Cheap flights from Oregon to Chicago (CHI) from $68

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 4/16. 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.
PDX — CHI
Mar 24 — Mar 311

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

Travelers have found it’s best to book a flight 16 days in advance to save up to 124% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 16 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Oregon to Chicago 1-2 weeks in advance for as low as $528, or $743 for flights within the next 24 hours.

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

Our data shows that January tends to be the cheapest month to fly to Chicago from Oregon. Users have commonly found prices around $377 for the month, but tickets can be as low as $149. Due to multiple factors, prepare for potentially higher prices in June.

When is the cheapest time to fly from Oregon to Chicago (OR - CHI)?

When flying from Oregon to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Frontier flights from Oregon to Chicago

Explore cheap flight options specifically provided by Frontier for the route between Oregon and Chicago. 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 3,145,932 searches. Data last updated March 19, 2024.
Find some of the cheapest Frontier flights traveling from Oregon to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Mon 4/1512:59 amPDX - ORD
1 stop21h 57mFrontier
Wed 4/246:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$130
Tue 4/2310:10 pmPDX - ORD
1 stop11h 19mFrontier
Wed 5/16:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$135
Fri 4/2612:49 amPDX - ORD
1 stop22h 07mFrontier
Wed 5/16:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$136
Fri 5/312:49 amPDX - ORD
1 stop22h 07mFrontier
Sat 5/116:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/17$142
Wed 4/2410:09 pmPDX - ORD
1 stop11h 36mFrontier
Tue 4/306:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$146
Thu 4/1810:17 pmPDX - ORD
1 stop11h 12mFrontier
Tue 4/236:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$151
Tue 4/1610:10 pmPDX - ORD
1 stop11h 19mFrontier
Sat 4/206:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$152
Thu 4/1110:17 pmPDX - ORD
1 stop11h 12mFrontier
Tue 4/1612:29 pmORD - PDX
1 stop10h 41mFrontier
Deal found 3/18$156
Thu 4/1810:17 pmPDX - ORD
1 stop11h 12mFrontier
Sat 4/206:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$157

Cheap Spirit Airlines flights from Oregon to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between Oregon and Chicago. 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 3,145,932 searches. Data last updated March 19, 2024.
Some of the lowest-priced Spirit Airlines flights we've found at this time heading from Oregon to Chicago. Deals frequently update to provide users with more options.
Wed 4/173:57 pmPDX - ORD
1 stop12h 32mSpirit Airlines
Tue 4/239:34 pmORD - PDX
1 stop15h 40mSpirit Airlines
Deal found 3/18$143
Tue 4/165:32 amPDX - ORD
2 stops22h 31mSpirit Airlines
Tue 4/239:34 pmORD - PDX
1 stop15h 40mSpirit Airlines
Deal found 3/17$144
Mon 4/85:45 amPDX - ORD
2 stops23h 10mSpirit Airlines
Tue 4/169:34 pmORD - PDX
1 stop15h 40mSpirit Airlines
Deal found 3/18$201
Thu 4/115:32 amPDX - ORD
2 stops25h 52mSpirit Airlines
Tue 4/169:34 pmORD - PDX
1 stop15h 40mSpirit Airlines
Deal found 3/16$203
Mon 4/157:04 pmPDX - ORD
1 stop9h 25mSpirit Airlines
Mon 4/2210:00 pmORD - PDX
3 stops39h 14mSpirit Airlines
Deal found 3/16$209
Mon 4/812:09 pmPDX - ORD
3 stops43h 29mSpirit Airlines
Tue 4/169:34 pmORD - PDX
1 stop15h 40mSpirit Airlines
Deal found 3/18$217
Mon 4/17:04 pmPDX - ORD
1 stop9h 26mSpirit Airlines
Tue 4/99:17 amORD - PDX
1 stop7h 58mSpirit Airlines
Deal found 3/18$330
Tue 3/265:45 amPDX - ORD
1 stop6h 47mSpirit Airlines
Mon 4/17:54 pmORD - PDX
1 stop17h 24mSpirit Airlines
Deal found 3/18$350
Tue 3/265:45 amPDX - ORD
1 stop6h 47mSpirit Airlines
Thu 3/2811:20 pmORD - PDX
1 stop13h 58mSpirit Airlines
Deal found 3/18$379

