Flights from Montreal to Chicago (YUL → MDW)

YUL
Montreal
Pierre Elliott Trudeau International, Canada
MDW
Chicago
Chicago Midway International, USA
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No direct flights found. Here are the 20 fastest 1-stop options.
viaToronto(YTZ)
YUL→YTZ+1h 30mYTZ→MDW
2h 55m
viaDetroit(DTW)
YUL→DTW+1h 30mDTW→MDW
2h 56m
viaCleveland(CLE)
YUL→CLE+1h 30mCLE→MDW
3h 1m
viaPittsburgh(PIT)
YUL→PIT+1h 30mPIT→MDW
3h 9m
viaColumbus(CMH)
YUL→CMH+1h 30mCMH→MDW
3h 10m
viaCincinnati(CVG)
YUL→CVG+1h 30mCVG→MDW
3h 19m
viaNew York(EWR)
YUL→EWR+1h 30mEWR→MDW
3h 28m
viaNew York(LGA)
YUL→LGA+1h 30mLGA→MDW
3h 29m
viaPhiladelphia(PHL)
YUL→PHL+1h 30mPHL→MDW
3h 31m
viaWashington(DCA)
YUL→DCA+1h 30mDCA→MDW
3h 33m
viaBoston(BOS)
YUL→BOS+1h 30mBOS→MDW
3h 36m
viaSaint Louis(STL)
YUL→STL+1h 30mSTL→MDW
3h 49m
viaMinneapolis(MSP)
YUL→MSP+1h 30mMSP→MDW
3h 58m
viaNashville(BNA)
YUL→BNA+1h 30mBNA→MDW
4h 1m
viaRaleigh/Durham(RDU)
YUL→RDU+1h 30mRDU→MDW
4h 3m
viaCharlotte(CLT)
YUL→CLT+1h 30mCLT→MDW
4h 7m
viaAtlanta(ATL)
YUL→ATL+1h 30mATL→MDW
4h 30m
viaOrlando(MCO)
YUL→MCO+1h 30mMCO→MDW
5h 45m
viaTampa(TPA)
YUL→TPA+1h 30mTPA→MDW
5h 51m
viaDallas(DFW)
YUL→DFW+1h 30mDFW→MDW
5h 53m
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 Montreal to Chicago? Currently, there are no direct flights from YUL 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 Montreal → Chicago.

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

Try a nearby airport to Montreal

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

YHU → MDW 26 km from YUL Montreal → Chicago Canada · 17 destinations PBG → MDW 92 km from YUL Plattsburgh → Chicago USA · 5 destinations BTV → MDW 119 km from YUL Burlington → Chicago USA · 18 destinations YOW → MDW 151 km from YUL Ottawa → Chicago Canada · 45 destinations YQB → MDW 235 km from YUL Quebec → Chicago Canada · 40 destinations

Or try a nearby airport to Chicago

Flights from Montreal (YUL) to other airports within 350 km of Chicago.

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

Other flights from Montreal (YUL)

Acapulco (ACA) Agadir (AGA) Algiers (ALG) Amman (AMM) Amsterdam (AMS) Aruba (AUA) Athens (ATH) Atlanta (ATL) All 165 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 →