Portland, OR PDX to Chicago, IL CHI flight with Spirit Airlines

Wed, Apr 15
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Journey information

Overview: Portland, OR to Chicago, IL flight

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Flights from Portland, OR to Chicago, IL depart on average 45 times per day, taking around 4h 17m. Cheap flight tickets for this journey start at $109 (€87) if you book in advance.

There are 5 flights per day. The earliest flight runs at 00:07, the last at 23:58. The fastest flight covers the 1754 miles (2823 km) distance in 3h 53m. November is the cheapest month to fly.

Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance
1754 miles (2823 km)
Average flight duration
4h 17m
Cheapest ticket price
$109 (€87)
Flights per day
45
Direct flights
5
Fastest flight
3h 53m
First flight
12:07 AM
Last flight
11:58 PM
Cheapest Month
Nov
Cheapest Day
Tue
High Season
Jan - Mar
Low Season
Apr - Jun
Busiest Day
Mon
Least Busy Day
Mon
Best time to book
28 days
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information

The cheapest and fastest flights from Portland, OR to Chicago, IL

Showing times and prices for Apr 16

Cheapest price

$131

Average price

$315

Fastest journey

4 h 1 m

Average duration

4 h 11 m

Flights per day

5

Distance

2823 km

Cheap tickets

The best way to find a cheap flight ticket from Portland, OR to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.

The average ticket from Portland, OR to Chicago, IL will cost around $315 if you buy it on the day, but the cheapest tickets can be found for only $131.

Fast flights

Of the 5 flights that leave Portland, OR for Chicago, IL onThu, Apr 16, 5 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Thu, Apr 16 the direct flights cover the 2823 km distance in an average of 4 h 11 m but if you time it right, some flights will get you there in just 4 h 1 m .

On Thu, Apr 16 the longest flights will take 4 h 22 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.

  • American Airlines
    2:00 PM4h15
    Portland, OR
    6:15 PMChicago, IL
    $1311One-way
    0 transfers
  • United
    3:00 PM4h02
    Portland, OR
    7:02 PMChicago, IL
    $1831One-way
    0 transfers
  • American Airlines
    11:02 PM4h22
    Portland, OR
    3:24 AMChicago, IL
    $3821One-way
    0 transfers
  • United
    7:55 AM4h01
    Portland, OR
    11:56 AMChicago, IL
    $4391One-way
    0 transfers
  • American Airlines
    9:26 PM4h15
    Portland, OR
    1:41 AMChicago, IL
    $4431One-way
    0 transfers

Travel Information

Compare train, bus, and flight for Portland, OR to Chicago, IL

Omio recommends booking the train as it is the most popular option from Portland, OR to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from $109. For those with little time consider booking a flight which can get you there in 4h 17m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.8 - 2.5kg. The ticket price range depends on the travel mode: a flight costs an average of $109, and a train costs an average of $144.

Distance: 1754 miles (2823 km)

Compare flight with

Flight
Most popular
Train
Bus

$300

Average price

Cheapest

$323

Average price

$305

Average price

7h 17m

Average total duration

Fastest

4h 17m

Onboard

+

3h 0m

Additional time*

48h 23m

Average total duration

47h 53m

Onboard

+

30m

Additional time*

73h 20m

Average total duration

72h 50m

Onboard

+

30m

Additional time*

8.5 - 16.9kg

CO2 emissions

0.8 - 2.5kg

CO2 emissions

Lowest

2.8 - 7.1kg

CO2 emissions

Spirit Airlines

Most popular airline

Amtrak

Most popular train company

Greyhound

Most popular bus company

Direct Options

Direct Options

Direct Options

Additional time: Average total travel duration to departure point, security checks and transfers.

