Owensboro to Chicago (OWB-ORD): nonstop upgrade & award space

United Airlines and Contour Airlines fly the OWB to ORD nonstop about 7 times a week. That's enough service to give you a real choice of departures, though premium seats don't sit unclaimed for long. 2LNR watches every OWB to ORD departure for confirmed upgrade and award space and can alert you when a date you're tracking opens up.

Data current as of , refreshed on an ongoing basis as new schedules and seats are confirmed.

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7
Nonstop flights a week
295 mi
Nonstop distance
Free
To get started

Owensboro to Chicago flight schedule

Scheduled nonstop departures for OWB to ORD, last checked against our schedule feed on September 6, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Schedule data dated .

Scheduled nonstop departures from Owensboro (OWB) to Chicago (ORD)
Date Flight Airline Departs OWB Arrives ORD Duration Aircraft
LF 3093Contour Airlines09:0010:501h 50mCRJ
LF 3093Contour Airlines09:0010:501h 50mCRJ
LF 3093Contour Airlines09:0010:501h 50mCRJ
LF 3093Contour Airlines09:0010:501h 50mCRJ
LF 3093Contour Airlines09:0010:501h 50mCRJ
LF 3093Contour Airlines09:0010:501h 50mCRJ
LF 3093Contour Airlines09:0010:501h 50mCRJ

Showing all 7 scheduled OWB to ORD departures across the next 7 days with service. Later dates are on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline has not filed that value in the schedule data we hold. Aircraft are IATA equipment codes as filed, and can change up to departure.

See every OWB to ORD date on the interactive map

Confirmed upgrade & award space on every OWB to ORD departure

2LNR tracks confirmed upgrade and award availability on American, Delta, and Alaska and across more than 25 airlines, segment by segment, date by date. Open the calendar for Owensboro to Chicago to see which departures have real space, or watch the route and get alerted when space opens.

See real availability

Confirmed upgrade and award seats on each OWB to ORD departure, checked against live inventory so you know what is open before you book.

Set an alert

Premium inventory turns over fast. Watch this route and 2LNR notifies you when space appears on a date you are tracking.

Plan on the map

See OWB to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Owensboro to Chicago nonstop

Carriers operating OWB to ORD nonstop in the current schedule. 2LNR tracks confirmed upgrade and award space on each of them.

See OWB to ORD on the interactive map →

Frequently asked questions about OWB to ORD

How far is Chicago from Owensboro?
OWB to ORD covers about 295 miles nonstop. Flight times vary by aircraft and season; the schedule table on this page lists each scheduled departure with its own times.
Which airlines fly nonstop from OWB to ORD?
United Airlines and Contour Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on both of them.
How many flights a week are there from OWB to ORD?
About 7 nonstop flights a week run between Owensboro and Chicago in the current schedule, operated by United Airlines and Contour Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from OWB to ORD depart?
In the next 7 days with service, every scheduled OWB to ORD nonstop leaves at 09:00 local time at Owensboro. The schedule table on this page lists each departure by date.
How do I check upgrade or award availability on OWB to ORD?
Open the OWB to ORD route on the interactive map to see confirmed upgrade and award space by date. You can also set an alert on the Owensboro to Chicago route, and 2LNR will notify you when space opens. It's free to start.

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