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$46+ Cheap flights from Chicago (CHI) to Portland (PDX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDX
Jul 30 — Aug 61
From?
To?
Tue 7/30
Tue 8/6
1 adult, Economy
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The best prices from Chicago to Portland are usually found in May or January, booked 52 days in advance, depart on a Tuesday or Saturday and return on a Tuesday

Cheap flight deals from Chicago to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 25, 2024.

Popular in

March

Cheapest in

May

Round-trip from

$86
(Cheapflightsfares)

One-way from

$46
(Cheapflightsfares)
High demand for flights, 16% potential price rise
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Best time to find cheap flights, 10% potential price drop
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From Chicago (CHI) to Portland
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One-way flight from Chicago (CHI) to Portland
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What is the cheapest day to fly round-trip from Chicago to Portland?

Travelers have found that booking a Monday departure is the best way to save up to 20% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

How far in advance should I book a flight from Chicago to Portland?

To save on the cost of your flight from Chicago to Portland, book at least 53 days before your planned departure. Booking around this time can save you about 47% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $332 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $352.

What is the cheapest month to fly from Chicago to Portland?

Our data shows that May tends to be the cheapest month to fly to Portland from Chicago. Users have commonly found prices around $334 for the month, but tickets can be as low as $105. Due to multiple factors, prepare for potentially higher prices in March.

What is the cheapest time of day to fly from CHI to PDX?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 44% on flights from Chicago to Portland by exploring options for tickets in the evening.

Cheap Chicago to Portland flights in July & August 2024

Find cheap flight options from Chicago to Portland specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 25, 2024.
Scroll through some of the best deals on flights from Chicago to Portland in 2024. For more flight deals, be sure to check back very soon.
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/218:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Mon 8/2612:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$86
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/208:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Mon 8/2612:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$87
This FlightNetwork deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightNetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/228:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Tue 8/2712:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$88
This FlightNetwork deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightNetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/188:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Mon 8/2612:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$89
This FlightHub deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/278:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Sat 8/3112:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$94
This FareScan deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2010:57 pmORD - PDX
1 stop11h 20mSpirit Airlines
Mon 8/2612:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$97
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/218:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Tue 8/276:52 pmPDX - ORD
1 stop7h 58mSpirit Airlines
Deal found 7/24$99
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/208:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Tue 8/271:57 pmPDX - ORD
1 stop12h 53mSpirit Airlines
Deal found 7/24$100
This FlightNetwork deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightNetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/188:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Tue 8/276:52 pmPDX - ORD
1 stop15h 25mSpirit Airlines
Deal found 7/24$101

Chicago to Portland 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Portland in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.
Scroll through some of the best deals on flights from Chicago to Portland in 2024. For more flight deals, be sure to check back very soon.
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/218:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Mon 8/2612:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$86
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/208:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Mon 8/2612:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$87
This FlightNetwork deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightNetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/228:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Tue 8/2712:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$88
This FlightNetwork deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightNetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/188:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Mon 8/2612:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$89
This FlightHub deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/278:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Sat 8/3112:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$94
This FareScan deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2010:57 pmORD - PDX
1 stop11h 20mSpirit Airlines
Mon 8/2612:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/24$97
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/218:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Tue 8/276:52 pmPDX - ORD
1 stop7h 58mSpirit Airlines
Deal found 7/24$99
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/208:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Tue 8/271:57 pmPDX - ORD
1 stop12h 53mSpirit Airlines
Deal found 7/24$100
This FlightNetwork deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightNetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/188:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Tue 8/276:52 pmPDX - ORD
1 stop15h 25mSpirit Airlines
Deal found 7/24$101

Chicago to Portland flights leaving soon

Find last-minute flight options from Chicago to Portland for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.
Consider one of these great deals we found on last-minute flights from Chicago to Portland. Users should examine the flight details to ensure there are no surprises.
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/308:34 pmORD - PDX
Nonstop4h 22mSpirit Airlines
Mon 8/511:59 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 7/24$144
This CheapOair deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/18:34 pmORD - PDX
Nonstop4h 22mSpirit Airlines
Mon 8/511:59 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 7/24$146
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/49:59 pmORD - PDX
2 stops25h 02mSpirit Airlines
Sat 8/1712:20 amPDX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 7/25$153
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/38:34 pmORD - PDX
Nonstop4h 22mSpirit Airlines
Wed 8/144:47 pmPDX - ORD
1 stop18h 32mSpirit Airlines
Deal found 7/25$156
This eDestinos deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/28:34 pmORD - PDX
Nonstop4h 22mSpirit Airlines
Mon 8/511:59 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 7/24$157
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/38:34 pmORD - PDX
Nonstop4h 22mSpirit Airlines
Fri 8/911:59 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 7/24$159
This eDestinos deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/210:38 pmORD - PDX
1 stop12h 12mSpirit Airlines
Mon 8/511:59 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 7/25$160
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/318:34 pmORD - PDX
Nonstop4h 22mSpirit Airlines
Mon 8/511:59 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 7/25$161
This CheapOair deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/316:19 pmORD - PDX
1 stop7h 22mSpirit Airlines
Wed 8/711:59 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 7/24$163

