AU$ 76 Cheap Flights from Portland to Chicago
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Low Price Flights from Portland to Chicago
Cheap Flight Deals from Portland to Chicago
We've found these cheap flights for you. You can book one-way or return flight tickets.
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One way
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Cheapest nonstop
PDX 23:524h 5mNonstopORD 05:57Portland - Chicago | Sat, Apr 12 | American Airlines
ORD 20:204h 42mNonstopPDX 23:02Chicago - Portland | Sat, Apr 19 | American AirlinesAU$ 321 AU$ 3529% OFF9% OFFAU$ 352 AU$ 321 -
PDX 23:524h 5mNonstopORD 05:57Portland - Chicago | Sat, Apr 19 | American Airlines
ORD 20:204h 42mNonstopPDX 23:02Chicago - Portland | Sat, Apr 26 | American AirlinesAU$ 321 AU$ 3529% OFF9% OFFAU$ 352 AU$ 321
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PDX 10:0612h 11m1 stopsMDW 00:17Portland - Chicago | Tue, Mar 18 | Frontier Airlines
MDW 06:4019h 57m1 stopsPDX 00:37Chicago - Portland | Tue, Mar 25 | Frontier AirlinesAU$ 176 AU$ 35250% OFF50% OFFAU$ 352 AU$ 176 -
PDX 06:4015h 41m1 stopsMDW 00:21Portland - Chicago | Mon, Apr 7 | Frontier Airlines
MDW 06:4519h 52m1 stopsPDX 00:37Chicago - Portland | Tue, Apr 15 | Frontier AirlinesAU$ 19744% OFFAU$ 352 AU$ 197
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PDX 09:5412h 27m1 stopsMDW 00:21Portland - Chicago | Tue, Apr 1 | Frontier Airlines
MDW 06:4519h 52m1 stopsPDX 00:37Chicago - Portland | Wed, Apr 9 | Frontier AirlinesAU$ 19844% OFFAU$ 352 AU$ 198
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PDX 06:4015h 41m1 stopsMDW 00:21Portland - Chicago | Thu, Apr 10 | Frontier Airlines
MDW 20:5013h 57m1 stopsPDX 08:47Chicago - Portland | Thu, Apr 17 | Frontier AirlinesAU$ 20243% OFFAU$ 352 AU$ 202
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PDX 07:0015h 44m1 stopsORD 00:44Portland - Chicago | Wed, Mar 26 | Frontier Airlines
ORD 19:3915h 8m1 stopsPDX 08:47Chicago - Portland | Thu, Apr 3 | Frontier AirlinesAU$ 20642% OFFAU$ 352 AU$ 206
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PDX 15:227h 41m1 stopsORD 01:03Portland - Chicago | Wed, Apr 16 | Frontier Airlines
ORD 06:4519h 38m1 stopsPDX 00:23Chicago - Portland | Sat, Apr 19 | Frontier AirlinesAU$ 21040% OFFAU$ 352 AU$ 210
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PDX 14:3318h 22m1 stopsORD 10:55Portland - Chicago | Tue, May 6 | Spirit Airlines
ORD 21:0221h 43m1 stopsPDX 16:45Chicago - Portland | Tue, May 13 | Spirit AirlinesAU$ 21340% OFFAU$ 352 AU$ 213 -
PDX 14:3214h 1m1 stopsORD 06:33Portland - Chicago | Wed, Apr 30 | Spirit Airlines
ORD 21:0217h 37m1 stopsPDX 12:39Chicago - Portland | Wed, May 7 | Spirit AirlinesAU$ 21340% OFFAU$ 352 AU$ 213
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PDX 09:018h 40m1 stopsMDW 19:41Portland - Chicago | Fri, Apr 11 | Frontier Airlines
MDW 06:4519h 52m1 stopsPDX 00:37Chicago - Portland | Tue, Apr 15 | Frontier AirlinesAU$ 21738% OFFAU$ 352 AU$ 217
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PDX 21:5111h 32m1 stopsMDW 11:23Portland - Chicago | Mon, May 5 | Frontier Airlines
MDW 20:036h 35m1 stopsPDX 00:38Chicago - Portland | Mon, May 12 | Frontier AirlinesAU$ 21838% OFFAU$ 352 AU$ 218
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PDX 13:0017h 25m1 stopsCHI Invalid DatePortland - Chicago | Tue, Mar 18 | Normal Airline
CHI 15:006hNonstopPDX 16:00Chicago - Portland | Thu, Mar 20 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
PDX 07:004h 5mNonstopORD 13:05Portland - Chicago | Tue, Apr 8 | Hawaiian AirlinesAU$ 150 AU$ 18218% OFF18% OFFAU$ 182 AU$ 150 -
PDX 07:004h 5mNonstopORD 13:05Portland - Chicago | Sat, Apr 5 | Hawaiian AirlinesAU$ 166 AU$ 1829% OFF9% OFFAU$ 182 AU$ 166
