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Cheap flights from Chicago (CHI) to Portland (PDX) from $49

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 5/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — PDX
May 10 — May 171
From?
To?
Fri 5/10
Fri 5/17
1 adult, Economy
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The best prices from Chicago to Portland are usually found in January or December, booked 52 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

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 May 5, 2024.

Popular in

June

Cheapest in

January

Round-trip from

$276

One-way from

$49
High demand for flights, 16% potential price rise
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Best time to find cheap flights, 13% 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 14% 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 115% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $426 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $578.

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

Our data shows that January tends to be the cheapest month to fly to Portland from Chicago. Users have commonly found prices around $358 for the month, but tickets can be as low as $158. Due to multiple factors, prepare for potentially higher prices in June.

When is the cheapest time to fly from Chicago to Portland (CHI - PDX)?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 16% on flights from Chicago to Portland by exploring options for tickets at noon.

Cheap Spirit Airlines flights from Chicago to Portland

Explore cheap flight options specifically provided by Spirit Airlines for the route between Chicago and Portland. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,795,183 searches. Data last updated May 5, 2024.
Take a peek at the cheapest Spirit Airlines flights we've detected traveling from Chicago to Portland. Make sure to double check the flight details before booking.
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Wed 6/511:53 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 5/3$66
Wed 5/158:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Sat 5/1811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/3$68
Wed 5/158:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Wed 5/2211:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/4$69
Wed 5/295:50 pmORD - PDX
1 stop8h 17mSpirit Airlines
Wed 6/511:53 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 5/3$80
Wed 5/295:50 pmORD - PDX
1 stop8h 17mSpirit Airlines
Wed 6/511:53 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 5/3$82
Sat 5/258:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Wed 5/2911:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/3$84
Wed 5/158:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Mon 5/2011:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/4$85
Wed 5/228:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Wed 5/2911:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/3$88
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Wed 6/55:20 amPDX - ORD
1 stop13h 57mSpirit Airlines
Deal found 5/4$93

  • If you’re traveling from Chicago to Portland, one of the more common airlines traveling that route is Spirit Airlines. Chicago to Portland flights are typically 20% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $322.20 RT. The cheapest Spirit Airlines flight found for this route was $127. When traveling from Chicago to Portland on Spirit Airlines, the most popular airport to depart from is Chicago O'Hare Intl Airport and the most popular airport to arrive at is Portland Airport. When flying from Chicago to Portland, Spirit Airlines flights are 11% more popular than any other airline flying that same route.

Cheap Frontier flights from Chicago to Portland

Explore cheap flight options specifically provided by Frontier for the route between Chicago and Portland. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,795,183 searches. Data last updated May 5, 2024.
Some of the best deals we've found on Frontier flights traveling from Chicago to Portland. Ensure the flight price, dates, time, and airline match your criteria before you book.
Wed 9/46:48 pmORD - PDX
1 stop6h 52mFrontier
Mon 9/94:30 pmPDX - ORD
1 stop10h 17mFrontier
Deal found 5/3$170
Tue 5/146:27 pmORD - PDX
1 stop7h 32mFrontier
Sun 6/212:48 amPDX - ORD
1 stop22h 25mFrontier
Deal found 5/3$173
Tue 5/146:27 pmORD - PDX
1 stop7h 32mFrontier
Fri 5/177:54 pmPDX - ORD
2 stops31h 06mFrontier
Deal found 5/4$178
Thu 5/167:35 amMDW - PDX
1 stop11h 07mFrontier
Mon 5/2012:43 amPDX - MDW
1 stop11h 06mFrontier
Deal found 5/4$179
Sat 6/810:26 pmMDW - PDX
1 stop12h 19mFrontier
Tue 6/1112:49 amPDX - MDW
1 stop9h 11mFrontier
Deal found 5/4$180
Sat 5/2510:01 pmMDW - PDX
1 stop13h 10mFrontier
Fri 5/3112:48 amPDX - MDW
1 stop8h 25mFrontier
Deal found 5/4$181
Tue 5/145:30 amMDW - PDX
1 stop20h 29mFrontier
Fri 5/1712:48 amPDX - MDW
1 stop18h 18mFrontier
Deal found 5/3$183
Sat 5/1110:59 pmMDW - PDX
1 stop12h 16mFrontier
Sat 5/184:00 pmPDX - MDW
2 stops11h 50mFrontier
Deal found 5/4$186
Sat 5/1110:59 pmMDW - PDX
1 stop12h 16mFrontier
Sat 5/184:00 pmPDX - MDW
2 stops11h 50mFrontier
Deal found 5/4$187

