Trip.com
>
Flights
>
Flights to United States
>
Flights to Illinois
>
Flights to Chicago
>
New York to Chicago flight
>
Stewart International Airport to Midway International Airport flight
174K verified reviews | Excellent 4.4/5 rating on Trustpilot
Earn Trip Coins and airline miles, all in one booking
All-inclusive prices (incl. taxes, fuel surcharges, and baggage) with no hidden fees.
24/7 support in over 24 languages.

Stewart International Airport to Midway International Airport Flights Info

Cheapest one-way
€252
Breeze Airways Breeze Airways 9h 16m · 1 stop Wed, Dec 23
Book Now
Recommended airlines
Breeze Airways Breeze AirwaysCheapest· From €252 Delta Air Lines Delta Air LinesMost booked

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 €252, and round-trip tickets start at €252.

    • Cheapest
      SWF 12:39 PM
      9h 16m
      1 stop
      MDW 8:55 PM
      New York - Chicago | Wed, Dec 23 | Breeze Airways
      €252 €290
      13% off
      13% off
      €290 €252
    • NYC 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      New York - Chicago | Mon, Nov 16 | Normal Airline
      Find more flights
      Find more flights
    • SWF 12:39 PM
      9h 16m
      1 stop
      MDW 8:55 PM
      New York - Chicago | Wed, Dec 23 | Breeze Airways
      €252 €290
      13% off
      13% off
      €290 €252
    • NYC 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      New York - Chicago | Mon, Nov 16 | 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.

Which airline offers the cheapest flights from Stewart International Airport to Midway International Airport?

The cheapest airline flying from Stewart International Airport to Midway International Airport is Breeze Airways (from €252) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.
Cebu Pacific logo Cebu Pacific Philippine Airlines logo Philippine Airlines Philippines AirAsia logo Philippines AirAsia Cebgo logo Cebgo Sunlight Air logo Sunlight Air
Delta Air Lines logo Delta Air Lines American Airlines logo American Airlines

FAQs for Stewart International Airport to 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 Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to 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 Stewart International Airport to Midway International Airport is €173. Prices may vary depending on the departure date, airline, and availability.
  • Enter Stewart International Airport and 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.

Popular Destinations

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

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before payment. Charges for checked baggage, onboard meals, Wi-Fi, and other optional services may also appear in the flight cards where applicable.

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.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.