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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 $527 3 $527 4 $527
5 $527 6 $527 7 $402 8 $402 9 $483 10 $506 11 $423
12 $345 13 $483 14 $402 15 $363 16 $402 17 $315 18 $319
19 $483 20 $272 21
$272
22
$272
23 $402 24 $402 25 $402
26 $638 27 $402 28 $402 29 $360 30 $343 31 $402  
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 6:00 am 7:35 am Oct 7 - Oct 21
3617 6:00 am 7:35 am Oct 2 - Oct 17
3617 6:00 am 7:35 am Oct 20 - Oct 24
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
3627 7:00 am 8:52 am Nov 3 - Nov 15
3634 7:00 am 8:52 am Oct 26 - Oct 29
3634 7:00 am 8:52 am Nov 2 - Nov 5
5939 7:15 am 8:55 am Oct 14 - Oct 14
5939 7:25 am 9:05 am Sep 30 - Oct 12
5939 7:25 am 9:05 am Oct 21 - Oct 25
5939 7:25 am 9:05 am Oct 13 - Oct 20
6069 11:24 am 1:20 pm Nov 3 - Nov 24
6069 11:24 am 1:20 pm Oct 27 - Oct 30
3646 11:25 am 1:15 pm Nov 1 - Nov 1
3646 11:25 am 1:15 pm Nov 8 - Nov 22
3646 11:30 am 1:05 pm Sep 30 - Oct 24
3702 11:37 am 1:12 pm Oct 11 - Oct 25
5692 11:44 am 1:40 pm Nov 2 - Nov 23
5975 11:44 am 1:40 pm Oct 26 - Oct 26
6069 12:29 pm 2:25 pm Oct 31 - Oct 31
4230 2:32 pm 4:12 pm Sep 30 - Oct 21
4230 2:42 pm 4:22 pm Oct 1 - Oct 24
4230 3:17 pm 4:57 pm Oct 4 - Oct 25
3702 5:10 pm 6:46 pm Oct 22 - Oct 24
3702 5:10 pm 6:46 pm Oct 1 - Oct 21
3702 5:48 pm 7:34 pm Oct 26 - Oct 30
3702 5:48 pm 7:34 pm Nov 2 - Nov 23