One-way flights to Portland from Chicago

Search for one-way flight options from Chicago to Portland. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.
Take a look at some of the one-way flights we've detected from Chicago to Portland. Users needing a return flight from Chicago to Portland should utilize the search form above.
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2710:57 pmORD - PDX
1 stop11h 20mSpirit Airlines
Deal found 7/24$46
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/178:51 pmORD - PDX
Nonstop4h 19mSpirit Airlines
Deal found 7/24$53
This FareScan deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/78:34 pmORD - PDX
Nonstop4h 22mSpirit Airlines
Deal found 7/24$54
This FareScan deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2110:57 pmORD - PDX
2 stops18h 23mSpirit Airlines
Deal found 7/24$63
This FareScan deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2110:57 pmORD - PDX
1 stop23h 58mSpirit Airlines
Deal found 7/24$66
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/276:00 amORD - PDX
2 stops28h 17mSpirit Airlines
Deal found 7/25$67
This mytrip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2010:57 pmORD - PDX
1 stop11h 20mSpirit Airlines
Deal found 7/24$68
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/128:34 pmORD - PDX
Nonstop4h 22mSpirit Airlines
Deal found 7/24$70
This FareScan deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2710:57 pmORD - PDX
2 stops18h 23mSpirit Airlines
Deal found 7/24$71

Find flights from Chicago to Portland within your budget

Customize your flight search to find flights from Chicago to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$86 - $197

Route

Depart

Return

Price

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 8/21

Nonstop4h 19m

Portland

Mon 8/26

Nonstop4h 01m

$86

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 8/20

Nonstop4h 19m

Portland

Mon 8/26

Nonstop4h 01m

$87

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sun 8/18

Nonstop4h 19m

Portland

Mon 8/26

Nonstop4h 01m

$88

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sun 8/18

Nonstop4h 19m

Portland

Mon 8/26

Nonstop4h 01m

$89

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sun 8/18

1 stop6h 18m

Portland

Tue 8/27

2 stops14h 06m

$122

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 8/15

Nonstop4h 19m

Portland

Sun 8/18

1 stop7h 03m

$134

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Wed 9/11

1 stop16h 19m

Portland

Tue 9/17

1 stop26h 55m

$145

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 10/29

Nonstop4h 32m

Portland

Mon 11/4

Nonstop4h 02m

$188

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 9/6

Nonstop4h 30m

Portland

Mon 9/9

1 stop7h 50m

$197

Flights are sorted by cheapest first

Deals found on 7/24

How far ahead should I book a flight from Chicago to Portland?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Portland. Price data was last updated on July 23, 2024.
To ensure you get the cheapest price possible for a flight from Chicago to Portland, you should look to book at least 52 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
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What is the cheapest day to fly from Chicago to Portland?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Portland. Price data was last updated on July 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Portland flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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Best time to book a flight from Chicago to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Portland by month

Plan your trip to Portland by taking into account the average temperature and rainfall totals by month.

PDX

Temperature

41 - 69.8 °F

If weather is an important factor for your trip to Portland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated July 25, 2024.
Read through reviews of airlines operating flights from Chicago to Portland, such as Spirit Airlines, Frontier and Alaska Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
9,365 reviews

Boarding

8.2

Food

7.2

Crew

8.6

Entertainment

7.2

Overall

8.1

Comfort

7.9

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

Alaska Airlines
8.1
Very good
9,365 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Boarding

8.2

Food

7.2

Crew

8.6

Entertainment

7.2

Overall

8.1

Comfort

7.9

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

Delta
8.0
Very good
9,630 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Boarding

8.2

Food

7.2

Crew

8.6

Entertainment

7.2

Overall

8.1

Comfort

7.9

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

United Airlines
7.4
Good
10,000 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Boarding

8.2

Food

7.2

Crew

8.6

Entertainment

7.2

Overall

8.1

Comfort

7.9

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

WestJet
7.4
Good
2,761 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Boarding

8.2

Food

7.2

Crew

8.6

Entertainment

7.2

Overall

8.1

Comfort

7.9

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

American Airlines
7.3
Good
10,000 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Boarding

8.2

Food

7.2

Crew

8.6

Entertainment

7.2

Overall

8.1

Comfort

7.9

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Chicago?

