Cheap Flights from Chicago to Portland
We've found these cheap flights for you. You can book one-way or return flight tickets.
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Flights from Chicago to Portland Starting at NZD 127
We've found these cheap flights for you. You can book one-way or return flight tickets.
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Round-trip
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One way
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Cheapest nonstop
ORD 07:302h 32mNonstopPWM 11:02Chicago - Portland | Mon, May 5 | United Airlines
PWM 12:082h 50mNonstopORD 13:58Portland - Chicago | Wed, May 7 | American AirlinesNZD 429 NZD 61030% OFF30% OFFNZD 610 NZD 429 -
ORD 07:302h 32mNonstopPWM 11:02Chicago - Portland | Sun, May 18 | United Airlines
PWM 06:002h 53mNonstopORD 07:53Portland - Chicago | Sun, May 25 | United AirlinesNZD 457 NZD 61025% OFF25% OFFNZD 610 NZD 457
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ORD 13:127h 45m1 stopsPWM 21:57Chicago - Portland | Thu, May 1 | Jetblue Airways
PWM 15:208h1 stopsORD 22:20Portland - Chicago | Mon, May 5 | Jetblue AirwaysNZD 249 NZD 61059% OFF59% OFFNZD 610 NZD 249 -
ORD 17:2322h 40m1 stopsPWM 17:03Chicago - Portland | Thu, Apr 17 | Frontier Airlines
PWM 20:0128h 35m1 stopsORD 23:36Portland - Chicago | Thu, Apr 24 | Frontier AirlinesNZD 31648% OFFNZD 610 NZD 316 -
ORD 09:2522h 47m1 stopsPWM 09:12Chicago - Portland | Sat, Apr 5 | Frontier Airlines
PWM 10:129h 52m1 stopsORD 19:04Portland - Chicago | Sat, Apr 12 | Frontier AirlinesNZD 33445% OFFNZD 610 NZD 334
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ORD 09:5422h 18m1 stopsPWM 09:12Chicago - Portland | Fri, Apr 11 | Frontier Airlines
PWM 15:1128h 53m1 stopsORD 19:04Portland - Chicago | Mon, Apr 14 | Frontier AirlinesNZD 33645% OFFNZD 610 NZD 336
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ORD 17:305h 29m1 stopsPWM 23:59Chicago - Portland | Thu, Apr 3 | Delta Air Lines
PWM 05:245h 36m1 stopsORD 10:00Portland - Chicago | Mon, Apr 7 | Delta Air LinesNZD 34943% OFFNZD 610 NZD 349 -
ORD 06:004h 27m1 stopsPWM 11:27Chicago - Portland | Wed, Mar 26 | Delta Air Lines
PWM 16:307h 13m1 stopsORD 22:43Portland - Chicago | Wed, Apr 2 | Delta Air LinesNZD 35242% OFFNZD 610 NZD 352
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ORD 06:454h 24m1 stopsPWM 12:09Chicago - Portland | Thu, Apr 10 | Delta Air Lines
PWM 05:325h 23m1 stopsORD 09:55Portland - Chicago | Wed, Apr 16 | Delta Air LinesNZD 35342% OFFNZD 610 NZD 353
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ORD 09:5422h 18m1 stopsPWM 09:12Chicago - Portland | Fri, Apr 4 | Frontier Airlines
PWM 10:0823h 36m1 stopsORD 08:44Portland - Chicago | Sun, Apr 6 | Frontier AirlinesNZD 35442% OFFNZD 610 NZD 354
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ORD 16:007h 15m1 stopsPWM 00:15Chicago - Portland | Sat, Apr 5 | Southwest Airlines
PWM 10:129h 52m1 stopsORD 19:04Portland - Chicago | Sat, Apr 12 | Frontier AirlinesNZD 36241% OFFNZD 610 NZD 362 -
ORD 08:456h 15m1 stopsPWM 16:00Chicago - Portland | Thu, Apr 17 | Delta Air Lines
PWM 05:207h 43m1 stopsMDW 12:03Portland - Chicago | Thu, Apr 24 | Delta Air LinesNZD 36241% OFFNZD 610 NZD 362
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CHI 13:0017h 25m1 stopsPWM Invalid DateChicago - Portland | Sat, Mar 22 | Normal Airline
PWM 15:006hNonstopCHI 16:00Portland - Chicago | Mon, Mar 24 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