Cheap Oregon to Chicago flights in March & April 2024

Find cheap flight options from Oregon to Chicago specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Prices were last updated on March 19, 2024.
Check out some of the best flight deals from Oregon to Chicago in 2024. For more flight deals, be sure to check back very soon.
Mon 4/1512:59 amPDX - MDW
1 stop8h 39mFrontier
Tue 4/2310:55 pmMDW - PDX
1 stop27h 04mFrontier
Deal found 3/18$129
Mon 4/1512:59 amPDX - ORD
1 stop21h 57mFrontier
Wed 4/246:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$130
Tue 4/912:59 amPDX - ORD
1 stop21h 57mMultiple Airlines
Tue 4/169:34 pmORD - PDX
1 stop15h 40mMultiple Airlines
Deal found 3/18$133
Tue 4/2310:10 pmPDX - ORD
1 stop11h 19mFrontier
Tue 4/306:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$135
Fri 4/1912:59 amPDX - MDW
1 stop13h 39mFrontier
Tue 4/3010:55 pmMDW - PDX
1 stop27h 04mFrontier
Deal found 3/18$135
Tue 4/1612:59 amPDX - ORD
1 stop21h 57mFrontier
Sat 4/206:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$136
Fri 4/1912:59 amPDX - MDW
1 stop13h 39mFrontier
Sat 4/2710:30 amMDW - PDX
1 stop15h 29mFrontier
Deal found 3/18$136
Fri 4/1912:59 amPDX - MDW
1 stop13h 39mFrontier
Sat 4/2710:30 amMDW - PDX
1 stop15h 29mFrontier
Deal found 3/18$139
Fri 4/1912:59 amPDX - MDW
1 stop13h 39mFrontier
Sat 4/2710:30 amMDW - PDX
1 stop15h 29mFrontier
Deal found 3/18$140

Oregon to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Oregon and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Check out some of the best flight deals from Oregon to Chicago in 2024. For more flight deals, be sure to check back very soon.
Mon 4/1512:59 amPDX - MDW
1 stop8h 39mFrontier
Tue 4/2310:55 pmMDW - PDX
1 stop27h 04mFrontier
Deal found 3/18$129
Mon 4/1512:59 amPDX - ORD
1 stop21h 57mFrontier
Wed 4/246:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$130
Tue 4/912:59 amPDX - ORD
1 stop21h 57mMultiple Airlines
Tue 4/169:34 pmORD - PDX
1 stop15h 40mMultiple Airlines
Deal found 3/18$133
Tue 4/2310:10 pmPDX - ORD
1 stop11h 19mFrontier
Tue 4/306:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$135
Fri 4/1912:59 amPDX - MDW
1 stop13h 39mFrontier
Tue 4/3010:55 pmMDW - PDX
1 stop27h 04mFrontier
Deal found 3/18$135
Tue 4/1612:59 amPDX - ORD
1 stop21h 57mFrontier
Sat 4/206:27 pmORD - PDX
1 stop7h 32mFrontier
Deal found 3/18$136
Fri 4/1912:59 amPDX - MDW
1 stop13h 39mFrontier
Sat 4/2710:30 amMDW - PDX
1 stop15h 29mFrontier
Deal found 3/18$136
Fri 4/1912:59 amPDX - MDW
1 stop13h 39mFrontier
Sat 4/2710:30 amMDW - PDX
1 stop15h 29mFrontier
Deal found 3/18$139
Fri 4/1912:59 amPDX - MDW
1 stop13h 39mFrontier
Sat 4/2710:30 amMDW - PDX
1 stop15h 29mFrontier
Deal found 3/18$140

Non-stop flights to Chicago from Oregon

Discover non-stop flight options from Oregon to Chicago. 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 3,145,932 searches. Data last updated March 19, 2024.
If you're seeking options on non-stop flights from Oregon to Chicago, check out these fares. Select from other flights from Oregon to Chicago by using the search form above.
Sat 4/2012:09 pmPDX - ORD
Nonstop4h 10mAlaska Airlines
Wed 4/242:53 pmORD - PDX
Nonstop4h 33mAlaska Airlines
Deal found 3/18$179
Wed 4/1711:50 pmPDX - ORD
Nonstop4h 06mUnited Airlines
Sat 4/203:57 pmORD - PDX
Nonstop4h 29mUnited Airlines
Deal found 3/18$196
Sat 4/2012:09 pmPDX - ORD
Nonstop4h 10mAlaska Airlines
Mon 4/298:35 amORD - PDX
Nonstop4h 34mAlaska Airlines
Deal found 3/18$199
Mon 4/2211:50 pmPDX - ORD
Nonstop4h 06mUnited Airlines
Wed 4/2412:45 pmORD - PDX
Nonstop4h 32mUnited Airlines
Deal found 3/18$216
Sun 4/2110:24 pmPDX - ORD
Nonstop4h 21mAlaska Airlines
Thu 5/28:35 amORD - PDX
Nonstop4h 34mAlaska Airlines
Deal found 3/18$219
Wed 4/2411:50 pmPDX - ORD
Nonstop4h 06mUnited Airlines
Wed 5/13:57 pmORD - PDX
Nonstop4h 29mUnited Airlines
Deal found 3/18$220
Tue 5/2110:35 pmPDX - ORD
Nonstop4h 05mAlaska Airlines
Sat 6/228:00 amORD - PDX
Nonstop4h 20mAlaska Airlines
Deal found 3/18$221
Thu 5/3011:54 pmPDX - ORD
Nonstop4h 06mAmerican Airlines
Tue 6/48:25 pmORD - PDX
Nonstop4h 28mAmerican Airlines
Deal found 3/18$228
Mon 4/1510:24 pmPDX - ORD
Nonstop4h 21mAlaska Airlines
Tue 4/168:35 amORD - PDX
Nonstop4h 34mAlaska Airlines
Deal found 3/18$233