Live departures

Portland, OR to Chicago, IL flight times

The table below shows live departures for Portland, OR to Chicago, IL flights for today, Wednesday, April 15. You can also manually refresh the results below to see updated flight journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
unitedUA459 · UA232912:00 PM Portland International Airport
6h12
6:12 PM O'Hare International Airport1 transfer
unitedUA5611 · UA5937 · UA242612:30 PM Portland International Airport
9h25
9:55 PM O'Hare International Airport2 transfers
unitedUA5611 · UA1896 · UA45712:30 PM Portland International Airport
11h29
11:59 PM O'Hare International Airport2 transfers
unitedUA5611 · UA5747 · UA211312:30 PM Portland International Airport
9h18
9:48 PM O'Hare International Airport2 transfers
unitedUA5611 · UA5747 · UA45712:30 PM Portland International Airport
11h29
11:59 PM O'Hare International Airport2 transfers
unitedUA5611 · UA195412:30 PM Portland International Airport
9h35
10:05 PM O'Hare International Airport1 transfer
unitedUA5611 · UA643 · UA135212:30 PM Portland International Airport
13h15
1:45 AM O'Hare International Airport2 transfers
skywest_airlinesAA6290+american_airlinesAA32241:00 PM Portland International Airport
8h55
9:55 PM O'Hare International Airport1 transfer
american_airlinesAA3328 · AA15591:00 PM Portland International Airport
9h44
10:44 PM O'Hare International Airport1 transfer
skywest_airlinesAA6290+american_airlinesAA15921:00 PM Portland International Airport
9h41
10:41 PM O'Hare International Airport1 transfer
unitedUA462 · UA21972:00 PM Portland International Airport
12h31
2:31 AM O'Hare International Airport1 transfer
american_airlinesAA2216 · AA15592:00 PM Portland International Airport
8h44
10:44 PM O'Hare International Airport1 transfer
unitedUA462 · UA14932:00 PM Portland International Airport
11h15
1:15 AM O'Hare International Airport1 transfer
american_airlinesAA2216 · AA12212:00 PM Portland International Airport
13h00
3:00 AM O'Hare International Airport1 transfer
unitedUA462 · UA17522:00 PM Portland International Airport
14h15
4:15 AM O'Hare International Airport1 transfer
unitedUA462 · UA13332:00 PM Portland International Airport
8h05
10:05 PM O'Hare International Airport1 transfer
unitedUA14962:00 PM Portland International Airport
4h09
6:09 PM O'Hare International Airport0 transfersDirect
unitedUA2114 · UA643 · UA13522:15 PM Portland International Airport
11h30
1:45 AM O'Hare International Airport2 transfers
unitedUA2114 · UA19542:15 PM Portland International Airport
7h50
10:05 PM O'Hare International Airport1 transfer
unitedUA2114 · UA13942:15 PM Portland International Airport
9h33
11:48 PM O'Hare International Airport1 transfer
unitedUA2114 · UA1506 · UA2122:15 PM Portland International Airport
14h13
4:28 AM O'Hare International Airport2 transfers
unitedUA2114 · UA2441 · UA13522:15 PM Portland International Airport
11h30
1:45 AM O'Hare International Airport2 transfers
american_airlinesAA2658 · AA27862:23 PM Portland International Airport
11h52
2:15 AM O'Hare International Airport1 transfer
american_airlinesAA2658 · AA32742:23 PM Portland International Airport
10h51
1:14 AM O'Hare International Airport1 transfer
american_airlinesAA2658 · AA3382:23 PM Portland International Airport
8h37
11:00 PM O'Hare International Airport1 transfer
unitedUA2016 · UA24973:05 PM Portland International Airport
8h39
11:44 PM O'Hare International Airport1 transfer
unitedUA2016 · UA17383:05 PM Portland International Airport
13h38
4:43 AM O'Hare International Airport1 transfer
unitedUA2375 · UA6173:40 PM Portland International Airport
6h24
10:04 PM O'Hare International Airport1 transfer
unitedUA2375 · UA10233:40 PM Portland International Airport
8h19
11:59 PM O'Hare International Airport1 transfer
unitedUA16415:50 PM Portland International Airport
4h04
9:54 PM O'Hare International Airport0 transfersDirect
american_airlinesAA2515 · AA27866:48 PM Portland International Airport
7h27
2:15 AM O'Hare International Airport1 transfer
american_airlinesAA2515 · AA4356:48 PM Portland International Airport
10h44
5:32 AM O'Hare International Airport1 transfer
american_airlinesAA2519 · AA12216:56 PM Portland International Airport
8h04
3:00 AM O'Hare International Airport1 transfer
american_airlinesAA2519 · AA32876:56 PM Portland International Airport
8h49
3:45 AM O'Hare International Airport1 transfer
american_airlinesAA2519 · AA28816:56 PM Portland International Airport
7h17
2:13 AM O'Hare International Airport1 transfer
american_airlinesAA2519 · AA15176:56 PM Portland International Airport
9h52
4:48 AM O'Hare International Airport1 transfer
unitedUA2230 · UA14117:50 PM Portland International Airport
6h30
2:20 AM O'Hare International Airport1 transfer
american_airlinesAA25118:23 PM Portland International Airport
4h09
12:32 AM O'Hare International Airport0 transfersDirect
unitedUA751 · UA14828:39 PM Portland International Airport
7h50
4:29 AM O'Hare International Airport1 transfer
american_airlinesAA2517 · AA15178:52 PM Portland International Airport
7h56
4:48 AM O'Hare International Airport1 transfer
unitedUA1927 · UA26168:55 PM Portland International Airport
17h05
2:00 PM O'Hare International Airport1 transfer
unitedUA1927 · UA7878:55 PM Portland International Airport
8h50
5:45 AM O'Hare International Airport1 transfer
unitedUA21929:30 PM Portland International Airport
4h06
1:36 AM O'Hare International Airport0 transfersDirect
skywest_airlinesAA6460+american_airlinesAA43510:28 PM Portland International Airport
7h04
5:32 AM O'Hare International Airport1 transfer
unitedUA1787 · UA148811:15 PM Portland International Airport
6h15
5:30 AM O'Hare International Airport1 transfer
unitedUA2615 · UA10452:14 AM Portland International Airport
9h53
12:07 PM O'Hare International Airport1 transfer