  • One of the most popular airlines traveling from Chicago to Portland is Frontier. Flights from Frontier traveling this route typically cost $401.58 RT. This price is typically 42% cheaper than other airlines that offer Chicago to Portland flights. When booking this route, the cheapest RT price found was $139. Chicago O'Hare Intl Airport is the most common Chicago airport to take off from when flying to Portland. Portland Airport is the most popular arrival airport in Portland. When flying from Chicago to Portland, Frontier flights are 1% more popular than any other airline flying that same route.

Cheap Chicago to Portland flights in May & June 2024

Find cheap flight options from Chicago to Portland specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,795,183 searches. Prices were last updated on May 5, 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.
Thu 5/167:35 amMDW - PDX
1 stop11h 07mFrontier
Mon 5/2012:43 amPDX - MDW
1 stop11h 06mFrontier
Deal found 5/4$179
Tue 5/146:27 pmORD - PDX
1 stop7h 32mFrontier
Tue 5/218:07 amPDX - ORD
1 stop11h 08mFrontier
Deal found 5/4$179
Sat 6/810:26 pmMDW - PDX
1 stop12h 19mFrontier
Tue 6/1112:49 amPDX - MDW
1 stop9h 11mFrontier
Deal found 5/4$180
Wed 5/156:27 pmORD - PDX
1 stop14h 21mFrontier
Mon 5/2012:43 amPDX - ORD
1 stop18h 32mFrontier
Deal found 5/4$180
Sat 5/2510:01 pmMDW - PDX
1 stop13h 10mFrontier
Fri 5/3112:48 amPDX - MDW
1 stop8h 25mFrontier
Deal found 5/4$181
Thu 5/168:00 amORD - PDX
1 stop17h 43mMultiple Airlines
Sun 5/1911:30 pmPDX - ORD
Nonstop3h 50mMultiple Airlines
Deal found 5/4$181
Wed 5/158:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Wed 5/225:20 amPDX - ORD
2 stops16h 09mSpirit Airlines
Deal found 5/4$182
Tue 5/145:30 amMDW - PDX
1 stop20h 29mFrontier
Fri 5/1712:48 amPDX - MDW
1 stop18h 18mFrontier
Deal found 5/3$183
Thu 6/278:26 pmORD - PDX
Nonstop4h 27mSpirit Airlines
Fri 7/511:53 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 5/4$183

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 2,795,183 searches. Data last updated May 5, 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.
Thu 5/167:35 amMDW - PDX
1 stop11h 07mFrontier
Mon 5/2012:43 amPDX - MDW
1 stop11h 06mFrontier
Deal found 5/4$179
Sat 8/108:36 pmORD - PDX
Nonstop4h 32mAmerican Airlines
Wed 8/1411:58 pmPDX - ORD
Nonstop4h 02mAmerican Airlines
Deal found 5/4$179
Sat 6/810:26 pmMDW - PDX
1 stop12h 19mFrontier
Tue 6/1112:49 amPDX - MDW
1 stop9h 11mFrontier
Deal found 5/4$180
Wed 5/156:27 pmORD - PDX
1 stop14h 21mFrontier
Mon 5/2012:43 amPDX - ORD
1 stop18h 32mFrontier
Deal found 5/4$180
Sat 5/2510:01 pmMDW - PDX
1 stop13h 10mFrontier
Fri 5/3112:48 amPDX - MDW
1 stop8h 25mFrontier
Deal found 5/4$181
Mon 7/228:26 pmORD - PDX
Nonstop4h 27mSpirit Airlines
Sat 7/2711:56 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 5/4$181
Thu 9/266:00 amMDW - PDX
1 stop19h 40mFrontier
Sat 9/2812:48 amPDX - MDW
1 stop9h 04mFrontier
Deal found 5/4$182
Wed 5/158:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Wed 5/225:20 amPDX - ORD
2 stops16h 09mSpirit Airlines
Deal found 5/4$182
Tue 5/145:30 amMDW - PDX
1 stop20h 29mFrontier
Fri 5/1712:48 amPDX - MDW
1 stop18h 18mFrontier
Deal found 5/3$183

