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Cheap flights from Portland (PWM) to Chicago (CHI) from $39

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 7/9. 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.
PWM — CHI
Jun 17 — Jun 241
From?
To?
Mon 6/17
Mon 6/24
1 adult, Economy
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The best prices from Portland to Chicago are usually found in September or February, booked 89 days in advance, depart on a Saturday or Thursday and return on a Tuesday

Cheap flight deals from Portland to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Chicago (CHI). 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 June 12, 2024.

Popular in

April

Cheapest in

September

Round-trip from

$222

One-way from

$134
High demand for flights, 32% potential price rise
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Best time to find cheap flights, 27% potential price drop
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From Portland to Chicago (CHI)
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One-way flight from Portland to Chicago (CHI)
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What is the cheapest day to fly round-trip from Portland, Maine to Chicago?

Flying to your destination on a Monday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago. Check prices with Cheapflights to find a great deal for your trip.

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

Users have found that booking a flight from Portland, Maine to Chicago at least 44 days early can save you up to 101% on average compared to booking a flight this week. If booking 44 days before your flight isn’t an option for you, users have found flights from Portland, Maine to Chicago for as little as $303 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $539 for flights departing within the next 3 days.

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

The best pricing can be found in the month of September. Prices to Chicago from Portland, Maine average $401. You can even find prices in September for less than $401, as users have found deals to Chicago from as low as $158. The month of April appears to be one of the more expensive times to travel to Chicago from Portland, Maine. Flying in the targeted month can save you up to 47%.

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

One of the essential ways to save on airfare from Portland, Maine to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 70% on airfare.

Cheap Portland to Chicago flights in June & July 2024

Find cheap flight options from Portland to Chicago specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,117,830 searches. Prices were last updated on June 12, 2024.
The lowest fares we've come across on flights traveling from Portland to Chicago in June and July 2024. For more flight deals, be sure to check back very soon.
Tue 7/210:26 pmPWM - ORD
Nonstop2h 43mFrontier
Tue 7/96:03 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/12$78
Tue 7/910:22 pmPWM - ORD
Nonstop2h 43mFrontier
Tue 7/166:03 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/11$87
Thu 7/410:15 pmPWM - ORD
Nonstop2h 43mFrontier
Thu 7/115:53 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/12$98
Thu 7/1110:12 pmPWM - ORD
Nonstop2h 43mFrontier
Sun 7/145:52 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/12$100
Thu 7/1110:12 pmPWM - ORD
Nonstop2h 43mFrontier
Sun 7/145:52 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/11$101
Tue 6/259:55 pmPWM - ORD
Nonstop2h 43mFrontier
Thu 6/275:52 pmORD - PWM
Nonstop2h 20mFrontier
Deal found 6/11$109
Sun 6/3010:05 pmPWM - ORD
Nonstop2h 43mFrontier
Tue 7/26:06 pmORD - PWM
Nonstop2h 20mFrontier
Deal found 6/11$119
Thu 6/2710:05 pmPWM - ORD
Nonstop2h 43mFrontier
Tue 7/306:03 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/11$130
Thu 7/410:15 pmPWM - ORD
Nonstop2h 43mFrontier
Sun 7/75:52 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/11$157

Portland to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Portland and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,117,830 searches. Data last updated June 12, 2024.
The lowest fares we've come across on flights traveling from Portland to Chicago in June and July 2024. For more flight deals, be sure to check back very soon.
Thu 8/2210:11 pmPWM - ORD
Nonstop2h 46mFrontier
Tue 8/276:00 pmORD - PWM
Nonstop2h 21mFrontier
Deal found 6/12$73
Tue 7/210:26 pmPWM - ORD
Nonstop2h 43mFrontier
Tue 7/96:03 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/12$78
Tue 7/910:22 pmPWM - ORD
Nonstop2h 43mFrontier
Tue 7/166:03 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/11$87
Thu 7/410:15 pmPWM - ORD
Nonstop2h 43mFrontier
Thu 7/115:53 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/12$98
Thu 7/1110:12 pmPWM - ORD
Nonstop2h 43mFrontier
Sun 7/145:52 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/12$100
Thu 7/1110:12 pmPWM - ORD
Nonstop2h 43mFrontier
Sun 7/145:52 pmORD - PWM
Nonstop2h 19mFrontier
Deal found 6/11$101
Tue 6/259:55 pmPWM - ORD
Nonstop2h 43mFrontier
Thu 6/275:52 pmORD - PWM
Nonstop2h 20mFrontier
Deal found 6/11$109
Thu 9/1910:11 pmPWM - ORD
Nonstop2h 46mFrontier
Tue 9/246:00 pmORD - PWM
Nonstop2h 21mFrontier
Deal found 6/11$110
Tue 9/1010:11 pmPWM - ORD
Nonstop2h 46mFrontier
Sun 9/156:00 pmORD - PWM
Nonstop2h 21mFrontier
Deal found 6/11$111

