Cheap flight from Portland to Chicago from PHP 5,577
Here are our top budget-friendly flights, offering flexible one-way or round-trip options. Additional flights with other timings and airlines are also available.
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Flights from Portland to Chicago
Cheap flight deals from Portland to Chicago
Here are our top budget-friendly flights, offering flexible one-way or round-trip options. Additional flights with other timings and airlines are also available.
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Round-trip
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One way
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Cheapest nonstop
PWM 6:00 AM2h 53mNonstopORD 7:53 AMPortland - Chicago | Fri, Jun 6 | United Airlines
ORD 11:05 AM2h 26mNonstopPWM 2:31 PMChicago - Portland | Mon, Jun 9 | United AirlinesPHP 13,086 PHP 15,12113% OFF13% OFFPHP 15,121 PHP 13,086 -
PWM 6:00 AM2h 53mNonstopORD 7:53 AMPortland - Chicago | Fri, May 23 | United Airlines
ORD 9:48 AM2h 30mNonstopPWM 1:18 PMChicago - Portland | Sun, May 25 | American AirlinesPHP 13,458 PHP 15,12111% OFF11% OFFPHP 15,121 PHP 13,458
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PWM 5:30 AM7h 23m1 stopsMDW 11:53 AMPortland - Chicago | Sat, May 31 | Delta Air Lines
MDW 4:15 PM6h 44m1 stopsPWM 11:59 PMChicago - Portland | Sat, May 31 | Delta Air LinesPHP 11,578 PHP 15,12123% OFF23% OFFPHP 15,121 PHP 11,578 -
PWM 6:05 AM5h 7m1 stopsORD 10:12 AMPortland - Chicago | Sun, May 25 | Delta Air Lines
ORD 6:00 AM5h 35m1 stopsPWM 12:35 PMChicago - Portland | Thu, May 29 | Delta Air LinesPHP 11,57823% OFFPHP 15,121 PHP 11,578
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PWM 5:35 PM5h 46m1 stopsORD 10:21 PMPortland - Chicago | Wed, Jun 25 | Delta Air Lines
ORD 5:59 PM5h 27m1 stopsPWM 12:26 AMChicago - Portland | Wed, Jul 2 | Delta Air LinesPHP 11,92621% OFFPHP 15,121 PHP 11,926
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PWM 5:00 PM4h 21m1 stopsORD 8:21 PMPortland - Chicago | Thu, May 29 | Delta Air Lines
ORD 9:00 AM6h 3m1 stopsPWM 4:03 PMChicago - Portland | Sun, Jun 1 | Delta Air LinesPHP 11,95721% OFFPHP 15,121 PHP 11,957
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PWM 6:56 PM6h 3m1 stopsORD 11:59 PMPortland - Chicago | Wed, Jul 2 | Delta Air Lines
ORD 11:00 AM4h 11m1 stopsPWM 4:11 PMChicago - Portland | Mon, Jul 7 | Delta Air LinesPHP 12,00421% OFFPHP 15,121 PHP 12,004
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PWM 6:56 PM6h 2m1 stopsORD 11:58 PMPortland - Chicago | Mon, Jun 9 | Delta Air Lines
ORD 5:35 AM5h 15m1 stopsPWM 11:50 AMChicago - Portland | Wed, Jun 11 | Delta Air LinesPHP 12,12020% OFFPHP 15,121 PHP 12,120
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PWM 1:07 PM5h 55m1 stopsMDW 6:02 PMPortland - Chicago | Thu, Jul 10 | Delta Air Lines
ORD 9:25 AM5h 46m1 stopsPWM 4:11 PMChicago - Portland | Mon, Jul 14 | Delta Air LinesPHP 12,25119% OFFPHP 15,121 PHP 12,251
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PWM 6:00 AM7h 29m1 stopsORD 12:29 PMPortland - Chicago | Sat, Jun 21 | Delta Air Lines
MDW 10:26 AM6h 35m1 stopsPWM 6:01 PMChicago - Portland | Tue, Jun 24 | Delta Air LinesPHP 12,27419% OFFPHP 15,121 PHP 12,274
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PWM 12:49 PM6h 14m1 stopsORD 6:03 PMPortland - Chicago | Mon, Jun 16 | Delta Air Lines
ORD 7:05 AM3h 59m1 stopsPWM 12:04 PMChicago - Portland | Mon, Jun 23 | Delta Air LinesPHP 12,28219% OFFPHP 15,121 PHP 12,282
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PWM 6:30 AM7h 17m1 stopsORD 12:47 PMPortland - Chicago | Tue, Jun 17 | Delta Air Lines
ORD 6:27 PM5h 19m1 stopsPWM 12:46 AMChicago - Portland | Tue, Jun 17 | Delta Air LinesPHP 12,28219% OFFPHP 15,121 PHP 12,282
