Flight times from Portland to Chicago & schedule

The average flight time from Portland to Chicago is About 5 hours 36 minutes, covering a distance of About 2,816.22 km.

Flight duration

About 5 hours 36 minutes

Flight distance

About 2,816.22 km

Earliest flight

06:07 → 12:12

Latest flight

17:50 → 23:59

How long is the flight from Portland to Chicago?

The flights usually depart from Portland International Airport and arrive at O'Hare International Airport.

See more
Earliest first
Latest first
Delta Air Lines DL2359
PDX 00:40
MSP 05:59
With stops 3.3h
S
M
T
W
T
F
S
Delta Air Lines DL1544
MSP 07:00
ORD 08:34
1.6h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN2678
PDX 06:00
MDW 12:00
Nonstop 4.0h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL662
PDX 06:04
ATL 13:51
With stops 4.8h
S
M
T
W
T
F
S
Delta Air Lines DL2417
ATL 11:00
MDW 11:54
1.9h
S
M
T
W
T
F
S
Check prices
American Airlines AA3329
PDX 07:00
ORD 13:07
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
United Airlines UA1693
PDX 07:00
ORD 13:06
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA6373
PDX 07:02
ORD 13:09
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS324
PDX 07:04
ORD 13:09
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN3780
PDX 08:15
MDW 14:10
Nonstop 3.9h
S
M
T
W
T
F
S
Check prices
United Airlines UA1369
PDX 08:30
ORD 14:38
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Frontier Airlines F92554
PDX 08:57
DEN 12:35
With stops 2.6h
S
M
T
W
T
F
S
Frontier Airlines F92210
DEN 20:58
MDW 00:24
2.4h
S
M
T
W
T
F
S
Check prices
American Airlines AA2515
PDX 10:23
ORD 16:28
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
United Airlines UA462
PDX 10:51
ORD 16:59
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL539
PDX 11:26
ATL 19:02
With stops 4.6h
S
M
T
W
T
F
S
Delta Air Lines DL1076
ATL 20:50
MDW 21:46
1.9h
S
M
T
W
T
F
S
Check prices
Frontier Airlines F91790
PDX 12:52
DEN 16:35
With stops 2.7h
S
M
T
W
T
F
S
Frontier Airlines F92210
DEN 20:58
MDW 00:24
2.4h
S
M
T
W
T
F
S
Check prices
Frontier Airlines F91790
PDX 12:52
DEN 16:35
With stops 2.7h
S
M
T
W
T
F
S
Frontier Airlines F93174
DEN 12:00
ORD 15:34
2.6h
S
M
T
W
T
F
S
Check prices
Frontier Airlines F91790
PDX 12:52
DEN 16:35
With stops 2.7h
S
M
T
W
T
F
S
Frontier Airlines F93172
DEN 20:44
ORD 00:15
2.5h
S
M
T
W
T
F
S
Check prices
American Airlines AA3303
PDX 13:20
ORD 19:18
Nonstop 4.0h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS1016
PDX 13:24
SEA 14:26
With stops 1.0h
S
M
T
W
T
F
S
Alaska Airlines AS941
SEA 15:59
ORD 22:04
4.1h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA6397
PDX 13:24
SEA 14:26
With stops 1.0h
S
M
T
W
T
F
S
Hawaiian Airlines HA6819
SEA 17:50
ORD 23:59
4.2h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS1016
PDX 13:24
SEA 14:26
With stops 1.0h
S
M
T
W
T
F
S
Alaska Airlines AS538
SEA 18:00
ORD 23:59
4.0h
S
M
T
W
T
F
S
Check prices
See all
United Airlines UA1490
PDX 23:59
ORD 06:00
Nonstop 4.0h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA6374
PDX 23:00
ORD 05:04
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS376
PDX 23:00
ORD 05:04
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL704
PDX 22:58
DTW 06:09
With stops 4.2h
S
M
T
W
T
F
S
Delta Air Lines DL3858
DTW 08:25
MDW 08:42
1.3h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL888
PDX 21:45
ATL 05:29
With stops 4.7h
S
M
T
W
T
F
S
Delta Air Lines DL1178
ATL 07:25
ORD 08:34
2.1h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL888
PDX 21:45
ATL 05:29
With stops 4.7h
S
M
T
W
T
F
S
Delta Air Lines DL1063
ATL 08:55
MDW 09:50
1.9h
S
M
T
W
T
F
S
Check prices
Spirit Airlines NK2083
PDX 20:18
LAS 22:32
With stops 2.2h
S
M
T
W
T
F
S
Spirit Airlines NK2070
LAS 15:50
ORD 21:32
3.7h
S
M
T
W
T
F
S
Check prices
Spirit Airlines NK2083
PDX 20:18
LAS 22:32
With stops 2.2h
S
M
T
W
T
F
S
Spirit Airlines NK2079
LAS 06:49
ORD 12:31
3.7h
S
M
T
W
T
F
S
Check prices
Spirit Airlines NK1680
PDX 19:52
LAS 22:13
With stops 2.4h
S
M
T
W
T
F
S
Spirit Airlines NK2070
LAS 15:50
ORD 21:32
3.7h
S
M
T
W
T
F
S
Check prices
Spirit Airlines NK1680
PDX 19:52
LAS 22:13
With stops 2.4h
S
M
T
W
T
F
S
Spirit Airlines NK2079
LAS 06:49
ORD 12:31
3.7h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS370
PDX 17:50
ORD 00:04
Nonstop 4.2h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA4829
PDX 17:40
ORD 23:50
Nonstop 4.2h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL4065
PDX 15:19
SEA 16:30
