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

When to find the cheapest flights to Chicago

  • any
  • January 2023
  • February 2023
  • March 2023
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  • June 2023
  • July 2023
  • August 2023
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  • October 2023
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  • December 2023
  • day of search
  • price
  • departure city
American Airlinesoutbound: Feb 22, 2023
direct (2h56m)
American Airlines
Delta Air Linesreturn: Feb 24, 2023
direct (2h13m)
Delta Air Lines
Delta Air Linesoutbound: Feb 23, 2023
direct (2h44m)
Delta Air Lines
Delta Air Linesreturn: Feb 24, 2023
direct (2h13m)
Delta Air Lines
Alaska Airlinesoutbound: Feb 23, 2023
1 stop (13h12m)
Alaska Airlines
Alaska Airlinesreturn: Feb 24, 2023
1 stop (22h43m)
Alaska Airlines
Frontier Airlinesoutbound: Feb 23, 2023
1 stop (11h15m)
Frontier Airlines
American Airlinesreturn: Feb 24, 2023
direct (2h05m)
American Airlines
Frontier Airlinesoutbound: Feb 3, 2023
direct (3h17m)
Frontier Airlines
Frontier Airlinesreturn: Feb 5, 2023
direct (3h03m)
Frontier Airlines
Delta Air Linesoutbound: Apr 6, 2023
1 stop (4h53m)
Delta Air Lines
Delta Air Linesreturn: Apr 10, 2023
1 stop (3h29m)
Delta Air Lines
Aer Lingusoutbound: Jul 4, 2023
1 stop (10h40m)
Aer Lingus
Aer Lingusreturn: Jul 29, 2023
1 stop (12h45m)
Aer Lingus
Air Franceoutbound: Jul 4, 2023
direct (8h05m)
Air France
Air Francereturn: Jul 29, 2023
direct (8h45m)
Air France
Finnairoutbound: Jul 4, 2023
direct (8h05m)
Finnair
Finnairreturn: Jul 29, 2023
direct (9h10m)
Finnair
KLMoutbound: Jul 1, 2023
1 stop (14h30m)
KLM
Air Francereturn: Jul 31, 2023
direct (8h45m)
Air France
TAP Air Portugaloutbound: Jul 1, 2023
2 stops (16h45m)
TAP Air Portugal
TAP Air Portugalreturn: Jul 31, 2023
1 stop (17h)
TAP Air Portugal
Spirit Airlinesoutbound: Feb 21, 2023
direct (3h09m)
Spirit Airlines
Spirit Airlinesreturn: Feb 23, 2023
direct (2h52m)
Spirit Airlines
American Airlinesoutbound: Apr 6, 2023
direct (2h10m)
American Airlines
American Airlinesreturn: Apr 8, 2023
direct (1h47m)
American Airlines
United Airlinesoutbound: Feb 3, 2023
direct (3h54m)
United Airlines
United Airlinesreturn: Feb 5, 2023
direct (4h25m)
United Airlines
Spirit Airlinesoutbound: Feb 24, 2023
1 stop (10h29m)
Spirit Airlines
Spirit Airlinesreturn: Feb 27, 2023
1 stop (7h02m)
Spirit Airlines
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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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    5 Chicago Instagram Accounts You Need To Follow

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    Top 10 Things To Do In Chicago This Winter

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    All flight tickets to Chicago (USA)

    • any
    • January 2023
    • February 2023
    • March 2023
    • April 2023
    • May 2023
    • June 2023
    • July 2023
    • August 2023
    • September 2023
    • October 2023
    • November 2023
    • December 2023
    • popularity
    • price
    • departure city
    Finnairoutbound: Apr 29, 2023
    1 stop (13h35m)
    Finnair
    Finnairreturn: May 8, 2023
    direct (8h05m)
    Finnair
    Frontier Airlinesoutbound: Feb 23, 2023
    1 stop (11h15m)
    Frontier Airlines
    American Airlinesreturn: Feb 24, 2023
    direct (2h05m)
    American Airlines
    Spirit Airlinesoutbound: Feb 3, 2023
    1 stop (10h22m)
    Spirit Airlines
    Spirit Airlinesreturn: Feb 5, 2023
    direct (3h11m)
    Spirit Airlines
    Frontier Airlinesoutbound: Feb 3, 2023
    direct (3h17m)
    Frontier Airlines
    Frontier Airlinesreturn: Feb 5, 2023
    direct (3h03m)
    Frontier Airlines
    Spirit Airlinesoutbound: Feb 21, 2023
    direct (3h09m)
    Spirit Airlines
    Spirit Airlinesreturn: Feb 23, 2023
    direct (2h52m)
    Spirit Airlines
    Frontier Airlinesoutbound: Feb 11, 2023
    direct (1h58m)
    Frontier Airlines
    Spirit Airlinesreturn: Feb 12, 2023
    direct (2h02m)
    Spirit Airlines
    Spirit Airlinesoutbound: Jan 31, 2023
    1 stop (20h08m)
    Spirit Airlines
    Frontier Airlinesreturn: Feb 7, 2023
    1 stop (18h09m)
    Frontier Airlines
    Spirit Airlinesoutbound: Feb 2, 2023
    direct (4h09m)
    Spirit Airlines
    Spirit Airlinesreturn: Feb 9, 2023
    direct (4h49m)
    Spirit Airlines
    American Airlinesoutbound: Apr 6, 2023
    direct (2h10m)
    American Airlines
    American Airlinesreturn: Apr 8, 2023
    direct (1h47m)
    American Airlines