Non-stop flights to Portland from Chicago

Discover non-stop flight options from Chicago to Portland. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,795,183 searches. Data last updated May 5, 2024.
Consider booking one of these non-stop flights heading from Chicago to Portland. Search for alternative flights from Chicago to Portland by utilizing the search form above.
Wed 5/158:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Sat 5/1811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/4$68
Wed 5/158:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Wed 5/2211:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/4$69
Thu 5/168:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Wed 5/2211:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/4$84
Wed 5/158:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Mon 5/2011:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/4$85
Thu 5/238:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Mon 5/2711:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/4$98
Sat 6/88:26 pmORD - PDX
Nonstop4h 27mSpirit Airlines
Thu 6/1311:53 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 5/4$99
Fri 5/248:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Fri 5/3111:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/3$100
Fri 5/318:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Wed 6/511:53 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 5/4$104
Wed 5/158:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Fri 5/1711:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 5/4$106

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 2,795,183 searches. Data last updated May 5, 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.
Sat 5/1110:59 pmMDW - PDX
1 stop12h 16mFrontier
Tue 5/146:05 pmPDX - MDW
1 stop13h 17mFrontier
Deal found 5/4$179
Tue 5/146:27 pmORD - PDX
1 stop7h 32mFrontier
Tue 5/218:07 amPDX - ORD
1 stop11h 08mFrontier
Deal found 5/4$179
Fri 5/108:00 pmORD - PDX
Nonstop4h 30mMultiple Airlines
Mon 5/1310:16 pmPDX - ORD
1 stop11h 13mMultiple Airlines
Deal found 5/3$181
Tue 5/145:30 amMDW - PDX
1 stop20h 29mFrontier
Fri 5/1712:48 amPDX - MDW
1 stop18h 18mFrontier
Deal found 5/3$183
Sat 5/116:27 pmORD - PDX
1 stop7h 32mFrontier
Wed 5/1512:48 amPDX - ORD
1 stop18h 35mFrontier
Deal found 5/4$183
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Sat 5/182:10 pmPDX - ORD
2 stops12h 25mSpirit Airlines
Deal found 5/4$184
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Mon 5/131:05 pmPDX - ORD
3 stops29h 30mSpirit Airlines
Deal found 5/4$185
Sat 5/1110:59 pmMDW - PDX
1 stop12h 16mFrontier
Sat 5/184:00 pmPDX - MDW
2 stops11h 50mFrontier
Deal found 5/4$186
Sat 5/116:27 pmORD - PDX
1 stop7h 32mFrontier
Sat 5/184:00 pmPDX - ORD
2 stops11h 00mFrontier
Deal found 5/4$186

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 2,795,183 searches. Data last updated May 5, 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.
Mon 5/208:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 5/4$49
Sun 6/28:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 5/3$50
Sun 5/198:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 5/4$51
Tue 6/410:52 pmORD - PDX
1 stop14h 01mSpirit Airlines
Deal found 5/4$56
Tue 5/2110:52 pmORD - PDX
1 stop14h 13mSpirit Airlines
Deal found 5/4$61
Wed 5/226:45 pmORD - PDX
1 stop14h 03mFrontier
Deal found 5/3$69
Tue 6/119:36 amORD - PDX
1 stop6h 49mSpirit Airlines
Deal found 5/4$70
Fri 5/108:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 5/3$71
Mon 8/267:47 pmORD - PDX
1 stop15h 00mSpirit Airlines
Deal found 5/4$81

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 2,795,183 searches. Data last updated May 5, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$66 - $218

