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New York Stewart International Airport to Chicago Midway International Airport flight

Explore the cheapest flights from New York to Chicago in the next three months. Based on Trip.com's data from the latest 7 days, one-way fares start at €281, and round-trip tickets start at €281.

    • Cheapest
      SWF 10:59 AM
      11h 41m
      1 stop
      MDW 9:40 PM
      New York - Chicago | Thu, Nov 26 | Allegiant Air
      €281 €380
      26% off
      26% off
      €380 €281
    • NYC 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      New York - Chicago | Mon, Oct 26 | Normal Airline
      Find more flights
      Find more flights
    • SWF 10:59 AM
      11h 41m
      1 stop
      MDW 9:40 PM
      New York - Chicago | Thu, Nov 26 | Allegiant Air
      €281 €380
      26% off
      26% off
      €380 €281
    • NYC 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      New York - Chicago | Mon, Oct 26 | Normal Airline
      Find more flights
      Find more flights

Displayed flight fares from New York to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

About New York Stewart International Airport and Chicago Midway International Airport

Learn about New York Stewart International Airport (SWF) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 1,133.95 km
Cheapest one-way ticket price €281

FAQs for New York Stewart International Airport to Chicago Midway International Airport Flights

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from New York Stewart International Airport to Chicago Midway International Airport is €198. Prices may vary depending on the departure date, airline, and availability.
  • Enter New York Stewart International Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

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Note: Prices shown on this page are the lowest estimated prices found in the last 24 hours and include all taxes and fees.

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Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours, and for many routes the data may refresh in real time. The more popular the route, the more accurate and up-to-date the data.

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