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Cheap flights from Oregon to Chicago (CHI) from $47

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 5/15. 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
May 1 — May 81
From?
To?
Wed 5/1
Wed 5/8
1 adult, Economy
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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 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 3,068,117 searches. Data last updated April 26, 2024.
Find some of the cheapest Spirit Airlines flights traveling from Oregon to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Wed 5/2211:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$67
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$68
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/26$74
Wed 5/1511:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/228:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/26$78
Wed 5/223:27 pmPDX - ORD
1 stop13h 13mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/24$81
Sat 5/2511:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$85
Sat 6/111:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 6/58:26 pmORD - PDX
Nonstop4h 27mSpirit Airlines
Deal found 4/25$88
Wed 5/223:27 pmPDX - ORD
1 stop13h 13mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$89
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/187:30 amORD - PDX
1 stop14h 34mSpirit Airlines
Deal found 4/25$90

Cheap American Airlines flights from Oregon to Chicago

Explore cheap flight options specifically provided by American 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 3,068,117 searches. Data last updated April 26, 2024.
Some of the lowest-priced American Airlines flights we've found at this time heading from Oregon to Chicago. Deals frequently update to provide users with more options.
Wed 9/116:00 amPDX - ORD
Nonstop4h 05mAmerican Airlines
Sat 9/148:30 pmORD - PDX
Nonstop4h 32mAmerican Airlines
Deal found 4/24$179
Thu 6/611:55 pmPDX - ORD
Nonstop4h 05mAmerican Airlines
Tue 6/118:30 pmORD - PDX
Nonstop4h 28mAmerican Airlines
Deal found 4/25$199
Tue 5/2111:54 pmPDX - ORD
Nonstop4h 06mAmerican Airlines
Sat 6/228:30 pmORD - PDX
Nonstop4h 28mAmerican Airlines
Deal found 4/25$235
Sun 5/51:32 pmPDX - ORD
Nonstop3h 58mAmerican Airlines
Thu 5/98:25 pmORD - PDX
Nonstop4h 28mAmerican Airlines
Deal found 4/25$437
Mon 5/611:54 pmPDX - ORD
Nonstop4h 06mAmerican Airlines
Thu 5/98:25 pmORD - PDX
Nonstop4h 28mAmerican Airlines
Deal found 4/26$452
Mon 5/611:54 pmPDX - ORD
Nonstop4h 06mAmerican Airlines
Fri 5/108:25 pmORD - PDX
Nonstop4h 28mAmerican Airlines
Deal found 4/24$510

Cheap Oregon to Chicago flights in April & May 2024

Find cheap flight options from Oregon to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 26, 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.
Wed 5/2211:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/24$61
Wed 5/2211:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$67
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$68
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/26$74
Wed 5/1511:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/228:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/26$78
Wed 5/223:27 pmPDX - ORD
1 stop13h 13mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/24$81
Sat 5/2511:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$85
Wed 5/223:27 pmPDX - ORD
1 stop13h 13mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$89
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/187:30 amORD - PDX
1 stop14h 34mSpirit Airlines
Deal found 4/25$90

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 3,068,117 searches. Data last updated April 26, 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.
Wed 5/2211:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$67
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$68
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/26$74
Wed 5/1511:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/228:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/26$78
Wed 5/223:27 pmPDX - ORD
1 stop13h 13mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/24$81
Sat 5/2511:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$85
Sat 6/111:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 6/58:26 pmORD - PDX
Nonstop4h 27mSpirit Airlines
Deal found 4/25$88
Wed 5/223:27 pmPDX - ORD
1 stop13h 13mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$89
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/187:30 amORD - PDX
1 stop14h 34mSpirit Airlines
Deal found 4/25$90

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 3,068,117 searches. Data last updated April 26, 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.
Wed 5/2211:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/24$61
Wed 5/2211:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$67
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$68
Wed 5/811:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/26$74
Wed 5/1511:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/228:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/26$78
Sat 5/2511:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$85
Sat 6/111:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 6/58:26 pmORD - PDX
Nonstop4h 27mSpirit Airlines
Deal found 4/25$88
Wed 5/1511:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Sat 5/258:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/26$98
Sun 5/2611:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Wed 5/298:00 pmORD - PDX
Nonstop4h 30mSpirit Airlines
Deal found 4/25$102