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PWM 1:00 PM17h 25m1 stopsCHI Invalid DatePortland - Chicago | Fri, May 16 | Normal Airline
CHI 3:00 PM6hNonstopPWM 4:00 PMChicago - Portland | Sun, May 18 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
PWM 11:40 AM3h 3mNonstopORD 1:43 PMPortland - Chicago | Sat, May 24 | United AirlinesPHP 6,721 PHP 11,81043% OFF43% OFFPHP 11,810 PHP 6,721
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PWM 6:10 AM2h 55mNonstopORD 8:05 AMPortland - Chicago | Fri, Jul 4 | United AirlinesPHP 6,830 PHP 11,81042% OFF42% OFFPHP 11,810 PHP 6,830
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PWM 5:30 AM7h 23m1 stopsMDW 11:53 AMPortland - Chicago | Wed, May 21 | Delta Air LinesPHP 5,577 PHP 11,81053% OFF53% OFFPHP 11,810 PHP 5,577
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PWM 6:00 AM6h 56m1 stopsMDW 11:56 AMPortland - Chicago | Tue, Jul 1 | Delta Air LinesPHP 5,76251% OFFPHP 11,810 PHP 5,762
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PWM 5:30 AM7h 23m1 stopsMDW 11:53 AMPortland - Chicago | Sat, May 31 | Delta Air LinesPHP 5,77051% OFFPHP 11,810 PHP 5,770
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PWM 1:30 PM8h 50m1 stopsORD 9:20 PMPortland - Chicago | Fri, May 30 | Delta Air LinesPHP 5,77851% OFFPHP 11,810 PHP 5,778
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PWM 4:57 PM8h 7m1 stopsORD 12:04 AMPortland - Chicago | Sat, May 31 | Frontier AirlinesPHP 5,79351% OFFPHP 11,810 PHP 5,793 -
PWM 5:30 AM7h 23m1 stopsMDW 11:53 AMPortland - Chicago | Sun, Jun 1 | Delta Air LinesPHP 5,94050% OFFPHP 11,810 PHP 5,940
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PWM 1:15 PM6h 26m1 stopsMDW 6:41 PMPortland - Chicago | Sat, Jun 21 | Delta Air LinesPHP 6,11848% OFFPHP 11,810 PHP 6,118
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PWM 11:44 AM6h 56m1 stopsMDW 5:40 PMPortland - Chicago | Fri, Jun 13 | Delta Air LinesPHP 6,13448% OFFPHP 11,810 PHP 6,134
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PWM 1:53 PM6h 15m1 stopsORD 7:08 PMPortland - Chicago | Tue, Jun 24 | Delta Air LinesPHP 6,17248% OFFPHP 11,810 PHP 6,172
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PWM 9:29 PM27h 3m1 stopsORD 11:32 PMPortland - Chicago | Thu, May 15 | Frontier AirlinesPHP 10,51111% OFFPHP 11,810 PHP 10,511
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PWM 1:00 PM17h 25m1 stopsCHI Invalid DatePortland - Chicago | Fri, May 16 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Portland (PWM) 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. -
How much do flights from Portland (PWM) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around PHP 20,989. -
How long does it take to fly from Portland (PWM) to Chicago (CHI) and what is the distance?
It takes around 2 hours 55 minutes to fly from Portland (PWM) to Chicago (CHI). -
What are the most popular airlines that fly from Portland (PWM) to Chicago (CHI)?
Airlines with flights from Portland (PWM) to Chicago (CHI): United Airlines, Emirates, Qatar Airways, Air New Zealand and American Airlines.
How to find a cheap flight from Portland to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Portland to Chicago. Book your flights at the right time and save more.
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
Compare Flight Prices
Compare prices on travel agency and airline websites.
Look Out for Deals
Check airline and travel agency websites for latest flight deals
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flying from Portland to Chicago
| Cheapest one-way flight price | PHP 5,576 |
|---|---|
| Cheapest round-trip ticket price | PHP 12,791 |
| Off-season for travel | March |
| Peak season for travel | February |
| Flight distance | 1,425.81 km |
| Average flight time | 2 hours 55 minutes |
| Popular airline | Delta Air Lines |
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