Oregon to Chicago flights leaving soon

Find last-minute flight options from Oregon to Chicago 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 3,145,932 searches. Data last updated March 19, 2024.
Book one of these great deals on flights from Oregon to Chicago. Tip: verify your flight details before completing your reservation.
Mon 4/17:04 pmPDX - ORD
1 stop9h 26mMultiple Airlines
Wed 4/106:27 pmORD - PDX
1 stop7h 32mMultiple Airlines
Deal found 3/18$257
Mon 3/2512:52 amPDX - MDW
1 stop29h 32mFrontier
Mon 4/110:57 pmMDW - PDX
1 stop27h 12mFrontier
Deal found 3/18$258
Tue 3/268:43 pmPDX - MDW
1 stop17h 49mFrontier
Mon 4/110:57 pmMDW - PDX
1 stop27h 12mFrontier
Deal found 3/18$268
Mon 3/2512:52 amPDX - MDW
1 stop29h 32mMultiple Airlines
Mon 4/110:59 pmMDW - PDX
2 stops26h 25mMultiple Airlines
Deal found 3/18$275
Mon 4/17:04 pmPDX - ORD
1 stop9h 26mMultiple Airlines
Sat 4/1312:29 pmORD - PDX
1 stop10h 48mMultiple Airlines
Deal found 3/18$283
Mon 4/17:04 pmPDX - ORD
1 stop9h 26mMultiple Airlines
Thu 4/116:27 pmORD - PDX
1 stop7h 32mMultiple Airlines
Deal found 3/18$285
Wed 3/2710:00 pmPDX - ORD
1 stop6h 55mMultiple Airlines
Tue 4/911:05 pmORD - PDX
1 stop24h 04mMultiple Airlines
Deal found 3/16$287
Mon 3/2512:52 amPDX - MDW
1 stop29h 32mFrontier
Thu 3/289:14 amMDW - PDX
1 stop16h 48mFrontier
Deal found 3/18$293
Tue 3/268:43 pmPDX - MDW
1 stop17h 49mFrontier
Thu 3/289:14 amMDW - PDX
1 stop16h 48mFrontier
Deal found 3/18$297

One-way flights to Chicago from Oregon

Search for one-way flight options from Oregon to Chicago. 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 3,145,932 searches. Data last updated March 19, 2024.
Users in need of a one-way flight from Oregon to Chicago can choose from these deals. For those needing a return trip from Oregon, there is a search form available above.
Tue 4/1612:59 amPDX - ORD
1 stop21h 57mFrontier
Deal found 3/18$68
Fri 4/2612:49 amPDX - ORD
1 stop22h 07mFrontier
Deal found 3/18$71
Fri 5/1012:49 amPDX - ORD
1 stop22h 07mFrontier
Deal found 3/17$73
Tue 4/2312:59 amPDX - ORD
1 stop21h 57mFrontier
Deal found 3/18$74
Wed 4/173:57 pmPDX - ORD
1 stop12h 32mSpirit Airlines
Deal found 3/18$81
Sat 4/2710:17 pmPDX - ORD
1 stop11h 12mFrontier
Deal found 3/18$82
Wed 4/2410:09 pmPDX - ORD
1 stop11h 36mFrontier
Deal found 3/18$84
Tue 4/94:05 pmPDX - ORD
1 stop12h 02mSpirit Airlines
Deal found 3/18$86
Tue 4/235:32 amPDX - ORD
1 stop7h 00mSpirit Airlines
Deal found 3/18$87

