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Flight INFO & Alaska Airlines(AS) flights from Chicago to Portland

Cheapest nonstop flight price

$48

Cheapest round-trip ticket price

$142

Off-season for travel

December

Peak season for travel

July

Flight distance

2,816.22km

Average flight time

4 hours 34 minutes

Popular airline

American Airlines

Book Alaska Airlines(AS) flights from Chicago to Portland

  • One way
  • Round-trip
sortSort by: Lowest Price
  • Sort by: Lowest Price
  • Sort by: Earliest Flight
      • ORD08:00
        4h 20m
        Direct
        PDX10:20
        Chicago - Portland|Thu, May 30|Alaska Airlines
        US$83
        US$83
      • ORD08:35
        4h 34m
        Direct
        PDX11:09
        Chicago - Portland|Wed, May 1|Alaska Airlines
        US$84
        US$84
      • ORD08:00
        4h 20m
        Direct
        PDX10:20
        Chicago - Portland|Sat, May 18|Alaska Airlines
        US$85
        US$85
      • ORD08:35
        4h 34m
        Direct
        PDX11:09
        Chicago - Portland|Sat, Apr 20|Alaska Airlines
        US$86
        US$86
      • ORD08:00
        4h 20m
        Direct
        PDX10:20
        Chicago - Portland|Tue, Jun 4|Alaska Airlines
        US$86
        US$86
      • ORD08:35
        4h 34m
        Direct
        PDX11:09
        Chicago - Portland|Sat, Apr 27|Alaska Airlines
        US$87
        US$87
      • ORD14:54
        4h 20m
        Direct
        PDX17:14
        Chicago - Portland|Fri, May 31|Alaska Airlines
        US$87
        US$87
      • ORD14:53
        4h 33m
        Direct
        PDX17:26
        Chicago - Portland|Tue, Apr 23|Alaska Airlines
        US$88
        US$88
      • ORD08:00
        4h 20m
        Direct
        PDX10:20
        Chicago - Portland|Tue, Jun 18|Alaska Airlines
        US$94
        US$94
      • ORD08:35
        4h 34m
        Direct
        PDX11:09
        Chicago - Portland|Wed, May 8|Alaska Airlines
        US$97
        US$97
      • ORD08:35
        4h 34m
        Direct
        PDX11:09
        Chicago - Portland|Sat, May 4|Alaska Airlines
        US$97
        US$97
      • ORD08:00
        4h 20m
        Direct
        PDX10:20
        Chicago - Portland|Wed, Jun 19|Alaska Airlines
        US$97
        US$97
      • ORD08:35
        4h 34m
        Direct
        PDX11:09
        Chicago - Portland|Tue, May 7|Alaska Airlines
        US$97
        US$97
      • ORD08:35
        4h 34m
        Direct
        PDX11:09
        Chicago - Portland|Thu, Apr 18|Alaska Airlines
        US$98
        US$98
      • ORD08:00
        4h 20m
        Direct
        PDX10:20
        Chicago - Portland|Sat, Jun 1|Alaska Airlines
        US$98
        US$98
      • ORD08:35
        4h 34m
        Direct
        PDX11:09
        Chicago - Portland|Thu, Apr 25|Alaska Airlines
        US$103
        US$103
      • ORD14:53
        4h 33m
        Direct
        PDX17:26
        Chicago - Portland|Fri, Apr 19|Alaska Airlines
        US$104
        US$104
      • ORD14:53
        4h 33m
        Direct
        PDX17:26
        Chicago - Portland|Fri, Apr 26|Alaska Airlines
        US$105
        US$105
      • ORD08:00
        4h 20m
        Direct
        PDX10:20
        Chicago - Portland|Wed, Jun 12|Alaska Airlines
        US$105
        US$105
      • ORD14:53
        4h 33m
        Direct
        PDX17:26
        Chicago - Portland|Wed, Apr 24|Alaska Airlines
        US$106
        US$106
      • ORD08:35
        4h 34m
        Direct
        PDX11:09
        Chicago - Portland|Sun, Apr 28|Alaska Airlines
        US$107
        US$107
      • ORD14:53
        4h 33m
        Direct
        PDX17:26
        Chicago - Portland|Fri, May 3|Alaska Airlines
        US$108
        US$108
      • ORD08:35
        4h 34m
        Direct
        PDX11:09
        Chicago - Portland|Thu, May 9|Alaska Airlines
        US$108
        US$108
      • ORD14:53
        4h 33m
        Direct
        PDX17:26
        Chicago - Portland|Thu, May 2|Alaska Airlines
        US$108
        US$108
      • ORD08:00
        4h 20m
        Direct
        PDX10:20
        Chicago - Portland|Thu, Jun 13|Alaska Airlines
        US$111
        US$111
      • ORD18:20
        7h 21m
        1 stop
        PDX23:41
        Chicago - Portland|Fri, Jul 12|Alaska Airlines
        US$118
        US$118
      • ORD07:00
        9h 50m
        1 stop
        PDX14:50
        Chicago - Portland|Wed, May 22|Alaska Airlines
        US$127
        US$127
      • ORD21:20
        11h 55m
        1 stop
        PDX07:15
        Chicago - Portland|Tue, May 21|Alaska Airlines
        US$168
        US$168
      • ORD14:53
        4h 33m
        Direct
        PDX17:26
        Chicago - Portland|Mon, Apr 29|Alaska Airlines
        US$186
        US$186
      • ORD14:53
        4h 33m
        Direct
        PDX17:26
        Chicago - Portland|Wed, Apr 17|Alaska Airlines
        US$414
        US$414
      • CHI13:00
        3h 5m
        Direct
        PDX14:00
        Chicago - Portland|Tue, Apr 23|Alaska Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Alaska Airlines(AS) flights from Chicago to Portland & Flight Schedule

Flight info.
Departure
Arrival
Weekly Schedule

  1. AS333

    Alaska Airlines

    06:00

    ORD

    4.5h

    08:31

    SEA

    SMTWTFS
    Search

  2. AS956

    Alaska Airlines

    16:29

    SEA

    0.9h

    17:26

    PDX

    SMTWTFS

  3. AS325

    Alaska Airlines

    08:00

    ORD

    4.3h

    Direct

    10:20

    PDX

    SMTWTFS
    Search

  4. AS413

    Alaska Airlines

    14:25

    ORD

    4.3h

    Direct

    16:45

    PDX

    SMTWT-S
    Search

Alaska Airlines(AS) flights from Chicago to Portland Flight Booking FAQ

  • When are flight tickets from Chicago (CHI) to Portland (PDX) 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 (PDX) cost?

    According to Trip.com's data, the lowest price is around $318.

  • How long does it take to fly from Chicago (CHI) to Portland (PDX) and what is the distance?

    It takes around 4 hours 34 minutes to fly from Chicago (CHI) to Portland (PDX).

  • What are the most popular airlines that fly from Chicago (CHI) to Portland (PDX)?

    Airlines with flights from Chicago (CHI) to Portland (PDX): Air Canada, Brussels Airlines, United Airlines, Southwest Airlines, American Airlines, Lufthansa and Swiss Airlines.

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