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Flights from Chicago to Portland
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Chicago to Portland - Flights Starting at US$32
Book one-way or return flights from Chicago to Portland from as little as US$32. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- ORD20:004h 30mDirectPDX22:30Wed, May 8|Chicago - Portland|Spirit AirlinesUS$32US$8361% OFF61% OFFUS$83US$32
- ORD20:004h 30mDirectPDX22:30Wed, May 29|Chicago - Portland|Spirit AirlinesUS$34US$8360% OFF60% OFFUS$83US$34
- ORD20:264h 27mDirectPDX22:53Wed, Jun 5|Chicago - Portland|Spirit AirlinesUS$34US$8360% OFF60% OFFUS$83US$34
- ORD20:004h 30mDirectPDX22:30Sat, May 25|Chicago - Portland|Spirit AirlinesUS$53US$53
- ORD20:264h 27mDirectPDX22:53Wed, Jun 12|Chicago - Portland|Spirit AirlinesUS$54US$54
- ORD20:004h 30mDirectPDX22:30Sat, May 11|Chicago - Portland|Spirit AirlinesUS$54US$54
- ORD20:004h 30mDirectPDX22:30Wed, May 22|Chicago - Portland|Spirit AirlinesUS$54US$54
- ORD20:004h 30mDirectPDX22:30Sat, Jun 1|Chicago - Portland|Spirit AirlinesUS$54US$54
- ORD20:004h 30mDirectPDX22:30Wed, May 15|Chicago - Portland|Spirit AirlinesUS$58US$58
- ORD21:3415h 31m1 stopPDX11:05Tue, May 7|Chicago - Portland|Spirit AirlinesUS$61US$61
- CHI13:003h 5mDirectPDX14:00Sat, May 4|Chicago - Portland|Spirit AirlinesFind More FlightsFind More Flights
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.
Cheapest airlines flights from Chicago to Portland
View airlines operating flights from Chicago to Portland. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Spirit Airlines
From US$34
Frontier Airlines
From US$73
Alaska Airlines
From US$83
American Airlines
From US$88
Delta Air Lines
From US$104
Sun Country Airlines
From US$104
United Airlines
From US$177
Southwest Airlines
From US$190
ANA airlines
Find more flights and airlines
Alternative Routes from Chicago to Portland
Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Portland.
- CheapestORD20:004h 30mDirectPDX22:30O'Hare International Airport - Portland International AirportWed, May 29Spirit AirlinesUS$34
- MDW09:519h 14m1 transferPDX17:05Midway International Airport - Portland International AirportTue, May 7Frontier AirlinesUS$62
- MDW09:519h 14m1 transferPDX17:05Midway International Airport - Portland International AirportTue, May 7Frontier AirlinesUS$62Find More Flights
Frequently Asked Questions
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.
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Chicago to Portland Flight Information
Cheapest nonstop flight price | $32 |
---|---|
Cheapest round-trip ticket price | $69 |
Off-season for travel | May |
Peak season for travel | October |
Flight distance | 2,816.22km |
Average flight time | 4 hours 28 minutes |
Popular airline | Alaska Airlines |
Plan Your Trip Around Portland
More Travel Options | Chicago to Portland
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