Portland to Chicago flights leaving soon

Find last-minute flight options from Portland 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 3,117,830 searches. Data last updated June 12, 2024.
Users seeking a last-minute flight from Portland to Chicago should consider booking one of these fares. To prevent any unwanted surprises, users should verify their flight info before booking.
Tue 6/183:23 pmPWM - MDW
1 stop6h 57mFrontier
Wed 6/1912:57 pmMDW - PWM
1 stop23h 00mFrontier
Deal found 6/12$165
Tue 6/189:59 amPWM - MDW
2 stops12h 21mFrontier
Wed 6/1912:57 pmMDW - PWM
1 stop23h 00mFrontier
Deal found 6/12$170
Tue 6/189:59 amPWM - ORD
1 stop9h 30mFrontier
Wed 6/195:58 pmORD - PWM
1 stop14h 08mFrontier
Deal found 6/12$246
Thu 6/2010:05 pmPWM - ORD
Nonstop2h 43mFrontier
Sat 6/292:10 pmORD - PWM
1 stop17h 56mFrontier
Deal found 6/10$327
Tue 6/186:00 amPWM - ORD
Nonstop2h 49mUnited Airlines
Wed 6/196:03 pmORD - PWM
Nonstop2h 30mUnited Airlines
Deal found 6/12$363
Tue 6/186:10 amPWM - ORD
1 stop5h 25mUnited Airlines
Wed 6/196:03 pmORD - PWM
Nonstop2h 30mUnited Airlines
Deal found 6/12$373
Wed 6/196:01 amPWM - ORD
1 stop7h 14mAmerican Airlines
Sun 6/237:15 pmORD - PWM
Nonstop2h 28mAmerican Airlines
Deal found 6/11$383
Fri 6/216:00 amPWM - ORD
Nonstop2h 49mUnited Airlines
Sun 6/236:03 pmORD - PWM
Nonstop2h 30mUnited Airlines
Deal found 6/11$386
Fri 6/216:01 amPWM - ORD
1 stop7h 14mAmerican Airlines
Sun 6/237:15 pmORD - PWM
Nonstop2h 28mAmerican Airlines
Deal found 6/11$389

One-way flights to Chicago from Portland

Search for one-way flight options from Portland 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 3,117,830 searches. Data last updated June 12, 2024.
Some of the best available deals we've found on one-way flights from Portland to Chicago. Users needing a return flight from Portland to Chicago should utilize the search form above.
Tue 7/910:22 pmPWM - ORD
Nonstop2h 43mFrontier
Deal found 6/11$39
Tue 6/259:55 pmPWM - ORD
Nonstop2h 43mFrontier
Deal found 6/11$49
Sun 7/1410:01 pmPWM - ORD
Nonstop2h 43mFrontier
Deal found 6/11$50
Thu 7/113:55 pmPWM - MDW
1 stop5h 14mFrontier
Deal found 6/11$77
Tue 6/253:23 pmPWM - MDW
1 stop6h 57mFrontier
Deal found 6/11$78
Thu 6/2010:05 pmPWM - ORD
Nonstop2h 43mFrontier
Deal found 6/11$79
Sun 6/3010:05 pmPWM - ORD
Nonstop2h 43mFrontier
Deal found 6/10$80
Tue 7/99:52 amPWM - MDW
2 stops12h 33mFrontier
Deal found 6/11$82
Tue 6/259:59 amPWM - MDW
2 stops12h 21mFrontier
Deal found 6/11$89

Find flights from Portland to Chicago within your budget

Customize your flight search to find flights from Portland 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 3,117,830 searches. Data last updated June 12, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$73 - $224

Route

Depart

Return

Price

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Thu 8/22

Nonstop2h 46m

Chicago O'Hare Intl

Tue 8/27

Nonstop2h 21m

$73

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Tue 7/2

Nonstop2h 43m

Chicago O'Hare Intl

Tue 7/9

Nonstop2h 19m

$78

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Tue 7/9

Nonstop2h 43m

Chicago O'Hare Intl

Tue 7/16

Nonstop2h 19m

$87

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Thu 7/11

Nonstop2h 43m

Chicago O'Hare Intl

Sun 7/14

Nonstop2h 19m

$100

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Wed 8/21

Nonstop2h 49m

Chicago O'Hare Intl

Sat 8/24

Nonstop2h 19m

$154

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Mon 9/9

Nonstop2h 48m

Chicago O'Hare Intl

Wed 9/11

Nonstop2h 31m

$177

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Fri 8/23

1 stop5h 42m

Chicago O'Hare Intl

Tue 8/27

Nonstop2h 21m

$178

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Wed 7/24

1 stop5h 06m

Chicago O'Hare Intl

Tue 7/30

1 stop6h 59m

$196

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Fri 8/23

1 stop8h 48m

Chicago O'Hare Intl

Wed 8/28

1 stop8h 04m

$224

Flights are sorted by cheapest first

Deals found on 6/12

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to Chicago. Price data was last updated on May 31, 2024.
Booking 89 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland, Maine to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

