Flights from New Haven to Chicago (HVN → MDW)

HVN
New Haven
Tweed-New Haven Airport, 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)
HVN→CLE+1h 30mCLE→MDW
2h 58m
viaDetroit(DTW)
HVN→DTW+1h 30mDTW→MDW
2h 58m
viaBaltimore(BWI)
HVN→BWI+1h 30mBWI→MDW
3h 7m
viaIndianapolis(IND)
HVN→IND+1h 30mIND→MDW
3h 9m
viaRichmond(RIC)
HVN→RIC+1h 30mRIC→MDW
3h 21m
viaNorfolk(ORF)
HVN→ORF+1h 30mORF→MDW
3h 30m
viaRaleigh/Durham(RDU)
HVN→RDU+1h 30mRDU→MDW
3h 38m
viaKnoxville(TYS)
HVN→TYS+1h 30mTYS→MDW
3h 42m
viaNashville(BNA)
HVN→BNA+1h 30mBNA→MDW
3h 48m
viaMyrtle Beach(MYR)
HVN→MYR+1h 30mMYR→MDW
4h 4m
viaAtlanta(ATL)
HVN→ATL+1h 30mATL→MDW
4h 10m
viaCharleston(CHS)
HVN→CHS+1h 30mCHS→MDW
4h 15m
viaSavannah(SAV)
HVN→SAV+1h 30mSAV→MDW
4h 25m
viaJacksonville(JAX)
HVN→JAX+1h 30mJAX→MDW
4h 48m
viaOrlando(MCO)
HVN→MCO+1h 30mMCO→MDW
5h 17m
viaTampa(TPA)
HVN→TPA+1h 30mTPA→MDW
5h 24m
viaSarasota(SRQ)
HVN→SRQ+1h 30mSRQ→MDW
5h 33m
viaDallas(DFW)
HVN→DFW+1h 30mDFW→MDW
5h 45m
viaFort Myers(RSW)
HVN→RSW+1h 30mRSW→MDW
5h 45m
viaFort Lauderdale(FLL)
HVN→FLL+1h 30mFLL→MDW
5h 51m
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 Haven to Chicago? Currently, there are no direct flights from HVN 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 Haven → Chicago.

Cheap flights from New Haven 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 Haven

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

ISP → MDW 56 km from HVN Islip → Chicago USA · 16 destinations HPN → MDW 72 km from HVN Westchester County → Chicago USA · 26 destinations BDL → MDW 76 km from HVN Hartford → Chicago USA · 45 destinations LGA → MDW 99 km from HVN New York → Chicago USA · 92 destinations JFK → MDW 103 km from HVN New York → Chicago USA · 201 destinations

Or try a nearby airport to Chicago

Flights from New Haven (HVN) to other airports within 350 km of Chicago.

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

Other flights from New Haven (HVN)

Atlanta (ATL) Baltimore (BWI) Charleston (CHS) Chicago (ORD) Cleveland (CLE) Concord (USA) Dallas (DFW) Daytona Beach (DAB) All 31 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 →