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 3,068,117 searches. Data last updated April 26, 2024.
Book one of these great deals on flights from Oregon to Chicago. Tip: verify your flight details before completing your reservation.
Mon 5/612:59 amPDX - ORD
1 stop21h 57mMultiple Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mMultiple Airlines
Deal found 4/24$125
Wed 5/112:59 amPDX - ORD
1 stop21h 57mMultiple Airlines
Wed 5/88:00 pmORD - PDX
Nonstop4h 30mMultiple Airlines
Deal found 4/24$138
Fri 5/312:49 amPDX - ORD
1 stop22h 07mMultiple Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mMultiple Airlines
Deal found 4/24$144
Mon 5/610:16 pmPDX - ORD
1 stop11h 13mMultiple Airlines
Wed 5/88:00 pmORD - PDX
Nonstop4h 30mMultiple Airlines
Deal found 4/25$145
Sun 5/52:50 pmPDX - ORD
1 stop8h 06mMultiple Airlines
Sat 5/118:00 pmORD - PDX
Nonstop4h 30mMultiple Airlines
Deal found 4/24$149
Mon 5/67:04 pmPDX - ORD
2 stops19h 09mSpirit Airlines
Wed 5/85:50 pmORD - PDX
1 stop8h 17mSpirit Airlines
Deal found 4/24$153
Sat 5/412:59 amPDX - ORD
1 stop21h 57mMultiple Airlines
Wed 5/88:00 pmORD - PDX
Nonstop4h 30mMultiple Airlines
Deal found 4/25$154
Mon 5/67:04 pmPDX - ORD
2 stops19h 09mSpirit Airlines
Tue 5/1410:52 pmORD - PDX
1 stop14h 13mSpirit Airlines
Deal found 4/24$155
Fri 5/312:49 amPDX - ORD
1 stop22h 07mMultiple Airlines
Tue 5/79:34 pmORD - PDX
1 stop15h 31mMultiple Airlines
Deal found 4/25$162

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 3,068,117 searches. Data last updated April 26, 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.
Wed 5/155:20 amPDX - ORD
1 stop14h 35mSpirit Airlines
Deal found 4/25$47
Sat 5/2511:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 4/25$54
Wed 6/1211:53 pmPDX - ORD
Nonstop4h 07mSpirit Airlines
Deal found 4/25$55
Wed 5/223:27 pmPDX - ORD
1 stop13h 13mSpirit Airlines
Deal found 4/25$56
Tue 5/143:57 pmPDX - ORD
1 stop12h 33mSpirit Airlines
Deal found 4/26$59
Wed 5/223:27 pmPDX - ORD
1 stop13h 13mSpirit Airlines
Deal found 4/26$60
Thu 5/2311:30 pmPDX - ORD
Nonstop3h 50mSpirit Airlines
Deal found 4/25$62
Mon 5/1311:30 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/25$64
Mon 5/1310:16 pmPDX - ORD
1 stop11h 13mFrontier
Deal found 4/25$65

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 3,068,117 searches. Data last updated April 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$67 - $208

Route

Depart

Return

Price

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Wed 5/22

Nonstop3h 50m

Chicago O'Hare Intl

Wed 5/29

Nonstop4h 30m

$67

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Wed 5/8

Nonstop3h 50m

Chicago O'Hare Intl

Sat 5/11

Nonstop4h 30m

$68

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Wed 5/8

Nonstop3h 50m

Chicago O'Hare Intl

Sat 5/11

Nonstop4h 30m

$74

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Wed 5/15

Nonstop3h 50m

Chicago O'Hare Intl

Wed 5/22

Nonstop4h 30m

$78

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Wed 5/22

1 stop13h 13m

Chicago O'Hare Intl

Wed 5/29

Nonstop4h 30m

$81

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Mon 5/13

1 stop21h 57m

Chicago O'Hare Intl

Sat 5/18

Nonstop4h 30m

$105

PortlandChicago Midway

PDX - MDW

PDXMDW

Portland

Tue 5/14

1 stop13h 17m

Chicago Midway

Wed 5/22

1 stop27h 47m

$129

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Wed 9/11

Nonstop4h 05m

Chicago O'Hare Intl

Sat 9/14

Nonstop4h 32m

$179

PortlandChicago O'Hare Intl

PDX - ORD

PDXORD

Portland

Tue 5/21

Nonstop4h 05m

Chicago O'Hare Intl

Wed 5/29

Nonstop4h 20m

$208

Flights are sorted by cheapest first

Deals found on 4/25

No data available for this route at this time. Please check back soon.