ORD 18:122h 23mNonstopPWM 21:35Chicago - Portland | Thu, Apr 10 | United AirlinesNZD 227 NZD 30726% OFF26% OFFNZD 307 NZD 227
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ORD 07:302h 15mNonstopPWM 10:45Chicago - Portland | Mon, Apr 14 | United AirlinesNZD 230 NZD 30725% OFF25% OFFNZD 307 NZD 230
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ORD 13:127h 45m1 stopsPWM 21:57Chicago - Portland | Tue, May 13 | Jetblue AirwaysNZD 127 NZD 30759% OFF59% OFFNZD 307 NZD 127
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ORD 11:4520h 42m1 stopsPWM 09:27Chicago - Portland | Wed, Apr 2 | Frontier AirlinesNZD 14054% OFFNZD 307 NZD 140
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ORD 11:4520h 42m1 stopsPWM 09:27Chicago - Portland | Wed, Apr 9 | Frontier AirlinesNZD 14752% OFFNZD 307 NZD 147
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ORD 05:0110h 42m1 stopsPWM 16:43Chicago - Portland | Mon, Mar 31 | Frontier AirlinesNZD 15649% OFFNZD 307 NZD 156
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ORD 09:5027h 15m1 stopsPWM 14:05Chicago - Portland | Mon, Apr 14 | Frontier AirlinesNZD 17443% OFFNZD 307 NZD 174
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ORD 14:558h 4m1 stopsPWM 23:59Chicago - Portland | Thu, Apr 3 | Delta Air LinesNZD 18042% OFFNZD 307 NZD 180
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ORD 17:305h 29m1 stopsPWM 23:59Chicago - Portland | Sat, Apr 5 | Delta Air LinesNZD 18141% OFFNZD 307 NZD 181
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ORD 17:305h 29m1 stopsPWM 23:59Chicago - Portland | Mon, Apr 7 | Delta Air LinesNZD 18141% OFFNZD 307 NZD 181
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ORD 17:305h 29m1 stopsPWM 23:59Chicago - Portland | Tue, Apr 8 | Delta Air LinesNZD 18141% OFFNZD 307 NZD 181
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ORD 18:205h 3m1 stopsPWM 00:23Chicago - Portland | Wed, Apr 9 | Delta Air LinesNZD 18141% OFFNZD 307 NZD 181
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CHI 13:0017h 25m1 stopsPWM Invalid DateChicago - Portland | Sat, Mar 22 | 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.
Airlines Flying from Chicago to Portland
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FAQ
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When are flight tickets from Chicago (CHI) to Portland (PWM) the cheapest?
Airlines adjust prices for flights from Chicago to Portland 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 Chicago (CHI) to Portland (PWM) cost?
According to Trip.com's data, the lowest price is around NZD 594. -
How long does it take to fly from Chicago (CHI) to Portland (PWM) and what is the distance?
It takes around 2 hours 24 minutes to fly from Chicago (CHI) to Portland (PWM). -
What are the most popular airlines that fly from Chicago (CHI) to Portland (PWM)?
Airlines with flights from Chicago (CHI) to Portland (PWM): United Airlines and Air New Zealand.
How to find a cheap flight from Chicago to Portland
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 Chicago to Portland. 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
Flight Information from Chicago to Portland
| Cheapest one-way flight price | NZD 127 |
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| Cheapest round-trip ticket price | NZD 382 |
| Off-season for travel | February |
| Peak season for travel | December |
| Flight distance | 1,425.81 km |
| Average flight time | 2 hours 24 minutes |
| Popular airline | United Airlines |