What is the cheapest day to fly from Portland, Maine to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Portland to Chicago. Price data was last updated on June 9, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Portland, Maine to Chicago flight should consider departing on Tuesday evenings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Portland to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Portland 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 Chicago by month

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

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 12, 2024.
Get a feel of what it's like to fly with American Airlines, Delta and Frontier from Portland to Chicago by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,000 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,000 reviews
Delta
8.0
Very good
10,000 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

JetBlue
7.6
Good
4,265 reviews
Delta
8.0
Very good
10,000 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.5
Good
2,838 reviews
Delta
8.0
Very good
10,000 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,000 reviews
Delta
8.0
Very good
10,000 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
10,000 reviews
Delta
8.0
Very good
10,000 reviews

Entertainment

8.0

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Portland to Chicago. 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 from for flights from Portland to Chicago?

    For a flight from Portland to Chicago, you will be flying from Portland. Portland (PWM) is just 2.9 mi from the center of the city. Portland is the only Portland airport and it handles 4 outbound flights to Chicago per day. 4 airlines have flights to Chicago from Portland on a regular basis.

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

    Yes, there are multiple flights from Portland, Maine to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $73, but on average you can expect to pay $133.

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

    Cheapflights has at least 20 direct flights from Portland, Maine to Chicago under $100. A good price for a nonstop flight from Portland, Maine to Chicago is less than $135.

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

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

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

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

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

    Per day, 2 flights depart from Portland, Maine to Chicago on average.
    Afternoon (Noon - 6pm) - 100% of flight departures

  • How long is the flight from Portland, Maine to Chicago?

    For as low as $73, Frontier can have you in Chicago from Portland, Maine in 2h 46m. There are 902 mi between Portland, Maine and Chicago. All flights are typically nonstop.

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

    Cheapflights users have booked flights from Portland, Maine to Chicago round-trip from $73. Other airlines that can offer you cheap pricing are American Airlines, from $154, and United Airlines, from $177. These flights start at 81% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Portland, Maine to Chicago one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $39. Users have also found prices from $98 and $103 on United Airlines and Delta, respectively.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Portland, Maine to Chicago on time: SkyWest Airlines (87%), Air New Zealand (87%), United Airlines (84%).

  • What are the cheapest flights from Portland, Maine to Chicago?

    On average you can expect to pay $1,107 for a flight from Portland, Maine to Chicago. The cheapest flight overall is $89 while the most popular route, (Portland - Chicago O'Hare Intl) is currently priced at $133.

  • What does PWM to ORD mean?

    Great question - PWM to ORD just means Portland Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! 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 Portland to Chicago that include extra baggage allowance?

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

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

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

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

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

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

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

    Many airlines flying from Portland 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 Portland to Chicago?

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

    The Portland, Maine to Chicago flight deals you see on this page were last updated on 6/12.

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

    The most popular airlines flying from Portland, Maine to Chicago are American Airlines, Delta and Frontier. Something to consider prior to booking your flight.

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

    Currently, February is the cheapest month in which you can book a flight from Portland, Maine to Chicago (average of $244). Flying from Portland, Maine to Chicago in July is currently the most expensive (average of $320). 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.

See more FAQs

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

Boston to O'Hare Intl flights
Boston to Midway flights
Portland to O'Hare Intl flights
Boston to St. Louis flights
Portland to Midway flights
Bangor to O'Hare Intl flights
Bangor to Midway flights
Boston to Bloomington flights
Boston to Rockford flights
Boston to Evansville flights
Boston to Moline flights
Bangor to St. Louis flights
Boston to Peoria flights
Portland to St. Louis flights
Boston to Champaign flights
Boston to Springfield flights
Boston to Paducah flights
Augusta to O'Hare Intl flights
Portland to Moline flights
Boston to Decatur flights
Rockland to O'Hare Intl flights
Boston to Dubuque flights
Bar Harbor to O'Hare Intl flights
Boston to Burlington flights

Top 4 airlines flying from Portland to Chicago

Discover the top 4 airlines that operate flights from Portland 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 3,117,830 searches. Data last updated June 12, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$109FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$178Average$395FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$199Average$378FlexibilityNo cancel feeOn-time71%
DeltaCheapest$207Average$393FlexibilityNo cancel feeOn-timeN/A
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Portland, Maine to Charlottesville flights

Search flights from Portland to Chicago by cabin class

Find flights from Portland to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Portland to Chicago

Find hourly flight availability from Portland 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 June 12, 2024.
31%of flight departuresEarly morningMidnight to 6 am
17%of flight departuresMorning6 am to noon
50%of flight departuresAfternoonNoon to 6 pm
2%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Portland to Chicago

Explore weekly flight availability from Portland to Chicago. 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 June 12, 2024.
Sunday4daily flights
Monday4daily flights
Tuesday3daily flights
Wednesday4daily flights
Thursday4daily flights
Friday4daily flights
Saturday6daily flights

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