Portland to Chicago - Flights Starting at US$32
Book one-way or return flights from Portland to Chicago from as little as US$32. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- PDX23:303h 50mDirectORD05:20Sat, May 11|Portland - Chicago|Spirit AirlinesUS$32US$8361% OFF61% OFFUS$83US$32
- PDX23:303h 50mDirectORD05:20Wed, May 29|Portland - Chicago|Spirit AirlinesUS$32US$8361% OFF61% OFFUS$83US$32
- PDX23:303h 50mDirectORD05:20Wed, May 15|Portland - Chicago|Spirit AirlinesUS$33US$8360% OFF60% OFFUS$83US$33
- PDX23:303h 50mDirectORD05:20Wed, May 8|Portland - Chicago|Spirit AirlinesUS$34US$34
- PDX23:534h 7mDirectORD06:00Wed, Jun 5|Portland - Chicago|Spirit AirlinesUS$36US$36
- PDX00:5921h 57m1 stopORD00:56Tue, May 14|Portland - Chicago|Frontier AirlinesUS$51US$51
- PDX23:303h 50mDirectORD05:20Sat, May 18|Portland - Chicago|Spirit AirlinesUS$53US$53
- PDX23:303h 50mDirectORD05:20Sat, Jun 1|Portland - Chicago|Spirit AirlinesUS$55US$55
- PDX00:5921h 57m1 stopORD00:56Wed, May 15|Portland - Chicago|Frontier AirlinesUS$61US$61
- PDX00:5921h 57m1 stopORD00:56Mon, May 13|Portland - Chicago|Frontier AirlinesUS$62US$62
- PDX13:003h 5mDirectCHI14:00Fri, May 3|Portland - Chicago|Spirit AirlinesFind More FlightsFind More Flights
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Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Portland to Chicago.
- CheapestPDX23:303h 50mDirectORD05:20Portland International Airport - O'Hare International AirportWed, May 15Spirit AirlinesUS$33
- PDX00:5919h 6m1 transferMDW22:05Portland International Airport - Midway International AirportTue, Apr 30Frontier AirlinesUS$118
- PDX08:0011h 8m1 transferRFD21:08Portland International Airport - Chicago Rockford International AirportThu, May 2Alaska AirlinesUS$346
- PDX08:0011h 8m1 transferRFD21:08Portland International Airport - Chicago Rockford International AirportThu, May 2Alaska AirlinesUS$346Find More Flights
Frequently Asked Questions
How to find a cheap flight from Portland to Chicago
Cheapest nonstop flight price | $32 |
---|---|
Cheapest round-trip ticket price | $69 |
Off-season for travel | February |
Peak season for travel | October |
Flight distance | 2,816.22km |
Average flight time | 4 hours 26 minutes |
Popular airline | Alaska Airlines |
Plan Your Trip Around Chicago
More Travel Options | Portland to Chicago
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