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 April 26, 2024.
Read reviews from past customers who have flown Spirit Airlines, American Airlines and Frontier 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.
Alaska Airlines
8.1
Very good
9,115 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Entertainment

7.3

Boarding

8.2

Reviews

1 / 10

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

Alaska Airlines
8.1
Very good
9,115 reviews
Alaska Airlines
8.1
Very good
9,115 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Entertainment

7.3

Boarding

8.2

Reviews

1 / 10

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

Delta
8.1
Very good
10,966 reviews
Alaska Airlines
8.1
Very good
9,115 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Entertainment

7.3

Boarding

8.2

Reviews

1 / 10

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

WestJet
7.5
Good
2,981 reviews
Alaska Airlines
8.1
Very good
9,115 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Entertainment

7.3

Boarding

8.2

Reviews

1 / 10

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

United Airlines
7.4
Good
11,228 reviews
Alaska Airlines
8.1
Very good
9,115 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Entertainment

7.3

Boarding

8.2

Reviews

1 / 10

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

American Airlines
7.3
Good
14,889 reviews
Alaska Airlines
8.1
Very good
9,115 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.1

Crew

8.6

Entertainment

7.3

Boarding

8.2

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 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 $100 on Cheapflights?

    Yes, there are multiple flights from Oregon to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $67, but on average you can expect to pay $91.

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

    Cheapflights has at least 20 direct flights from Oregon to Chicago under $100. A good price for a nonstop flight from Oregon to Chicago is less than $99.

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

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

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

    Nonstop flights can be found on the following days: Sunday, Tuesday, Wednesday, Friday, Saturday.

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

    Per day, 12 flights depart from Oregon to Chicago on average.
    Morning (6am - Noon) - 75% of flight departures
    Afternoon (Noon - 6pm) - 8% of flight departures
    Evening (6pm - Midnight) - 17% of flight departures

  • How long is the flight from Oregon to Chicago?

    Departing from Oregon to Chicago will take you 3h 50m. Airlines will cover a distance of 1744 mi. All flights are typically nonstop.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $47. Frontier flights start at $64 while deals on American Airlines start at $90 one-way.

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

    The most popular route from Oregon to Chicago is Portland - Chicago O'Hare Intl. You may also consider Portland - Chicago Midway or Eugene - Chicago O'Hare Intl.

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

    American Airlines, Alaska Airlines and Delta are the most popular airlines when flying 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 (97%), Air Canada (96%) and Scandinavian Airlines (96%).

  • What are the cheapest flights from Oregon to Chicago?

    Looking for the cheapest flight from Oregon to Chicago? While on average our users pay $987, our data indicates the cheapest price to be $99. The most popular route (Portland - Chicago O'Hare Intl), is priced around $67.

  • 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).

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

    The amount of baggage you can bring on your Oregon to Chicago 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 Oregon to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Oregon to Chicago 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 Oregon to Chicago that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Oregon to Chicago 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 Oregon to Chicago that allow pets onboard?

    Many airlines flying from Oregon to Chicago 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 Oregon to Chicago?

    Yes, you can often find last-minute deals on Oregon to Chicago 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 Oregon to Chicago flight deals updated?

    The Oregon to Chicago flight deals you see on this page were last updated on 4/26.

See more FAQs

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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.

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Dallas/Fort Worth to Midway flights
San Francisco to Midway flights
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Hobby to Midway flights
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Minneapolis to Midway flights
Philadelphia to Midway flights
Ontario to Midway flights
Cleveland to O'Hare Intl flights
Baltimore to Midway flights
Hartford to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Reagan-National to Midway flights
Portland to O'Hare Intl flights
San Jose to O'Hare Intl flights

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 3,068,117 searches. Data last updated April 26, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$233FlexibilityNo cancel feeOn-time62%
Search Frontier flights
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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.
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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 April 26, 2024.
4%of flight departuresEarly morningMidnight to 6 am
63%of flight departuresMorning6 am to noon
25%of flight departuresAfternoonNoon to 6 pm
8%of flight departuresEvening6 pm to midnight
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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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