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Cheap Flights from Portland to Chicago (PWM - CHI)

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1 adult
Note: some airlines charge for infants in laps.
The price shown for each flight will be the average for all passengers including any infants.
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Best fares from PWM to CHI (Found by others)

Sun Mon Tue Wed Thu Fri Sat
      1 $527 2 $402 3 $588 4 $588
5 $456 6 $434 7 $290 8 $272 9 $402 10 $457 11 $272
12
$272
13 $472 14 $402 15
$402
16 $542 17 $402 18 $402
19 $472 20
$472
21 $250 22
$250
23 $542 24 $402 25 $485
26
$485
27 $402 28 $542 29
$542
30 $319 31 $319  
KAYAK searches hundreds of sites to find the best rate for your next flight from Portland to Chicago. Get the best flight deal for your Chicago trip!
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Select an airline:  United
Direct flights PWM to CHI on United
Flight # Depart PWM Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3616 5:40 am 7:15 am Sep 23 - Sep 30
3617 5:40 am 7:15 am Sep 22 - Sep 29
3627 5:55 am 7:30 am Sep 21 - Sep 28
3616 6:00 am 7:35 am Oct 7 - Oct 21
3617 6:00 am 7:35 am Oct 20 - Oct 24
3617 6:00 am 7:35 am Oct 2 - Oct 17
3627 6:00 am 7:35 am Oct 5 - Oct 25
3645 6:00 am 7:35 am Oct 1 - Oct 22
3627 7:00 am 8:52 am Oct 27 - Nov 1
3634 7:00 am 8:52 am Oct 26 - Oct 29
5939 7:15 am 8:55 am Oct 14 - Oct 14
5939 7:15 am 8:55 am Oct 6 - Oct 6
5939 7:25 am 9:05 am Oct 13 - Oct 20
5939 7:25 am 9:05 am Oct 2 - Oct 12
5939 7:25 am 9:05 am Sep 20 - Oct 1
5939 7:25 am 9:05 am Oct 21 - Oct 25
6069 11:24 am 1:20 pm Oct 27 - Oct 30
3646 11:30 am 1:05 pm Sep 21 - Oct 24
3702 11:30 am 1:05 pm Oct 4 - Oct 4
3702 11:37 am 1:12 pm Oct 11 - Oct 25
3702 11:37 am 1:12 pm Sep 27 - Sep 27
5975 11:44 am 1:40 pm Oct 26 - Oct 26
4230 2:32 pm 4:12 pm Sep 23 - Oct 21
4230 2:42 pm 4:22 pm Sep 21 - Oct 24
4230 3:17 pm 4:57 pm Sep 20 - Oct 25
3702 5:10 pm 6:46 pm Oct 1 - Oct 21
3702 5:10 pm 6:46 pm Oct 22 - Oct 24
3702 5:25 pm 7:01 pm Sep 22 - Sep 30
3702 5:48 pm 7:34 pm Oct 26 - Oct 30