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Journey information
Overview: Chicago, IL to Portland, OR flight
USAUSA
Flights from Chicago, IL to Portland, OR depart on average 44 times per day, taking around 5h 6m. Cheap flight tickets for this journey start at $93 (€76) 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 4h 31m. March 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 5h 6m |
Cheapest ticket price $93 (€76) |
Flights per day 44 |
Direct flights 5 |
Fastest flight 4h 31m |
First flight 00:07 |
Last flight 23:58 |
Cheapest month Mar |
Cheapest day Sun |
High season Oct - Dec |
Low season Apr - Jun |
Busiest day Wed |
Least busy day Wed |
Best day to book ahead 42 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 Chicago, IL to Portland, OR
Showing times and prices for Mar 23
Cheapest price
$506
Average price
$742
Fastest journey
4 h 31 m
Average duration
4 h 37 m
Flights per day
36
Distance
2823 km
Cheap tickets
The best way to find a cheap flight ticket from Chicago, IL to Portland, OR is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Portland, OR will cost around $742 if you buy it on the day, but the cheapest tickets can be found for only $506.
Fast flights
Of the 36 flights that leave Chicago, IL for Portland, OR onMon, Mar 23, 5 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, Mar 23 the direct flights cover the 2823 km distance in an average of 4 h 37 m but if you time it right, some flights will get you there in just 4 h 31 m .
On Mon, Mar 23 the longest flights will take 4 h 45 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.
UA192004:40PM4h34
O'Hare International Airport07:14PMPortland International Airport
$5061One-way
0 transfers
UA153108:04PM4h41
O'Hare International Airport10:45PMPortland International Airport
$5061One-way
0 transfers
UA199409:06AM4h45
O'Hare International Airport11:51AMPortland International Airport
$5061One-way
0 transfers
AA212809:44PM4h31
O'Hare International Airport12:15AMPortland International Airport
$5061One-way
0 transfers
AA82008:15AM4h33
O'Hare International Airport10:48AMPortland International Airport
$5121One-way
0 transfers
AA212809:44PM4h31
O'Hare International Airport12:15AMPortland International Airport
$5061One-way
0 transfers
AA82008:15AM4h33
O'Hare International Airport10:48AMPortland International Airport
$5121One-way
0 transfers
UA192004:40PM4h34
O'Hare International Airport07:14PMPortland International Airport
$5061One-way
0 transfers
UA153108:04PM4h41
O'Hare International Airport10:45PMPortland International Airport
$5061One-way
0 transfers
UA199409:06AM4h45
O'Hare International Airport11:51AMPortland International Airport
$5061One-way
0 transfers
Travel Information
Compare train, bus, and flight for Chicago, IL to Portland, OR
Omio recommends booking the train as it is the most popular option from Chicago, IL to Portland, OR among Omio's users. If you are prioritising price take the train with prices starting from $142. For those with little time consider booking a flight which can get you there in 5h 6m. 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 train costs an average of $142, and a bus costs an average of $156.
Distance: 1754 miles (2823 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
$315 Average price | $304 Average price Cheapest | $402 Average price |
8h 6m Average total duration Fastest 5h 6m Onboard + 3h 0m Additional time* | 49h 33m Average total duration 49h 3m Onboard + 30m Additional time* | 76h 38m Average total duration 76h 8m Onboard + 30m Additional time* |
8.5 - 16.9kg CO2 emissions | 0.8 - 2.5kg CO2 emissions Lowest | 2.8 - 7.1kg CO2 emissions |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
Live departures
Chicago, IL to Portland, OR flight times
The table below shows live departures for Chicago, IL to Portland, OR flights for today, Sunday, March 22. You can also manually refresh the results below to see updated flight journeys.
