South Portland Gardens to Chicago (PWM-ORD): nonstop upgrade & award space

United Airlines and American Airlines fly nonstop between South Portland Gardens (PWM) and Chicago (ORD), roughly 64 times a week. With United Airlines running most of the schedule, the shape of a week is predictable, which makes an open premium seat on a given date easy to spot and quick to lose. 2LNR tracks confirmed upgrade and award space on American Airlines, on every PWM to ORD departure, so you know which flights have space before you book.

Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.

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64
Nonstop flights a week
898 mi
Nonstop distance
Free
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South Portland Gardens to Chicago flight schedule

Scheduled nonstop departures for PWM 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 South Portland Gardens (PWM) to Chicago (ORD)
Date Flight Airline Departs PWM Arrives ORD Duration Aircraft
AA 4499American Airlines06:0208:103h 8mE75
UA 723United Airlines06:0308:002h 57m7M8
UA 3534United Airlines07:4009:433h 3mE7W
UA 3544United Airlines08:2610:293h 3mE7W
AA 2717American Airlines14:0315:592h 56m319
UA 1182United Airlines17:0019:003h7M8
UA 1828United Airlines17:0319:002h 57m7M9
AA 4741American Airlines17:3819:593h 21mE75
UA 723United Airlines06:0308:002h 57m7M8
AA 4499American Airlines06:3008:383h 8mE75
UA 3534United Airlines07:4009:433h 3mE7W
AA 2717American Airlines14:0315:592h 56m319
UA 1182United Airlines17:0019:003h7M8
UA 1828United Airlines17:0319:002h 57m7M9
AA 4741American Airlines17:3819:593h 21mE75
UA 723United Airlines06:0308:002h 57m7M8
AA 4499American Airlines06:3008:383h 8mE75
UA 3534United Airlines07:4009:433h 3mE7W
UA 3544United Airlines08:0010:013h 1mE7W
AA 2717American Airlines14:0315:592h 56m319
UA 1182United Airlines17:0019:003h7M8
UA 1828United Airlines17:0319:002h 57m7M9
AA 4741American Airlines17:3819:593h 21mE75
UA 723United Airlines06:0308:002h 57m7M8
AA 4499American Airlines06:3008:383h 8mE75
UA 3534United Airlines07:4009:433h 3mE7W
UA 3544United Airlines08:0010:033h 3mE7W
AA 2717American Airlines14:0315:592h 56m319
UA 1828United Airlines16:5718:542h 57m7M9
UA 1182United Airlines17:0019:003h7M8
AA 4741American Airlines17:3819:593h 21mE75
UA 723United Airlines06:0308:002h 57m7M8
UA 3534United Airlines07:4009:433h 3mE7W
UA 3544United Airlines08:0010:013h 1mE7W
AA 2717American Airlines14:0315:592h 56m319
UA 1182United Airlines17:0019:003h7M8
UA 1828United Airlines17:0319:002h 57m7M9
AA 4741American Airlines17:3819:593h 21mE75
UA 723United Airlines06:0308:002h 57m7M8
AA 4499American Airlines06:3008:383h 8mE75

Showing the first 40 of 54 scheduled PWM to ORD departures across the next 7 days with service. Every remaining date is 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 PWM to ORD date on the interactive map

Confirmed upgrade & award space on PWM to ORD departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for South Portland Gardens to Chicago to see which departures have space, the next 14 days free on every product and the full horizon on Pro.

See real availability

Confirmed upgrade and award seats on each PWM 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 PWM to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying South Portland Gardens to Chicago nonstop

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

See PWM to ORD on the interactive map →

Frequently asked questions about PWM to ORD

How far is Chicago from South Portland Gardens?
PWM to ORD covers about 898 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 PWM to ORD?
United Airlines and American Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from PWM to ORD?
About 64 nonstop flights a week run between South Portland Gardens and Chicago in the current schedule, operated by United Airlines and American Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from PWM to ORD depart?
Scheduled PWM to ORD nonstops in the next 7 days with service leave between 06:02 and 17:38, local time at South Portland Gardens. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
How do I check upgrade or award availability on PWM to ORD?
Open the PWM to ORD route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.

Never miss PWM to ORD upgrade or award space

See what is open by date on this route, the next 14 days free on every product and the full horizon on Pro.

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