Flights from Chicago to Guantanamo (MDW → GAO)

MDW
Chicago
Chicago Midway International, USA
GAO
Guantanamo
Mariana Grajales, Cuba
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No direct or convenient 1-stop flights found between Chicago and Guantanamo. Try exploring routes from each airport individually.

Frequently asked questions

Are there direct flights from Chicago to Guantanamo? Currently, there are no direct flights from MDW to GAO. 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 → Guantanamo.

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

Try a nearby airport to Chicago

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

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

Or try a nearby airport to Guantanamo

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

MDW → SCU 72 km from GAO Chicago → Santiago Cuba · 6 destinations MDW → HOG 143 km from GAO Chicago → Holguin Cuba · 6 destinations MDW → KIN 294 km from GAO Chicago → Kingston Jamaica · 20 destinations MDW → CAP 312 km from GAO Chicago → Cap Haitien Haiti · 11 destinations MDW → MBJ 339 km from GAO Chicago → Montego Bay Jamaica · 46 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 Guantanamo (GAO)

Havana (HAV) All 1 destinations →