Find flights from Oregon to Chicago within your budget

Customize your flight search to find flights from Oregon to Chicago 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 3,145,932 searches. Data last updated March 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$129 - $266

Route

Depart

Return

Price

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Tue 4/16

2 stops22h 31m

Chicago O'Hare Intl

Tue 4/23

1 stop7h 32m

$129

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Mon 4/15

1 stop21h 57m

Chicago O'Hare Intl

Wed 4/24

1 stop7h 32m

$130

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Tue 4/9

1 stop21h 57m

Chicago O'Hare Intl

Tue 4/16

1 stop15h 40m

$133

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Tue 4/23

1 stop11h 19m

Chicago O'Hare Intl

Wed 5/1

1 stop7h 32m

$135

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Wed 4/17

1 stop12h 32m

Chicago O'Hare Intl

Tue 4/23

1 stop15h 40m

$143

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Tue 4/23

Nonstop4h 10m

Chicago O'Hare Intl

Wed 5/1

Nonstop4h 34m

$179

PortlandChicago Midway

PDX - MDW

PDXMDW

Portland

Fri 4/19

1 stop7h 47m

Chicago Midway

Sat 4/27

1 stop8h 06m

$216

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Wed 5/1

Nonstop4h 06m

Chicago O'Hare Intl

Sun 5/5

1 stop6h 32m

$247

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Sat 4/20

Nonstop3h 58m

Chicago O'Hare Intl

Sat 4/27

1 stop9h 22m

$266

Flights are sorted by cheapest first

Deals found on 3/18

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated March 19, 2024.
Read reviews from past customers who have flown Frontier, Spirit Airlines and Alaska Airlines from Oregon to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

7.4

Food

7.3

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

8.1
Very good
9,150 reviews
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

7.4

Food

7.3

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

8.1
Very good
11,551 reviews
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

7.4

Food

7.3

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

7.4
Good
11,602 reviews
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

7.4

Food

7.3

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

7.3
Good
15,312 reviews
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

7.4

Food

7.3

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

7.3
Good
704 reviews
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

7.4

Food

7.3

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Oregon to Chicago for under $200 on Cheapflights?

    Yes, there are multiple flights from Oregon to Chicago for under $200. The cheapest flight booked recently is on Multiple Airlines for just $129, but on average you can expect to pay $146.

  • Are there nonstop flights from Oregon to Chicago for under $200 on Cheapflights?

    Cheapflights has at least 20 direct flights from Oregon to Chicago under $200. A good price for a nonstop flight from Oregon to Chicago is less than $235.

  • Are there last-minute flights available from Oregon to Chicago for under $300?

    There are currently 20+ open flights from Oregon to Chicago within the next 7 days for less than $300.

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

    Nonstop flights can be found on the following days: Tuesday.

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

    Per day, 3 flights depart from Oregon to Chicago on average.
    Morning (6am - Noon) - 100% of flight departures

  • How long is the flight from Oregon to Chicago?

    Departing from Oregon to Chicago will take you 12h 32m. Airlines will cover a distance of 1744 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Oregon to Chicago one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $68. Spirit Airlines flights start at $81 while deals on Alaska Airlines start at $90 one-way.

  • What are the most popular routes from Oregon to Chicago?

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

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

    The top 3 most reliable airlines when flying from Oregon to Chicago are Lufthansa (90%), Air Canada (90%) and United Airlines (90%).

  • What are the cheapest flights from Oregon to Chicago?

    Looking for the cheapest flight from Oregon to Chicago? While on average our users pay $998, our data indicates the cheapest price to be $140. The most popular route (Portland - Chicago O'Hare Intl), is priced around $138.

  • What does PDX to ORD mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Portland Airport to Chicago O'Hare Intl Airport flight would often be abbreviated as a PDX to ORD flight. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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

Top 6 airlines flying from Oregon to Chicago

Discover the top 6 airlines that operate flights from Oregon to Chicago. 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 3,145,932 searches. Data last updated March 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$118Average$510FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
Spirit AirlinesCheapest$126Average$236FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
FrontierCheapest$141Average$271FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$154Average$428FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$198Average$521FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$220Average$494FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Search flights from Oregon to Chicago by cabin class

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

Hourly flight availability from Oregon to Chicago

Find hourly flight availability from Oregon to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 19, 2024.
1%of flight departuresEarly morningMidnight to 6 am
88%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
11%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Oregon to Chicago?

Cheapflights helps you search for flights from Oregon to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Oregon to Chicago?

Cheapflights simply makes it quick and affordable to book flights from Oregon to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Oregon to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Oregon to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Oregon to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from Oregon today and book when prices fit your budget.

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