New York → Chicago

Nonstop flights

None.

Best places to connect

25 one-stop options, sorted by estimated flying time. Tap one to see the airlines on each leg and booking links.

• CLEvia Cleveland≈ 2h 23m
  Fastest · detour 0%
  JFK→CLEB6

  CLE→MDWWN
  See itinerary
• DTWvia Detroit≈ 2h 24m
  +1m vs fastest · detour 1%
  Same airline:
  JFK→DTWB6 DL

  DTW→MDW WN
  See itinerary
• PITvia Pittsburgh≈ 2h 24m
  +1m vs fastest · detour 1%
  JFK→PITB6

  PIT→MDWWN
  See itinerary
• CMHvia Columbus≈ 2h 27m
  +4m vs fastest · detour 5%
  JFK→CMH

  CMH→MDWWN
  See itinerary
• BUFvia Buffalo≈ 2h 27m
  +4m vs fastest · detour 5%
  JFK→BUFB6

  BUF→MDWWN
  See itinerary
• ROCvia Rochester≈ 2h 29m
  +6m vs fastest · detour 8%
  JFK→ROCB6

  ROC→MDWWN
  See itinerary
• DCAvia Washington≈ 2h 32m
  +9m vs fastest · detour 11%
  JFK→DCAB6

  DCA→MDWWN
  See itinerary
• MKEvia Milwaukee≈ 2h 33m
  +10m vs fastest · detour 13%
  JFK→MKE

  MKE→MDWWN
  See itinerary
• INDvia Indianapolis≈ 2h 33m
  +10m vs fastest · detour 13%
  JFK→IND

  IND→MDWWN
  See itinerary
• CVGvia Cincinnati / Covington≈ 2h 35m
  +12m vs fastest · detour 15%
  JFK→CVG

  CVG→MDWWN
  See itinerary
• BDLvia Hartford≈ 2h 40m
  +17m vs fastest · detour 21%
  JFK→BDLB6

  BDL→MDWWN
  See itinerary
• RICvia Richmond≈ 2h 44m
  +21m vs fastest · detour 26%
  JFK→RIC

  RIC→MDWWN
  See itinerary
• PVDvia Providence/Warwick≈ 2h 51m
  +28m vs fastest · detour 35%
  JFK→PVDB6

  PVD→MDWWN
  See itinerary
• ORFvia Norfolk≈ 2h 53m
  +30m vs fastest · detour 36%
  JFK→ORF

  ORF→MDWWN
  See itinerary
• BOSvia Boston≈ 2h 58m
  +35m vs fastest · detour 43%
  JFK→BOSB6 DL

  BOS→MDWWN
  See itinerary
• RDUvia Raleigh/Durham≈ 3h
  +37m vs fastest · detour 45%
  JFK→RDUB6 DL

  RDU→MDWWN
  See itinerary
• CLTvia Charlotte≈ 3h 7m
  +44m vs fastest · detour 54%
  JFK→CLTAA

  CLT→MDWWN
  See itinerary
• BNAvia Nashville≈ 3h 12m
  +49m vs fastest · detour 59%
  JFK→BNA

  BNA→MDWWN
  See itinerary
• PWMvia Portland≈ 3h 12m
  +49m vs fastest · detour 60%
  JFK→PWMB6

  PWM→MDWWN
  See itinerary
• ATLvia Atlanta≈ 3h 33m
  +1h 10m vs fastest · detour 85%
  Same airline: DLAll SkyTeam
  JFK→ATLB6 DL

  ATL→MDWDL F9 WN
  See itinerary
• MSPvia Minneapolis≈ 3h 37m
  +1h 14m vs fastest · detour 88%
  JFK→MSPDL SY

  MSP→MDW WN
  See itinerary
• CHSvia Charleston≈ 3h 37m
  +1h 14m vs fastest · detour 90%
  JFK→CHSB6

  CHS→MDWWN
  See itinerary
• SAVvia Savannah≈ 3h 48m
  +1h 25m vs fastest · detour 102%
  JFK→SAVB6

  SAV→MDWWN
  See itinerary
• MCIvia Kansas City≈ 3h 52m
  +1h 29m vs fastest · detour 107%
  JFK→MCI

  MCI→MDWWN
  See itinerary
• JAXvia Jacksonville≈ 4h 11m
  +1h 48m vs fastest · detour 130%
  JFK→JAXB6 DL

  JAX→MDWWN
  See itinerary