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PDX 09:019h 13m1 stopsMDW 20:14Portland - Chicago | Mon, Apr 7 | Frontier AirlinesAU$ 76 AU$ 18259% OFF59% OFFAU$ 182 AU$ 76
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PDX 10:0412h 17m1 stopsMDW 00:21Portland - Chicago | Wed, Apr 16 | Frontier AirlinesAU$ 9051% OFFAU$ 182 AU$ 90
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PDX 10:0612h 17m1 stopsORD 00:23Portland - Chicago | Tue, Mar 18 | Frontier AirlinesAU$ 9150% OFFAU$ 182 AU$ 91
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PDX 15:227h 41m1 stopsORD 01:03Portland - Chicago | Wed, Apr 9 | Frontier AirlinesAU$ 9249% OFFAU$ 182 AU$ 92
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PDX 09:5412h 21m1 stopsORD 00:15Portland - Chicago | Tue, Apr 8 | Frontier AirlinesAU$ 9548% OFFAU$ 182 AU$ 95
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PDX 06:4015h 35m1 stopsORD 00:15Portland - Chicago | Thu, Apr 17 | Frontier AirlinesAU$ 9946% OFFAU$ 182 AU$ 99
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PDX 21:5111h 32m1 stopsMDW 11:23Portland - Chicago | Mon, May 5 | Frontier AirlinesAU$ 10145% OFFAU$ 182 AU$ 101
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PDX 10:1612h 47m1 stopsORD 01:03Portland - Chicago | Thu, Apr 3 | Frontier AirlinesAU$ 10144% OFFAU$ 182 AU$ 101
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PDX 17:1628h 24m1 stopsORD 23:40Portland - Chicago | Thu, Apr 24 | Frontier AirlinesAU$ 10244% OFFAU$ 182 AU$ 102
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PDX 09:5013h 7m1 stopsORD 00:57Portland - Chicago | Mon, Mar 17 | Frontier AirlinesAU$ 10244% OFFAU$ 182 AU$ 102
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PDX 13:0017h 25m1 stopsCHI Invalid DatePortland - Chicago | Tue, Mar 18 | 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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FAQ
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When are flight from Portland (PDX) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Portland to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much are flights from Portland (PDX) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AU$ 554. -
How long is the flights from Portland (PDX) to Chicago (CHI)?
It takes about 9 hours 44 minutes to fly from Portland (PDX) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
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What time does the earliest flight from Portland to Chicago depart?
The earliest flight departs from Portland (PDX) at 07:00 and arrives in Chicago (ORD) at 13:04. -
What are the most popular airlines that fly from Portland (PDX) to Chicago (CHI)?
Airlines with flights from Portland (PDX) to Chicago (CHI): Brussels Airlines, Alaska Airlines, Hawaiian Airlines, United Airlines, Lufthansa, Air Canada and Southwest Airlines. -
What's the most popular airline for direct flights from Portland (PDX) to Chicago (CHI)?
American Airlines operates 1 direct flights from Portland (PDX) to Chicago (CHI). -
How many airports in Chicago (CHI)?
There are 3 airport(s) in Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
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.
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Flight Information from Portland to Chicago
| Cheapest direct flight price | AU$ 75 |
|---|---|
| Cheapest return ticket price | AU$ 286 |
| Off-season for travel | March |
| Peak season for travel | June |
| Flight distance | 2,816.22km |
| Average flight time | 9 hours 44 minutes |
| Popular airline | Alaska Airlines |
Plan Your Trip Around Chicago
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