Flights from New York to Chicago (JFK → MDW)

JFK
New York
John F Kennedy International, USA
MDW
Chicago
Chicago Midway International, USA
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No direct flights found. Here are the 20 fastest 1-stop options.
viaCleveland(CLE)
JFK→CLE+1h 30mCLE→MDW
2h 53m
viaDetroit(DTW)
JFK→DTW+1h 30mDTW→MDW
2h 54m
viaPittsburgh(PIT)
JFK→PIT+1h 30mPIT→MDW
2h 54m
viaBuffalo(BUF)
JFK→BUF+1h 30mBUF→MDW
2h 57m
viaColumbus(CMH)
JFK→CMH+1h 30mCMH→MDW
2h 57m
viaRochester(ROC)
JFK→ROC+1h 30mROC→MDW
2h 59m
viaWashington(DCA)
JFK→DCA+1h 30mDCA→MDW
3h 2m
viaIndianapolis(IND)
JFK→IND+1h 30mIND→MDW
3h 3m
viaMilwaukee(MKE)
JFK→MKE+1h 30mMKE→MDW
3h 3m
viaCincinnati(CVG)
JFK→CVG+1h 30mCVG→MDW
3h 5m
viaHartford(BDL)
JFK→BDL+1h 30mBDL→MDW
3h 10m
viaRichmond(RIC)
JFK→RIC+1h 30mRIC→MDW
3h 14m
viaLouisville(SDF)
JFK→SDF+1h 30mSDF→MDW
3h 16m
viaProvidence(PVD)
JFK→PVD+1h 30mPVD→MDW
3h 21m
viaNorfolk(ORF)
JFK→ORF+1h 30mORF→MDW
3h 23m
viaBoston(BOS)
JFK→BOS+1h 30mBOS→MDW
3h 28m
viaRaleigh/Durham(RDU)
JFK→RDU+1h 30mRDU→MDW
3h 30m
viaCharlotte(CLT)
JFK→CLT+1h 30mCLT→MDW
3h 37m
viaSaint Louis(STL)
JFK→STL+1h 30mSTL→MDW
3h 40m
viaNashville(BNA)
JFK→BNA+1h 30mBNA→MDW
3h 42m
Search all options on Kiwi.com → Total times include an estimated 90-minute layover. Actual times vary by airline and connection.

Frequently asked questions

Are there direct flights from New York to Chicago? Currently, there are no direct flights from JFK to MDW. You may need to connect through another airport.

Related guides for this route

Sibling pages from across Flightmaps — fares, visa rules, country aggregations, and per-airline routes for New York → Chicago.

Cheap flights from New York to Chicago Cheapest month to fly to Chicago Flights from USA Flights to USA Visa-free with USA passport All airports in USA

Try a nearby airport to New York

Flights to Chicago (MDW) from other airports within 350 km of New York. Often unlocks cheaper fares or better times.

LGA → MDW 16 km from JFK New York → Chicago USA · 92 destinations EWR → MDW 33 km from JFK New York → Chicago USA · 189 destinations HPN → MDW 48 km from JFK Westchester County → Chicago USA · 26 destinations ISP → MDW 60 km from JFK Islip → Chicago USA · 16 destinations TTN → MDW 96 km from JFK Trenton → Chicago USA · 7 destinations

Or try a nearby airport to Chicago

Flights from New York (JFK) to other airports within 350 km of Chicago.

JFK → ORD 25 km from MDW New York → Chicago USA · 282 destinations JFK → SBN 119 km from MDW New York → South Bend USA · 22 destinations JFK → RFD 121 km from MDW New York → Rockford USA · 8 destinations JFK → MKE 130 km from MDW New York → Milwaukee USA · 34 destinations JFK → BMI 175 km from MDW New York → Bloomington USA · 6 destinations

Other flights from New York (JFK)

Abidjan (ABJ) Abu Dhabi (AUH) Accra (ACC) Aguadilla (BQN) Albuquerque (ABQ) Amman (AMM) Amsterdam (AMS) Anchorage (ANC) All 201 destinations →

Other flights from Chicago (MDW)

Aguascalientes (AGU) Albany (ALB) Albuquerque (ABQ) Asheville (AVL) Atlanta (ATL) Austin (AUS) Baltimore (BWI) Birmingham (BHM) All 97 destinations →