    For a flight from Chicago to Portland, you will be flying into Portland. Portland (PDX) is just 6.0 mi from the center of the city. Portland is the only Portland airport and it handles 12 inbound flights from Chicago per day. 6 airlines have flights to Portland from Chicago on a regular basis.

  • Can I find flights from Chicago to Portland for under $100 on Cheapflights?

    Yes, there are multiple flights from Chicago to Portland for under $100. The cheapest flight booked recently is on Spirit Airlines for just $86, but on average you can expect to pay $101.

  • Are there nonstop flights from Chicago to Portland for under $100 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to Portland under $100. A good price for a nonstop flight from Chicago to Portland is less than $117.

  • Are there last-minute flights available from Chicago to Portland for under $200?

    There are currently 20+ open flights from Chicago to Portland within the next 7 days for less than $200.

  • What days are nonstop flights available from Chicago to Portland?

    Nonstop flights can be found on the following days: Monday, Thursday, Friday, Saturday.

  • How many flights depart from Chicago to Portland on average per day?

    Travelers can expect 19 flights from Chicago to Portland on average per day.
    Morning (6am - Noon) - 37% of flight departures
    Afternoon (Noon - 6pm) - 37% of flight departures
    Evening (6pm - Midnight) - 26% of flight departures

  • How long is the flight from Chicago to Portland?

    Airlines like Spirit Airlines and United Airlines fly from Chicago to Portland in about 4h 19m. The time it takes to get you to your destination can typically vary by up to 1h 59m. Airlines will cover a distance of 1744 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Portland round-trip?

    Our cheapest airline available from Chicago to Portland is Spirit Airlines. Our recent data shows that you can find tickets from as low as $86 on this airline. An additional option worth looking into is United Airlines, starting at $122. These flights start at 74% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Chicago to Portland?

    The top 3 most reliable airlines when flying from Chicago to Portland are Alaska Airlines (81%), Brussels Airlines (73%) and Air Canada (67%).

  • What are the cheapest flights from Chicago to Portland?

    Looking at all options, your cheapest flight can be booked for $50. While the most popular route (Chicago O'Hare Intl - Portland) can be booked for $106 on average our data indicates $648 when flying from Chicago to Portland.

  • What does ORD to PDX mean?

    ORD stands for Chicago O'Hare Intl Airport, while PDX stands for Portland Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Chicago to Portland that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Portland flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Portland with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Portland flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to Portland that include hotel bookings?

    Yes. In addition to deals on Chicago to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Portland.

  • Can I find deals for business class flights from Chicago to Portland?

    Yes. Cheapflights offers flight deals from Chicago to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to Portland that allow pets onboard?

    Many airlines flying from Chicago to Portland offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Portland?

    Yes, you can often find last-minute deals on Chicago to Portland flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Portland flight deals updated?

    The Chicago to Portland flight deals you see on this page were last updated on 7/25.

  • What are the most popular airlines that fly from Chicago to Portland?

    When booking a flight from Chicago to Portland, you may want to consider flying on American Airlines, Alaska Airlines or Delta as they are the most popular for this route.

  • What is the cheapest month to book a flight from Chicago to Portland?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Portland (average of $276). Flying from Chicago to Portland in July is currently the most expensive (average of $342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Chicago to Portland
See prices for flight routes from nearby airports that may be better suited for you.

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Top 6 airlines flying from Chicago to Portland

Discover the top 6 airlines that operate flights from Chicago to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$71Average$138FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$116Average$308FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$139Average$384FlexibilityNo cancel feeOn-time69%
FrontierCheapest$150Average$216FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$193Average$367FlexibilityNo cancel feeOn-time71%
DeltaCheapest$225Average$497FlexibilityNo cancel feeOn-timeN/A
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Search flights from Chicago to Portland by cabin class

Find flights from Chicago to Portland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from Chicago to Portland

Find hourly flight availability from Chicago to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 25, 2024.
1%of flight departuresEarly morningMidnight to 6 am
27%of flight departuresMorning6 am to noon
30%of flight departuresAfternoonNoon to 6 pm
42%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to Portland

Explore weekly flight availability from Chicago to Portland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 25, 2024.
Sunday12daily flights
Monday14daily flights
Tuesday13daily flights
Wednesday12daily flights
Thursday12daily flights
Friday13daily flights
Saturday12daily flights

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