Route

Depart

Return

Price

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 5/29

Nonstop4h 30m

Portland

Wed 6/5

Nonstop4h 07m

$66

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 5/15

Nonstop4h 30m

Portland

Sat 5/18

Nonstop3h 50m

$68

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 5/15

Nonstop4h 30m

Portland

Wed 5/22

Nonstop3h 50m

$69

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 5/29

1 stop8h 17m

Portland

Wed 6/5

Nonstop4h 07m

$80

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 5/29

1 stop8h 17m

Portland

Wed 6/5

Nonstop4h 07m

$82

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 5/22

1 stop14h 03m

Portland

Wed 5/29

Nonstop3h 50m

$105

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 9/4

1 stop6h 52m

Portland

Mon 9/9

1 stop10h 17m

$170

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 7/13

1 stop7h 20m

Portland

Tue 7/16

Nonstop4h 04m

$207

Chicago O'Hare IntlPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 5/28

Nonstop4h 28m

Portland

Tue 6/4

Nonstop4h 06m

$218

Flights are sorted by cheapest first

Deals found on 5/3

When is the best time to 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 May 3, 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.
Search Deals

When is the cheapest time 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 April 28, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Portland flight should consider departing on Wednesday 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.
Search Deals

Average price of flights to Portland by month

Plan your trip from Chicago to Portland by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Portland is currently $62 while a round-trip flight costs $118. Price data was last updated on April 28, 2024.

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 $408). 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.

January

$276

February

$306

March

$336

April

$303

May

$336

June

$383

July

$408

August

$344

September

$295

October

$276

November

$298

December

$292

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

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 May 5, 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
9,137 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Alaska Airlines
8.1
Very good
9,137 reviews
Alaska Airlines
8.1
Very good
9,137 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Delta
8.1
Very good
10,838 reviews
Alaska Airlines
8.1
Very good
9,137 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

United Airlines
7.4
Good
11,125 reviews
Alaska Airlines
8.1
Very good
9,137 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

American Airlines
7.3
Good
14,728 reviews
Alaska Airlines
8.1
Very good
9,137 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Sun Country Air
7.3
Good
647 reviews
Alaska Airlines
8.1
Very good
9,137 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

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 $66, but on average you can expect to pay $92.

  • 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 $114.

  • 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: Sunday, Monday, Tuesday, Thursday, Friday.

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

    Travelers can expect 5 flights from Chicago to Portland on average per day.
    Morning (6am - Noon) - 20% of flight departures
    Afternoon (Noon - 6pm) - 60% of flight departures
    Evening (6pm - Midnight) - 20% of flight departures

  • How long is the flight from Chicago to Portland?

    Airlines like Spirit Airlines fly from Chicago to Portland in about 4h 30m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 1744 mi. All flights are typically nonstop.

  • What is the cheapest airline to fly 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 $66 on this airline. This flight start at 81% lower than the current average price 3 months from now.

  • 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 are the most reliable airlines from Chicago to Portland?

    The top 3 most reliable airlines when flying from Chicago to Portland are Alaska Airlines (94%), SWISS (86%) and Brussels Airlines (85%).

  • What are the cheapest flights from Chicago to Portland?

    Looking at all options, your cheapest flight can be booked for $89. While the most popular route (Chicago O'Hare Intl - Portland) can be booked for $66 on average our data indicates $495 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 5/4.

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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 2,795,183 searches. Data last updated May 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$103Average$209FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
Alaska AirlinesCheapest$127Average$322FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
United AirlinesCheapest$139Average$402FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
FrontierCheapest$150Average$219FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$225Average$495FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$228Average$389FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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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 May 5, 2024.
1%of flight departuresEarly morningMidnight to 6 am
37%of flight departuresMorning6 am to noon
31%of flight departuresAfternoonNoon to 6 pm
31%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 May 5, 2024.
Sunday12daily flights
Monday14daily flights
Tuesday13daily flights
Wednesday12daily flights
Thursday12daily flights
Friday13daily flights
Saturday12daily flights

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Need flexible booking options for your flight to Portland from Chicago? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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