This is the last flight of the day.

Find all the dates and times for this journey

Compare prices and tickets Portland, OR to Chicago, IL by train, bus, or flight

Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.

Thu
Apr 16
Fri
Apr 17
Sat
Apr 18
Sun
Apr 19
Mon
Apr 20
Tue
Apr 21
Wed
Apr 22

Why should you book Portland, OR to Chicago, IL flights with Omio?

Spirit Airlines as well as Alaska Airlines offer flights services from Portland, OR to Chicago, IL.
Omio is an official ticket reseller for all your travel options from Portland, OR to Chicago, IL.

Why book with Omio vs Spirit Airlines?

  • Compare with other providers: On Omio, you can not only buy tickets for Spirit Airlines, but also compare tickets for the likes of Alaska Airlines to find the best option for your trip from Portland, OR to Chicago, IL.
  • Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
  • Compare all your options: Omio allows you to compare Spirit Airlines with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Portland, OR to Chicago, IL.

Why book with Omio over Edreams, Kayak or Skyscanner?

  • Compare with other providers: On Omio, you can also compare tickets for the likes of Alaska Airlines to find the best option for your trip from Portland, OR to Chicago, IL.
  • Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Portland, OR to Chicago, IL.

Airlines: Spirit Airlines, Alaska Airlines from Portland, OR to Chicago, ILFind the best flights between Portland, OR to Chicago, IL with Omio's travel partners Spirit Airlines, Alaska Airlines from $109 (€87). We can find you the best deals, schedules and tickets when comparing and booking the best trip.

