (23h10m)
British Airways
Delta Air Linesoutbound: Aug 22, 2024
1 stop (9h55m)
Delta Air Lines
Air Francereturn: Aug 29, 2024
direct (8h50m)
Air France
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Chicago guide: how to get there, what to see

Distance from Chicago city centre
11 km
26 km

Flights to Chicago: need to know

Cheap airline tickets to Chicago

Looking for cheap airfares to Chicago? The Windy City has two main airports, O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW) where you can fly non-stop from New York and across the country onboard American Airlines, Delta, JetBlue, United, among others.[/p]

When to book the cheapest flights to Chicago

If you’re after cheap airfares to Chicago, think about visiting either in spring or fall. Summer is the busiest time of the year. Major holidays like Labor Day and Memorial Day are also popular so make sure you book your flights to Chicago at least 4-5 month before you plan to go.

  • Peak season: Summer, major holidays.
  • Low season: Winter! They don’t call it the Windy City for nothing!
  • Flight duration

    A flight to Chicago from New York takes 2 hours 45 minutes.

    Experience Chicago: sights, tours and activities

    Chicago has a lot going for it. In the summer the city lives for the live music in Millennium Park when festivals like Pitchfork and Lollapalooza roll up. Deep-dish pizza on the waterfront or on the steps of the Art Institute is just the beginning of the foodie treats waiting in Chicago.

    Essentials in Chicago

    Millennium Park: There’s no better place to be in the summertime than Millennium Park. Home to “The Bean,” now a symbol for the city, and other worlds of art, the park also hosts a ton of free concerts at the Pritzker Pavilion. Bring a blanket and a couple of cold ones to enjoy on the lawn while you listen.

    Art Institute of Chicago: As the second largest art museum in the country, you can bet that the Art Institute has a pretty handsome collection. Give yourself at least 2-3 hours to see the museum’s highlights but if you’re really into art, you can easily spend the entire day here.

    Public Art: Chicago has some pretty amazing public art. One piece, known as “The Picasso” was commissioned from the artist when he was 82 years old and was built in steel to his specifications. Across the street is a piece by Joan Miró. Wander around long enough and you’ll stumble upon works by Jean Dubuffet, Marc Chagall and Alexander Calder.

    Visit www.choosechicago.com for more info.

    Hotels and accommodation in Chicago

    Chicago is a convention city with no shortage of hotel rooms. Just keep in mind that during major conventions, hotel room prices shoot up and rooms in certain areas can be scarce. Chicago is a huge city and hotels outside the downtown area are cheaper. Just make sure you have easy access to a CTA train line if you don’t plan to rent a car for your trip.

    Chicago in the Traveler's Edition

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    All flight tickets to Chicago (USA)

    • any
    • May 2024
    • June 2024
    • July 2024
    • August 2024
    • September 2024
    • October 2024
    • November 2024
    • December 2024
    • January 2025
    • February 2025
    • March 2025
    • April 2025
    • popularity
    • price
    • departure city
    Spirit Airlinesoutbound: Aug 8, 2024
    direct (5h08m)
    Spirit Airlines
    Spirit Airlinesreturn: Aug 13, 2024
    1 stop (10h33m)
    Spirit Airlines
    TAP Air Portugaloutbound: Sep 20, 2024
    1 stop (15h20m)
    TAP Air Portugal
    TAP Air Portugalreturn: Oct 18, 2024
    1 stop (14h50m)
    TAP Air Portugal
    Air Canadaoutbound: Oct 23, 2024
    1 stop (26h59m)
    Air Canada
    Air Canadareturn: Jan 7, 2025
    1 stop (13h05m)
    Air Canada
    American Airlinesoutbound: Jun 4, 2024
    direct (1h27m)
    American Airlines
    American Airlinesreturn: Jun 11, 2024
    direct (1h25m)
    American Airlines
    Frontier Airlinesoutbound: Jun 14, 2024
    1 stop (23h34m)
    Frontier Airlines
    Frontier Airlinesreturn: Jun 16, 2024
    1 stop (27h43m)
    Frontier Airlines
    Frontier Airlinesoutbound: Jul 12, 2024
    1 stop (6h59m)
    Frontier Airlines
    Frontier Airlinesreturn: Jul 14, 2024
    1 stop (13h57m)
    Frontier Airlines
    Air Canadaoutbound: Jun 23, 2024
    direct (2h43m)
    Air Canada
    Air Canadareturn: Jun 25, 2024
    direct (2h13m)
    Air Canada
    Air Canadaoutbound: Jun 18, 2024
    2 stops (14h36m)
    Air Canada
    Air Canadareturn: Jul 19, 2024
    1 stop (13h45m)
    Air Canada