Flights from Chicago to Orlando (MDW → SFB)

MDW
Chicago
Chicago Midway International, USA
SFB
Orlando
Orlando Sanford Intl, USA
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No direct flights found. Here are the 18 fastest 1-stop options.
viaIndianapolis(IND)
MDW→IND+1h 30mIND→SFB
3h 20m
viaLouisville(SDF)
MDW→SDF+1h 30mSDF→SFB
3h 20m
viaKnoxville(TYS)
MDW→TYS+1h 30mTYS→SFB
3h 20m
viaAsheville(AVL)
MDW→AVL+1h 30mAVL→SFB
3h 22m
viaCincinnati(CVG)
MDW→CVG+1h 30mCVG→SFB
3h 22m
viaNashville(BNA)
MDW→BNA+1h 30mBNA→SFB
3h 23m
viaGrand Rapids(GRR)
MDW→GRR+1h 30mGRR→SFB
3h 39m
viaMemphis(MEM)
MDW→MEM+1h 30mMEM→SFB
3h 41m
viaPittsburgh(PIT)
MDW→PIT+1h 30mPIT→SFB
3h 47m
viaDes Moines(DSM)
MDW→DSM+1h 30mDSM→SFB
4h 13m
viaTulsa(TUL)
MDW→TUL+1h 30mTUL→SFB
4h 29m
viaOmaha(OMA)
MDW→OMA+1h 30mOMA→SFB
4h 34m
viaWichita(ICT)
MDW→ICT+1h 30mICT→SFB
4h 44m
viaOklahoma City(OKC)
MDW→OKC+1h 30mOKC→SFB
4h 48m
viaAlbany(ALB)
MDW→ALB+1h 30mALB→SFB
4h 50m
viaAustin(AUS)
MDW→AUS+1h 30mAUS→SFB
5h 13m
viaPunta Cana(PUJ)
MDW→PUJ+1h 30mPUJ→SFB
7h 16m
viaLas Vegas(LAS)
MDW→LAS+1h 30mLAS→SFB
8h 13m
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 Chicago to Orlando? Currently, there are no direct flights from MDW to SFB. 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 Chicago → Orlando.

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

Try a nearby airport to Chicago

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

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

Or try a nearby airport to Orlando

Flights from Chicago (MDW) to other airports within 350 km of Orlando.

MDW → MCO 39 km from SFB Chicago → Orlando USA · 172 destinations MDW → DAB 49 km from SFB Chicago → Daytona Beach USA · 11 destinations MDW → MLB 96 km from SFB Chicago → Melbourne USA · 5 destinations MDW → LAL 115 km from SFB Chicago → Lakeland USA · 9 destinations MDW → GNV 143 km from SFB Chicago → Gainesville USA · 7 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 →

Other flights from Orlando (SFB)

Akron (CAK) Albany (ALB) Allentown (ABE) Appleton (ATW) Asheville (AVL) Atlantic City (ACY) Austin (AUS) Bangor (BGR) All 67 destinations →