Last updated at 9:57 PM
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| UA2494 · UA1770 | 10:50 PM O'Hare International Airport | 7h10 | 6:00 AM Portland International Airport | 1 transfer | |
| Monday, March 23 | |||||
 AS321 · AS2264 | 12:24 AM O'Hare International Airport | 16h01 | 4:25 PM Portland International Airport | 1 transfer | |
| AS321 · AS498 | 12:24 AM O'Hare International Airport | 6h20 | 6:44 AM Portland International Airport | 1 transfer | |
| AS321 · AS3281 | 12:24 AM O'Hare International Airport | 17h09 | 5:33 PM Portland International Airport | 1 transfer | |
| AS321 · AS2047 | 12:24 AM O'Hare International Airport | 14h46 | 3:10 PM Portland International Airport | 1 transfer | |
| AS1466 · AS399 | 12:59 AM O'Hare International Airport | 15h50 | 4:49 PM Portland International Airport | 1 transfer | |
| UA1531 | 1:04 AM O'Hare International Airport | 4h41 | 5:45 AM Portland International Airport | 0 transfersDirect | |
| AA2128 | 2:44 AM O'Hare International Airport | 4h31 | 7:15 AM Portland International Airport | 0 transfersDirect | |
| UA1464 · UA740 | 10:40 AM O'Hare International Airport | 8h55 | 7:35 PM Portland International Airport | 1 transfer | |
| UA246 · UA2363 | 11:17 AM O'Hare International Airport | 8h16 | 7:33 PM Portland International Airport | 1 transfer | |
| UA2361 · UA1791 · UA5684 | 12:00 PM O'Hare International Airport | 9h59 | 9:59 PM Portland International Airport | 2 transfers | |
| UA2428 · UA1337 | 12:05 PM O'Hare International Airport | 12h46 | 12:51 AM Portland International Airport | 1 transfer | |
| UA563 · UA2338 | 12:10 PM O'Hare International Airport | 16h42 | 4:52 AM Portland International Airport | 1 transfer | |
| AA820 | 1:15 PM O'Hare International Airport | 4h33 | 5:48 PM Portland International Airport | 0 transfersDirect | |
| UA1357 · UA780 | 1:50 PM O'Hare International Airport | 15h08 | 4:58 AM Portland International Airport | 1 transfer | |
| UA343 · UA5684 | 1:58 PM O'Hare International Airport | 8h01 | 9:59 PM Portland International Airport | 1 transfer | |
| UA1994 | 2:06 PM O'Hare International Airport | 4h45 | 6:51 PM Portland International Airport | 0 transfersDirect | |
| UA2301 · UA2338 | 2:15 PM O'Hare International Airport | 14h37 | 4:52 AM Portland International Airport | 1 transfer | |
| UA2638 · UA1420 | 3:35 PM O'Hare International Airport | 14h36 | 6:11 AM Portland International Airport | 1 transfer | |
| UA1803 · UA1337 | 3:48 PM O'Hare International Airport | 9h03 | 12:51 AM Portland International Airport | 1 transfer | |
| UA1856 · UA2338 | 3:50 PM O'Hare International Airport | 13h02 | 4:52 AM Portland International Airport | 1 transfer | |
| UA606 · UA2338 | 5:03 PM O'Hare International Airport | 11h49 | 4:52 AM Portland International Airport | 1 transfer | |
| UA1448 · UA1420 | 5:45 PM O'Hare International Airport | 12h26 | 6:11 AM Portland International Airport | 1 transfer | |
| UA1113 · UA1337 | 5:50 PM O'Hare International Airport | 7h01 | 12:51 AM Portland International Airport | 1 transfer | |
| UA1097 · UA2428 | 5:52 PM O'Hare International Airport | 7h56 | 1:48 AM Portland International Airport | 1 transfer | |
| UA1363 · UA2681 · UA1176 | 5:54 PM O'Hare International Airport | 12h10 | 6:04 AM Portland International Airport | 2 transfers | |
| UA1363 · UA2681 · UA5718 | 5:54 PM O'Hare International Airport | 13h41 | 7:35 AM Portland International Airport | 2 transfers | |
| UA293 · UA780 | 6:06 PM O'Hare International Airport | 10h52 | 4:58 AM Portland International Airport | 1 transfer | |
| UA1695 · UA2338 | 6:09 PM O'Hare International Airport | 10h43 | 4:52 AM Portland International Airport | 1 transfer | |
| UA270 · UA498 | 7:01 PM O'Hare International Airport | 9h09 | 4:10 AM Portland International Airport | 1 transfer | |
| UA1215 · UA1420 | 7:10 PM O'Hare International Airport | 11h01 | 6:11 AM Portland International Airport | 1 transfer | |
| UA587 · UA780 | 7:30 PM O'Hare International Airport | 9h28 | 4:58 AM Portland International Airport | 1 transfer | |
| UA374 · UA2681 · UA1176 | 7:35 PM O'Hare International Airport | 10h29 | 6:04 AM Portland International Airport | 2 transfers | |
| UA374 · UA2681 · UA5718 | 7:35 PM O'Hare International Airport | 12h00 | 7:35 AM Portland International Airport | 2 transfers | |
| UA2347 · UA498 | 7:45 PM O'Hare International Airport | 8h25 | 4:10 AM Portland International Airport | 1 transfer | |
| UA714 · UA1420 | 9:00 PM O'Hare International Airport | 9h11 | 6:11 AM Portland International Airport | 1 transfer | |
| UA2649 · UA498 | 9:05 PM O'Hare International Airport | 7h05 | 4:10 AM Portland International Airport | 1 transfer | |
| UA1317 · UA5339 · UA5718 | 9:15 PM O'Hare International Airport | 10h20 | 7:35 AM Portland International Airport | 2 transfers | |
| UA511 · UA1176 | 9:35 PM O'Hare International Airport | 8h29 | 6:04 AM Portland International Airport | 1 transfer | |
| UA511 · UA5718 | 9:35 PM O'Hare International Airport | 10h00 | 7:35 AM Portland International Airport | 1 transfer | |
| UA1920 | 9:40 PM O'Hare International Airport | 4h34 | 2:14 AM Portland International Airport | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Portland, OR 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.
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Why should you book Chicago, IL to Portland, OR flights with Omio?
Spirit Airlines as well as Alaska Airlines offer flights services from Chicago, IL to Portland, OR.