With stops 1.2h
S
M
T
W
T
F
S
Delta Air Lines DL2108
SEA 17:45
ORD 23:47
4.0h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS3380
PDX 14:30
SEA 15:33
With stops 1.1h
S
M
T
W
T
F
S
Alaska Airlines AS538
SEA 18:00
ORD 23:59
4.0h
S
M
T
W
T
F
S
Check prices
United Airlines UA740
PDX 14:15
ORD 20:25
Nonstop 4.2h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS1016
PDX 13:24
SEA 14:26
With stops 1.0h
S
M
T
W
T
F
S
Alaska Airlines AS941
SEA 15:59
ORD 22:04
4.1h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA6397
PDX 13:24
SEA 14:26
With stops 1.0h
S
M
T
W
T
F
S
Hawaiian Airlines HA6819
SEA 17:50
ORD 23:59
4.2h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS1016
PDX 13:24
SEA 14:26
With stops 1.0h
S
M
T
W
T
F
S
Alaska Airlines AS538
SEA 18:00
ORD 23:59
4.0h
S
M
T
W
T
F
S
Check prices
American Airlines AA3303
PDX 13:20
ORD 19:18
Nonstop 4.0h
S
M
T
W
T
F
S
Check prices
Frontier Airlines F91790
PDX 12:52
DEN 16:35
With stops 2.7h
S
M
T
W
T
F
S
Frontier Airlines F92210
DEN 20:58
MDW 00:24
2.4h
S
M
T
W
T
F
S
Check prices
See all
Southwest Airlines WN2678
PDX 06:00
MDW 12:00
Nonstop 4.0h
S
M
T
W
T
F
S
Check prices
American Airlines AA3329
PDX 07:00
ORD 13:07
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
United Airlines UA1693
PDX 07:00
ORD 13:06
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA6373
PDX 07:02
ORD 13:09
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS324
PDX 07:04
ORD 13:09
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN3780
PDX 08:15
MDW 14:10
Nonstop 3.9h
S
M
T
W
T
F
S
Check prices
United Airlines UA1369
PDX 08:30
ORD 14:38
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
American Airlines AA2515
PDX 10:23
ORD 16:28
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
United Airlines UA462
PDX 10:51
ORD 16:59
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
American Airlines AA3303
PDX 13:20
ORD 19:18
Nonstop 4.0h
S
M
T
W
T
F
S
Check prices
United Airlines UA740
PDX 14:15
ORD 20:25
Nonstop 4.2h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA4829
PDX 17:40
ORD 23:50
Nonstop 4.2h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS370
PDX 17:50
ORD 00:04
Nonstop 4.2h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA6374
PDX 23:00
ORD 05:04
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS376
PDX 23:00
ORD 05:04
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
United Airlines UA1490
PDX 23:59
ORD 06:00
Nonstop 4.0h
S
M
T
W
T
F
S
Check prices
See all
United Airlines UA1490
PDX 23:59
ORD 06:00
Nonstop 4.0h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA6374
PDX 23:00
ORD 05:04
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS376
PDX 23:00
ORD 05:04
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS370
PDX 17:50
ORD 00:04
Nonstop 4.2h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA4829
PDX 17:40
ORD 23:50
Nonstop 4.2h
S
M
T
W
T
F
S
Check prices
United Airlines UA740
PDX 14:15
ORD 20:25
Nonstop 4.2h
S
M
T
W
T
F
S
Check prices
American Airlines AA3303
PDX 13:20
ORD 19:18
Nonstop 4.0h
S
M
T
W
T
F
S
Check prices
United Airlines UA462
PDX 10:51
ORD 16:59
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
American Airlines AA2515
PDX 10:23
ORD 16:28
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
United Airlines UA1369
PDX 08:30
ORD 14:38
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN3780
PDX 08:15
MDW 14:10
Nonstop 3.9h
S
M
T
W
T
F
S
Check prices
Alaska Airlines AS324
PDX 07:04
ORD 13:09
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Hawaiian Airlines HA6373
PDX 07:02
ORD 13:09
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
American Airlines AA3329
PDX 07:00
ORD 13:07
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
United Airlines UA1693
PDX 07:00
ORD 13:06
Nonstop 4.1h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN2678
PDX 06:00
MDW 12:00
Nonstop 4.0h
S
M
T
W
T
F
S
Check prices
See all

Top airlines for flights from Portland to Chicago

Multiple airlines provide flights from Portland to Chicago. The best rated one is Alaska Airlines with an average rating of 10.0.

See more
Alaska Airlines
Alaska Airlines
User rating: 10.0

FAQs about flight schedules from Portland to Chicago

  • When are flight tickets from Portland (PDX) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Portland to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • It takes around 4 hours 1 minute to fly from Portland (PDX) to Chicago (CHI).