Portland (PDX) to Chicago (ORD) October 2025 Flight Schedule

Flight Portland(PDX) to Chicago(ORD)
CHANGE DIRECTION

Portland International Airport O'Hare International Airport
PDX : Portland , United States ORD : Chicago , United States
UTC-7(DST) UTC-5(DST)

Portland to Chicago Flight Schedule(October 2025)

Flight from Portland(PDX) to Chicago(ORD) is operated by 4 airlines : American Airlines (AA),United Airlines (UA),Alaska Airlines (AS),Southwest Airlines (WN). You can check flight schedules, flight duration, and aircraft types.

Change Direction(ORD to PDX)

Portland (PDX) to Chicago (ORD) Flight Schedule

LastUpdate : 2025/09/01 06:00

Flight Schedule on October 2025 , Direct flight departure from Portland with all airlines , flight number, flight duration, aircraft type.

October 2025
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  • American Airlines [ Show / Hide ]
  • United Airlines [ Show / Hide ]
  • Alaska Airlines [ Show / Hide ]
  • Southwest Airlines [ Show / Hide ]
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Change Direction(ORD to PDX)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
AA2395
American Airlines 		06:07 12:12 4h5m
--WTFSS (Oct 1–5)
737-800 Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Codeshare flight ▼
UA646
United Airlines 		06:30 17:08 8h38m
1 Transfer
------S (Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
07:00 17:08 8h8m
1 Transfer
MT-TF-- (Oct 27–28, Oct 30–31)
UA2145
United Airlines 		07:00 13:08 4h8m
Daily (Oct 1–25)
737-900 Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Codeshare flight ▼
AS324
Alaska Airlines 		07:00 13:11 4h11m
--WT--- (Oct 1–2)
737-900 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
07:00 13:11 4h11m
----F-- (Oct 3)
737-9-MAX
07:00 13:04 4h4m
-----S- (Oct 4, Oct 11, Oct 18)
737-900 (WL)
07:00 13:04 4h4m
MTWT--S (Oct 5–9, Oct 12)
737-9-MAX
07:00 13:04 4h4m
--W-F-- (Oct 10, Oct 15)
737-900 (WL)
07:00 13:04 4h4m
MT-TF-S (Oct 13–14, Oct 16–17, Oct 19)
737-9-MAX
07:00 13:04 4h4m
--W---- (Oct 15, Oct 22)
737-900 (WL)
07:00 13:04 4h4m
MT-TFS- (Oct 20–21, Oct 23–25)
737-9-MAX
07:00 13:09 4h9m
MT-TF-S (Oct 26–28, Oct 30–31)
737-900 (WL)
07:00 13:09 4h9m
--W---- (Oct 29)
737-9-MAX
Codeshare flight ▼
UA2635
United Airlines 		07:00 13:02 4h2m
MTWTF-S (Oct 26–31)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Codeshare flight ▼
UA2074
United Airlines 		08:35 14:43 4h8m
M--T--- (Oct 2, Oct 6, Oct 9, Oct 13, Oct 16, Oct 20, Oct 23)
737-9-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Codeshare flight ▼
AA2889
American Airlines 		10:53 17:05 4h12m
--W---- (Oct 1)
737-800 Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
10:28 16:37 4h9m
---T--- (Oct 2)
737-800
11:19 17:29 4h10m
----FS- (Oct 3–4)
737-800
10:45 17:00 4h15m
------S (Oct 5)
737-800
Codeshare flight ▼
AA987
American Airlines 		10:29 16:42 4h13m
Daily (Oct 6–24)
737-800 Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
11:29 17:42 4h13m
-----S- (Oct 25)
737-800
10:29 16:42 4h13m
MTWT--S (Oct 26–30)
737-800
Codeshare flight ▼
UA534
United Airlines 		10:46 16:54 4h8m
MTWTF-S (Oct 1–3, Oct 5–10, Oct 12–17, Oct 19–24)
737-9-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
10:52 16:54 4h2m
MTWTF-S (Oct 26–31)
737-900
Codeshare flight ▼
AA2515
American Airlines 		13:09 19:25 4h16m
--WTF-S (Oct 1–3, Oct 5)
A321 Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
13:12 19:28 4h16m
-----S- (Oct 4)
A321
13:16 19:33 4h17m
M-WTFSS (Oct 6, Oct 8–13, Oct 15–19)
A321
13:23 19:30 4h7m
-T----- (Oct 7, Oct 14, Oct 21)
737-800
13:16 19:33 4h17m
M-WTFSS (Oct 20, Oct 22–27, Oct 29–30)
A321
13:23 19:30 4h7m
-T----- (Oct 28)
737-800
Codeshare flight ▼
UA1850
United Airlines 		14:15 20:25 4h10m
Daily (Oct 1–25)
A321neo Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Codeshare flight ▼
UA1490
United Airlines 		23:59 06:00(+1) 4h1m
--WTF-S (Oct 1–3, Oct 5)
737-800 Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
23:59 06:00(+1) 4h1m
-----S- (Oct 4, Oct 11, Oct 18)
737-9-MAX
23:59 06:00(+1) 4h1m
M-WTF-S (Oct 6, Oct 8–10, Oct 12)
737-800
22:30 04:31(+1) 4h1m
-T----- (Oct 7)
737-800
23:59 06:00(+1) 4h1m
MTWTF-S (Oct 13–17, Oct 19–24)
737-800
23:59 06:00(+1) 4h1m
-----S- (Oct 25)
737-8-MAX
23:59 05:54(+1) 3h55m
------S (Oct 26)
A321neo
23:59 05:52(+1) 3h53m
MT-TF-- (Oct 27–28, Oct 30–31)
737-8-MAX
23:59 05:54(+1) 3h55m
--W---- (Oct 29)
A319
Codeshare flight ▼
AS376
Alaska Airlines 		22:55 05:00(+1) 4h5m
---TF-- (Oct 2–3)
737-900 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
23:00 05:01(+1) 4h1m
------S (Oct 5)
737-900 (WL)
23:00 05:01(+1) 4h1m
--W-F-- (Oct 8, Oct 10)
737-9-MAX
23:00 05:01(+1) 4h1m
---T--S (Oct 9, Oct 12)
737-900 (WL)
23:00 05:01(+1) 4h1m
--W---S (Oct 15, Oct 19)
737-9-MAX
23:00 05:01(+1) 4h1m
---TF-- (Oct 16–17)
737-900 (WL)
23:00 05:01(+1) 4h1m
--WTF-- (Oct 22, Oct 29–31)
737-9-MAX
Codeshare flight ▼
UA1030
United Airlines 		23:55 14:40(+1) 12h45m
2 Transfers
-----S- (Oct 25)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
AA565
American Airlines 		23:58 05:53(+1) 3h55m
Daily (Oct 6–26, Oct 29–31)
737-800 Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
AA2985
American Airlines 		23:58 06:00(+1) 4h2m
------S (Oct 5)
A321 Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Change Direction(ORD to PDX)
Flight schedules as of September 01, 2025, 06:00 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.

FAQ : Portland to Chicago

How many airlines fly from Portland to Chicago ?
As of October 2025, 4 airlines operate direct flights from Portland (PDX) to Chicago (ORD) : American Airlines , United Airlines , Alaska Airlines , Southwest Airlines.
How far is it from Portland to Chicago?
The distance between Portland (PDX) to Chicago (ORD) is approximately 1,730 miles(2,790km) by air.
What is the time difference between Portland to Chicago?
The time difference between Portland International Airport(Portland) and O'Hare International Airport(Chicago) is +2 hours. Chicago is 2 hours ahead of Portland.Portland is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.