Omio is an official ticket reseller for all your travel options from Chicago, IL to Portland, OR.
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 Chicago, IL to Portland, OR.
- 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 Chicago, IL to Portland, OR.
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 Chicago, IL to Portland, OR.
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Chicago, IL to Portland, OR.
Airlines: Spirit Airlines, Alaska Airlines from Chicago, IL to Portland, ORFind the best flights between Chicago, IL to Portland, OR with Omio's travel partners Spirit Airlines, Alaska Airlines from $93 (€76). 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 42m
Cheapest Price
$275 (€223)
Alaska Airlines frequency
32 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
6h 56m
Cheapest Price
$87 (€71)
Spirit Airlines frequency
1 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.
FAQs: Chicago, IL to Portland, OR Flight
Find answers to the most common questions about traveling from Chicago, IL to Portland, OR 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 Portland, OR, this guide helps you travel smarter and with confidence.
Cheap plane tickets from Chicago, IL to Portland, OR can start from as little as $93 (€76) when you book in advance. The average flight ticket price for Chicago, IL to Portland, OR is $315 (€256) ; 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 Chicago, IL to Portland, OR is 4h 31m 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 Chicago, IL to Portland, OR leaves at 12:07 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Chicago, IL to Portland, OR leaves at 11:58 PM.
Yes, there are 5 direct flights a day from Chicago, IL to Portland, OR with Alaska Airlines. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Chicago, IL to Portland, OR, you can count on Spirit Airlines, Alaska Airlines for the best way to get you to Portland, OR. You can also check all possible airlines who offer a service between Chicago, IL and Portland, OR and compare the amenities they offer before buying a plane ticket.
Flights from Chicago, IL to Portland, OR generally leave from O'Hare International Airport and arrive in Portland International Airport.O'Hare International Airport is 1 miles (3 km) away from Chicago, IL city centre and Portland International Airport is 4 miles (8 km) from Portland, OR city centre.
The cheapest month for a flight from Chicago, IL to Portland, OR is March.
It's helpful to compare your options as there are 3 ways to travel between Chicago, IL and Portland, OR including taking a train, bus, and flight.
Since neither Chicago, IL nor Portland, OR 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 Chicago, IL and Portland, OR all year round.
The best events to attend in Portland, OR include:
- Portland Rose Festival, a vibrant celebration of roses featuring parades, carnival rides, and floral displays
- Portland International Beer Fest, a lively event showcasing craft beers from around the world with tastings and food pairings
- Waterfront Blues Festival, an annual music festival celebrating blues music with live performances and waterfront views.
The best holidays to experience in Portland, OR include:
- Independence Day, vibrant fireworks and festive parades celebrating American freedom
- Labor Day, pleasant weather perfect for outdoor activities and local events
- Thanksgiving, a cozy atmosphere with fewer tourists and opportunities to enjoy local cuisine.
The best season to visit Portland, OR is Spring or Summer. The best weather to explore Portland, OR is during June-August or September-October.
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.
popular airports
Popular airports from Chicago, IL to Portland, OR
Chicago
Portland
The major airport for departures in Chicago is O'Hare International Airport. Find all the information you need to know about services, amenities and connections at O'Hare International Airport for your trip from Chicago to Portland.
Amenities at airport
Wifi
Shopping
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Shower
Lounge
Lost and Found Office
Car Rentalinformation
Distance to city center
3 km
Car connection
I-190, Exit 1Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
Parking
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
Dining
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Taxis
- Available outside the terminal.
Accessibility
- Elevators, ramps, toilets
WC
- Available throughout the airport.
Hotel
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
Shower
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
Lounge
- Lounges available, including United Club and American Airlines Admirals Club.
Lost and Found Office
- Lost and Found located in terminal 1, near the baggage claim area.
Car Rental
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
Public transit options for O'Hare International Airport
- CTA Blue Line, O'Hare Station, 45 minutes to city center
The major airport for arrivals 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 journey to Portland from Chicago.
Amenities at airport
WifiShoppingParkingDiningATMTaxisAccessibilityWCHotelShowerLoungeLost and Found OfficeCar Rentalinformation
Distance to city center
8 kmCar connection
I-205, Exit 24AWifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops in concourses, including Powell's Books and Made in Oregon.
Parking
- Parking available at all terminals, approximately 4.7€ ($5) per hour.
Dining
- Restaurants in concourses, including Burgerville and Mo's Seafood
Taxis
- Available outside the terminal.
Accessibility
- Ramps, assistance
WC
- Available throughout the airport.
Hotel
- Hotels nearby, including Sheraton Portland Airport Hotel.
Shower
- Showers available at the PDX Conference Center, fee applies.
Lounge
- Lounges available, including Alaska Lounge and Delta Sky Club.
Lost and Found Office
- Lost and Found located on the mezzanine level of the terminal.
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 Chicago, IL to Portland, OR
Here are some other resources that might have the information you need
Most popular flights to and from Portland, OR and Chicago, IL
Most popular flights to Portland, OR
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