Alaska Airlines

About
Alaska Airlines, headquartered in SeaTac, Washington, is a major U.S. airline and the fifth-largest in North America by scheduled passengers carried as of 2024. Along with its regional partners, Horizon Air and SkyWest Airlines, Alaska Airlines operates a route network primarily connecting cities along the West Coast of the United States, including Alaska and Hawaii, to over 100 destinations in the contiguous U.S., the Bahamas, Belize, Canada, Costa Rica, Guatemala, and Mexico. The airline is a member of the Oneworld alliance, offering passengers access to a broad global network. Alaska Airlines is known for its customer service and loyalty program, Mileage Plan, and offers First Class, Premium Class, and Main Cabin seating options. The airline's primary hub is Seattle-Tacoma International Airport. In 2024, its parent company, Alaska Air Group, acquired Hawaiian Airlines.
Luggage & cancellation policy
Average Duration
4h 2m
Cheapest Price
$136 (€108)
Alaska Airlines frequency
31 a day
Luggage included
1 carry-on bag (22 x 14 x 9) and 1 personal item included
Additional luggage
Checked bags fees start at $30 for first bag, $40 for second bag
Cancellation Policy
Saver fares are non-refundable. Main and First Class fares are refundable with fee, depending on fare type and elite status
Pregnant on board
Passengers can fly up to 36 weeks pregnant. After 28 weeks, medical certificate required
Unaccompagned minor
Unaccompanied minor service available for children ages 5-17. Service fee is $50 per direction on nonstop flights
Amenities on board the airplane
Wifi
USB plugs
Accessibility
Alaska Airlines provides wheelchair assistance and special services for passengers with disabilities, including meet-and-assist services and accessible seating
Pets
Pets allowed in cabin and cargo hold. Service animals welcome. Fees apply for pets in cabin ($100)
Entertaiment on board

Spirit Airlines

About
Spirit Airlines is an American ultra-low-cost carrier, headquartered in Dania Beach, Florida, operating scheduled flights throughout the United States, the Caribbean, and Latin America. Known for its distinctive bright yellow planes, Spirit's business model traditionally focuses on offering low base fares by unbundling services, allowing passengers to pay only for the amenities they choose, such as baggage and seat selection. As of August 2024, Spirit is evolving its offerings, introducing new fare tiers like "Go Big," "Go Comfy," "Go Savvy," and "Go," which include various bundled perks such as wider seats, extra legroom, priority boarding, and in-flight refreshments. Spirit was the seventh largest passenger carrier in North America as of 2023.
Luggage & cancellation policy
Average Duration
7h 17m
Cheapest Price
$97 (€78)
Spirit Airlines frequency
2 a day
Luggage included
Personal item (18 x 14 x 8 inches) included
Additional luggage
Checked bags: First bag $79-89, Second bag $89-99, Additional bags $105-110
Cancellation Policy
Cancellation within 24 hours of booking is free, after that fees apply based on fare type and timing
Pregnant on board
Up to 7 days before departure with medical certificate. After 28 weeks, medical certificate required
Unaccompagned minor
Ages 5-14 can travel as unaccompanied minors for $100 fee per direction. Service not available on international flights or connecting flights
Amenities on board the airplane
Wifi
Accessibility
Spirit Airlines offers assistance for passengers with disabilities, including wheelchair services and priority boarding. Passengers are encouraged to request assistance at least 48 hours in advance to ensure availability.
Learn more about Spirit Airlines

FAQs: Portland, OR to Chicago, IL Flight

Find answers to the most common questions about traveling from Portland, OR to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

