Flights from Ottawa to Chicago (YOW → MDW)

YOW
Ottawa
Ottawa Macdonald Cartier International, Canada
MDW
Chicago
Chicago Midway International, USA
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No direct flights found. Here are the 13 fastest 1-stop options.
viaToronto(YTZ)
YOW→YTZ+1h 30mYTZ→MDW
2h 45m
viaNew York(EWR)
YOW→EWR+1h 30mEWR→MDW
3h 27m
viaWashington(DCA)
YOW→DCA+1h 30mDCA→MDW
3h 29m
viaBoston(BOS)
YOW→BOS+1h 30mBOS→MDW
3h 42m
viaOrlando(MCO)
YOW→MCO+1h 30mMCO→MDW
5h 40m
viaTampa(TPA)
YOW→TPA+1h 30mTPA→MDW
5h 46m
viaFort Myers(RSW)
YOW→RSW+1h 30mRSW→MDW
6h 8m
viaFort Lauderdale(FLL)
YOW→FLL+1h 30mFLL→MDW
6h 17m
viaMiami(MIA)
YOW→MIA+1h 30mMIA→MDW
6h 20m
viaCancun(CUN)
YOW→CUN+1h 30mCUN→MDW
7h 37m
viaPhoenix(PHX)
YOW→PHX+1h 30mPHX→MDW
8h 11m
viaMontego Bay(MBJ)
YOW→MBJ+1h 30mMBJ→MDW
8h 15m
viaPunta Cana(PUJ)
YOW→PUJ+1h 30mPUJ→MDW
8h 49m
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 Ottawa to Chicago? Currently, there are no direct flights from YOW 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 Ottawa → Chicago.

Cheap flights from Ottawa 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 Ottawa

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

YUL → MDW 151 km from YOW Montreal → Chicago Canada · 165 destinations YHU → MDW 177 km from YOW Montreal → Chicago Canada · 17 destinations PBG → MDW 189 km from YOW Plattsburgh → Chicago USA · 5 destinations BTV → MDW 220 km from YOW Burlington → Chicago USA · 18 destinations SYR → MDW 248 km from YOW Syracuse → Chicago USA · 28 destinations

Or try a nearby airport to Chicago

Flights from Ottawa (YOW) to other airports within 350 km of Chicago.

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

Other flights from Ottawa (YOW)

Boston (BOS) Calgary (YYC) Cancun (CUN) Charlottetown (YYG) Chicago (ORD) Deer Lake (YDF) Dulles (IAD) Edmonton (YEG) All 45 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 →