Nonstop flights from Oklahoma City to Chicago

Southwest Airlines flies this route twice a day.

OKCOklahoma City Will Rogers International

691 mi · 14 flights a week

MDWChicago Midway International

OKCMDW

When they leave

Oklahoma City time

5:15a3:30pFirst departure 5:15 AM, last 3:30 PM

Four in the morning, 5:15 AM to 11:30 AM, then two in the afternoon, 2:45 PM to 3:30 PM.

Every flight

Earliest first

5:15 AM→7:05 AMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
5:25 AM→7:15 AMSouthwest AirlinesBoeing 737 MAX 8Sun
5:45 AM→7:45 AMSouthwest AirlinesBoeing 737Tue, Wed, Sat
11:30 AM→1:40 PMSouthwest AirlinesBoeing 737 MAX 8Sat
2:45 PM→4:35 PMSouthwest AirlinesBoeing 737-700Sun
3:30 PM→5:20 PMSouthwest AirlinesBoeing 737-700Mon, Tue, Wed, Thu, Fri

Schedules last checked Sep 19, 2026. Times are local.

Flying from Oklahoma City to Chicago

Southwest Airlines is the only airline flying nonstop from Oklahoma City to Chicago, twice a day on the Boeing 737 MAX 8, Boeing 737-700 and Boeing 737.

The first arrival in Chicago is at 7:05 AM and the last at 5:20 PM. The flight covers 691 miles.

Flying back, Chicago to Oklahoma City has 14 nonstop flights a week. From Oklahoma City, O'Hare (ORD) is the other Chicago area airport with nonstop flights, 49 a week.