FAQs
Cheap plane tickets from Portland, OR to Chicago, IL can start from as little as $109 (€87) when you book in advance. The average flight ticket price for Portland, OR to Chicago, IL is $300 (€239) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by plane from Portland, OR to Chicago, IL is 3h 53m to travel the 1754 miles (2823 km) long route. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest flight from Portland, OR to Chicago, IL leaves at 12:07 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Portland, OR to Chicago, IL leaves at 11:58 PM.
Yes, there are 5 direct flights a day from Portland, OR to Chicago, IL with Alaska Airlines. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Portland, OR to Chicago, IL, you can count on Spirit Airlines, Alaska Airlines for the best way to get you to Chicago, IL. You can also check all possible airlines who offer a service between Portland, OR and Chicago, IL and compare the amenities they offer before buying a plane ticket.
Flights from Portland, OR to Chicago, IL generally leave from Portland International Airport and arrive in O'Hare International Airport.Portland International Airport is 4 miles (8 km) away from Portland, OR city centre and O'Hare International Airport is 1 miles (3 km) from Chicago, IL city centre.
The cheapest month for a flight from Portland, OR to Chicago, IL is November.
It's helpful to compare your options as there are 3 ways to travel between Portland, OR and Chicago, IL including taking a train, bus, and flight.
Since neither Portland, OR nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 2 h between Portland, OR and Chicago, IL all year round.
The best events to attend in Chicago, IL include:
  • Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
  • Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
  • Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
Some of the most interesting sights to explore in Chicago, IL are:
  • Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
  • Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
  • Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
  • Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
  • Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
The best holidays to experience in Chicago, IL include:
  • Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
  • Independence Day, spectacular fireworks and festive celebrations throughout the city
  • Labor Day, a lively atmosphere with various festivals and pleasant weather.
The best things to do in Chicago, IL include:
  • Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
  • Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
  • Take a river cruise to see the city's iconic architecture from a different perspective
  • Attend a live performance at the historic Chicago Theatre
  • Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
The best season to visit Chicago, IL is Spring or Summer. The best weather to explore Chicago, IL is during May-September.
We recommend using the train as it is the most popular way to get from Portland, OR to Chicago, IL among Omio's users.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you. Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.

popular airports

Popular airports from Portland, OR to Chicago, IL

Portland
Chicago
The major airport for departures in Portland is Portland International Airport. Find all the information you need to know about services, amenities and connections at Portland International Airport for your trip from Portland to Chicago.
Portland International Airport (PDX)WifiShoppingParkingDiningATMTaxisAccessibilityWCHotelShowerLoungeLost and Found OfficeCar Rental
Amenities at airport
WifiWifi
ShoppingShopping
ParkingParking
DiningDining
ATMATM
TaxisTaxis
AccessibilityAccessibility
WCWC
HotelHotel
ShowerShower
LoungeLounge
Lost and Found OfficeLost and Found Office
Car RentalCar Rental
information
address
Address
7000 NE Airport Way, Portland, OR 97218, USA
ticketOfficeHours
Distance to city center
8 km
carConnection
Car connection
I-205, Exit 24A
Wifi
Wifi
  • Free Wi-Fi available throughout the airport.
Shopping
Shopping
  • Shops in concourses, including Powell's Books and Made in Oregon.
Parking
Parking
  • Parking available at all terminals, approximately 4.7€ ($5) per hour.
Dining
Dining
  • Restaurants in concourses, including Burgerville and Mo's Seafood
Taxis
Taxis
  • Available outside the terminal.
Accessibility
Accessibility
  • Ramps, assistance
WC
WC
  • Available throughout the airport.
Hotel
Hotel
  • Hotels nearby, including Sheraton Portland Airport Hotel.
Shower
Shower
  • Showers available at the PDX Conference Center, fee applies.
Lounge
Lounge
  • Lounges available, including Alaska Lounge and Delta Sky Club.
Lost and Found Office
Lost and Found Office
  • Lost and Found located on the mezzanine level of the terminal.
Car Rental
Car Rental
  • Car rental services available on the first floor of the parking garage
Public transit options for Portland International Airport
  • MAX Red Line, Portland Intertiol Airport station, 40 minutes

More options for your journey from Portland, OR to Chicago, IL

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Return journeys for flights from Chicago, IL to Portland, OR
Buses from Portland, OR to Chicago, IL
Trains from Portland, OR to Chicago, IL
Compare all journeys between Portland, OR and Chicago, IL
More information on flights to Portland, OR
More information on flights to Chicago, IL

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