Flights from Chicago to Gulf Shores (MDW → GUF)

MDW
Chicago
Chicago Midway International, USA
GUF
Gulf Shores
Jack Edwards Airport, USA
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No direct flights found. Here are the 8 fastest 1-stop options.
viaNashville(BNA)
MDW→BNA+1h 30mBNA→GUF
3h 1m
viaLouisville(SDF)
MDW→SDF+1h 30mSDF→GUF
3h 4m
viaCincinnati(CVG)
MDW→CVG+1h 30mCVG→GUF
3h 9m
viaKnoxville(TYS)
MDW→TYS+1h 30mTYS→GUF
3h 12m
viaKansas City(MCI)
MDW→MCI+1h 30mMCI→GUF
3h 40m
viaDes Moines(DSM)
MDW→DSM+1h 30mDSM→GUF
3h 41m
viaOmaha(OMA)
MDW→OMA+1h 30mOMA→GUF
3h 59m
viaOklahoma City(OKC)
MDW→OKC+1h 30mOKC→GUF
4h 5m
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 Gulf Shores? Currently, there are no direct flights from MDW to GUF. 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 → Gulf Shores.

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

Try a nearby airport to Chicago

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

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

Or try a nearby airport to Gulf Shores

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

MDW → PNS 50 km from GUF Chicago → Pensacola USA · 29 destinations MDW → MOB 70 km from GUF Chicago → Mobile USA · 5 destinations MDW → VPS 110 km from GUF Chicago → Fort Walton Beach USA · 50 destinations MDW → GPT 135 km from GUF Chicago → Gulfport USA · 8 destinations MDW → ECP 180 km from GUF Chicago → Panama City USA · 21 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 Gulf Shores (GUF)

Appleton (ATW) Belleville (BLV) Bentonville (XNA) Cincinnati (CVG) Des Moines (DSM) Huntsville (HSV) Kansas City (MCI) Knoxville (TYS) All 13 destinations →