Chicago to Guantanamo Bay Naval Station (ORD–NBW) — Airlines, Schedules & Connections
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No nonstop flights on this route. connecting options below.
ORD–NBW is served by 1 airline with nonstop service. United Airlines leads the route. The flight covers 1,696 miles in approximately 4h 10m. Beyond nonstop, 2 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| UA United Airlines | 1 | – | – | Star Alliance | – |
Connection Landscape
On-Time Performance
Travel Essentials
ORD: CDT · NBW: CDT
When it's 6:00 PM in Chicago, it's 7:00 PM in Guantanamo Bay Naval Station.
Cuba does not require a visa from US passport holders, but the US restricts travel to Cuba under OFAC regulations. US citizens must qualify under one of 12 authorized travel categories (such as Support for the Cuban People, journalism, or educational activities). General tourism is not permitted. A Cuban Tourist Card is also required, available through airlines or travel agencies for around USD 50 to USD 100.
Passport must be valid for at least 6 months beyond the date of entry. US travelers should document their qualifying category and keep records for at least 5 years. Stays are allowed up to 30 days with one 30-day extension available.
CTA Blue Line runs 24/7 from downtown Loop stations to O'Hare (45 min, $5). Pace buses serve suburbs. Ride-shares cost $35–55 from downtown depending on traffic; add 30+ minutes during rush hour on the Kennedy Expressway.Economy parking lots E/F connect via ATS people mover. Terminal 5 (international) is separate from Terminals 1–3; allow extra time for inter-terminal transfers.
ORD–NBW Quick Facts
Frequently Asked Questions
Flights from ORD to NBW
Chicago O'Hare International Airport (ORD) and Leeward Point Field (NBW) are connected by nonstop service from United Airlines. With 1 weekly departures, this is a regularly served route.
ORD to NBW Flight Duration and Schedule
Nonstop flight time from ORD to NBW ranges from 4 hours 10 minutes. The route covers a distance of 1,696 miles (2,730 km).
Connecting Options and Alternatives
2 one-stop connections are available, with the fastest taking approximately 5 hours via NIP.