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 37 times a week. The timetable below shows the nonstop scheduled at 2h 56m to 3h 10m for the 898 miles. 2LNR checks confirmed upgrade and award space on American Airlines flights on this route, so you can see which departures have space before you book.

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

Updated .

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37
Flights a week, 4-week average
2h 56m to 3h 10m
Scheduled flight time
898 mi
Nonstop distance
Free
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South Portland Gardens to Chicago flight schedule

Scheduled nonstop departures for PWM to ORD starting October 23, 2026, last checked against our schedule feed on October 18, 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
UA 2170United Airlines06:0007:572h 57mBoeing 737-800
AA 4499American Airlines07:0009:043h 4mEmbraer E175
UA 3688United Airlines07:5810:003h 2mEmbraer E175
UA 6046United Airlines11:3513:373h 2mEmbraer E175
AA 4741American Airlines13:0515:073h 2mEmbraer E175
UA 1828United Airlines17:0819:052h 57mBoeing 737 MAX 9
AA 4478American Airlines17:4519:553h 10mEmbraer E175
UA 2170United Airlines06:0007:572h 57mBoeing 737-800
AA 4499American Airlines07:0009:043h 4mEmbraer E175
UA 3688United Airlines07:5810:003h 2mEmbraer E175
UA 6046United Airlines11:3513:373h 2mEmbraer E175
AA 4741American Airlines13:0515:073h 2mEmbraer E175
AA 6437American Airlines16:0418:002h 56mBombardier CRJ-700
UA 1828United Airlines17:0819:052h 57mBoeing 737 MAX 9
AA 4478American Airlines17:4519:553h 10mEmbraer E175
UA 3626United Airlines06:0008:063h 6mEmbraer E175
AA 4499American Airlines07:0009:043h 4mEmbraer E175
UA 646United Airlines08:2910:293hBoeing 737-700
UA 1069United Airlines08:4710:473hBoeing 737-700
UA 1363United Airlines09:4511:422h 57mBoeing 737-700
AA 4741American Airlines13:0515:073h 2mEmbraer E175
UA 1828United Airlines17:0819:052h 57mBoeing 737 MAX 9
AA 4478American Airlines17:4519:553h 10mEmbraer E175
AA 4499American Airlines07:0009:043h 4mEmbraer E175
UA 646United Airlines08:2910:293hBoeing 737-700
UA 1363United Airlines09:4511:422h 57mBoeing 737-700
AA 4741American Airlines13:0515:073h 2mEmbraer E175
UA 1828United Airlines17:0819:052h 57mBoeing 737 MAX 9
AA 4478American Airlines17:4519:553h 10mEmbraer E175
AA 4499American Airlines07:0009:043h 4mEmbraer E175
UA 646United Airlines08:3210:323hBoeing 737-700
UA 1363United Airlines09:4511:422h 57mBoeing 737-700
AA 4741American Airlines13:0515:073h 2mEmbraer E175
UA 1828United Airlines17:0819:052h 57mBoeing 737 MAX 9
AA 4478American Airlines17:4519:553h 10mEmbraer E175
AA 4499American Airlines07:0009:043h 4mEmbraer E175
UA 646United Airlines08:3210:323hBoeing 737-700
UA 1363United Airlines09:4511:422h 57mBoeing 737-700
AA 4741American Airlines13:0515:073h 2mEmbraer E175
UA 1828United Airlines17:0819:052h 57mBoeing 737 MAX 9

Showing the first 40 of 47 scheduled PWM to ORD departures across 7 days with service, starting October 23, 2026. 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 hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure.

See every PWM to ORD date on the interactive map

Aircraft on the South Portland Gardens to Chicago nonstop

In the schedule table on this page, United Airlines flies the Boeing 737-700, the Boeing 737 MAX 9, the Embraer E175, and the Boeing 737-800, and American Airlines flies the Embraer E175 and the Bombardier CRJ-700. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.

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.

American Airlines award space was open on 7 of the 14 South Portland Gardens to Chicago departure dates from October 19 to November 1 that 2LNR checked in the 7 days to October 19, 2026.

See real availability

Confirmed upgrade or award seats by date on the PWM to ORD departures 2LNR tracks, checked against live inventory so you know what's open before you book.

Set an alert

Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're 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. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.

See PWM to ORD on the interactive map →

Frequently asked questions about PWM to ORD

How long is the flight from South Portland Gardens (PWM) to Chicago (ORD)?
Scheduled flight times from South Portland Gardens (PWM) to Chicago (ORD) run from 2h 56m to 3h 10m across the departures in the schedule table on this page. The nonstop covers about 898 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.
Which airlines fly nonstop from PWM to ORD?
United Airlines and American Airlines fly PWM to ORD nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from PWM to ORD?
About 37 nonstop flights a week run between South Portland Gardens (PWM) and Chicago (ORD) 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 06:00 and 17:45, local time at South Portland Gardens. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
Which flights operate PWM to ORD nonstop?
The schedule table on this page lists 12 flight numbers for PWM to ORD nonstops, including UA 646, UA 1363, UA 1828, UA 2170, and UA 3688 on United Airlines, and AA 4478, AA 4499, and AA 4741 on American Airlines. The table lists each departure by date with its times 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's open by date on this route, the next 14 days free on every product and the full horizon on Pro.

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