Journey information
Overview: Chicago, IL to Portland, OR flight
Flights from Chicago, IL to Portland, OR depart on average 43 times per day, taking around 5h 12m. Cheap flight tickets for this journey start at $87 (€71) 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 19m. July is the cheapest month to fly.
Distance 1754 miles (2823 km) |
Average flight duration 5h 12m |
Cheapest ticket price $87 (€71) |
Flights per day 43 |
Direct flights 5 |
Fastest flight 4h 19m |
Cheapest month to travel July |
First flight 00:07 |
Last flight 23:58 |
The cheapest and fastest flights from Chicago, IL to Portland, OR
Cheapest price
$494
Average price
$722
Fastest journey
4 h 35 m
Average duration
4 h 37 m
Flights per day
70
Distance
2823 km
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 $722 if you buy it on the day, but the cheapest tickets can be found for only $494.
Of the 70 flights that leave Chicago, IL for Portland, OR onFri, Nov 07, 6 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Nov 07 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 35 m .
On Fri, Nov 07 the longest flights will take 4 h 39 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.
UA1994
UA2207
UA2059
AS325
AS413
UA2207
AS325
AA563
UA2059
AS413Travel 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 flight with prices starting from €71. For those with little time consider booking a flight which can get you there in 5h 12m. 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 €71, and a train costs an average of €141.
Distance: 1754 miles (2823 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
€254 Average price Cheapest | €280 Average price | €273 Average price |
8h 12m Average total duration Fastest 5h 12m Onboard + 3h 0m Additional time* | 50h 2m Average total duration 49h 32m Onboard + 30m Additional time* | 77h 29m Average total duration 76h 59m 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, Thursday, November 6. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
UA2131 · UA2390 | 2:47 PM O'Hare International Airport | 7h00 | 9:47 PM Portland International Airport | 1 transfer | |
UA2638 · UA334 | 2:50 PM O'Hare International Airport | 16h01 | 6:51 AM Portland International Airport | 1 transfer | |
UA1357 · UA619 | 2:50 PM O'Hare International Airport | 13h39 | 4:29 AM Portland International Airport | 1 transfer | |
UA1498 · UA1668 | 3:10 PM O'Hare International Airport | 7h36 | 10:46 PM Portland International Airport | 1 transfer | |
UA2301 · UA435 | 3:15 PM O'Hare International Airport | 14h50 | 6:05 AM Portland International Airport | 1 transfer | |
AS1470 · AS1392 | 3:20 PM O'Hare International Airport | 13h26 | 4:46 AM Portland International Airport | 1 transfer | |
AS1470 · AS729 | 3:20 PM O'Hare International Airport | 16h13 | 7:33 AM Portland International Airport | 1 transfer | |
AS1470 · AS1402 | 3:20 PM O'Hare International Airport | 9h38 | 12:58 AM Portland International Airport | 1 transfer | |
AS329 · AS3416 | 4:00 PM O'Hare International Airport | 9h47 | 1:47 AM Portland International Airport | 1 transfer | |
AA563 | 4:00 PM O'Hare International Airport | 4h36 | 8:36 PM Portland International Airport | 0 transfersDirect | |
AS329 · AS3434 | 4:00 PM O'Hare International Airport | 10h49 | 2:49 AM Portland International Airport | 1 transfer | |
AS329 · AS380 | 4:00 PM O'Hare International Airport | 12h37 | 4:37 AM Portland International Airport | 1 transfer | |
AS329 · AS498 | 4:00 PM O'Hare International Airport | 16h09 | 8:09 AM Portland International Airport | 1 transfer | |
UA2483 · UA334 | 4:35 PM O'Hare International Airport | 14h16 | 6:51 AM Portland International Airport | 1 transfer | |
UA1126 · UA435 | 5:01 PM O'Hare International Airport | 13h04 | 6:05 AM Portland International Airport | 1 transfer | |
UA1205 · UA435 | 5:50 PM O'Hare International Airport | 12h15 | 6:05 AM Portland International Airport | 1 transfer | |
UA2465 · UA2646 | 6:45 PM O'Hare International Airport | 9h53 | 4:38 AM Portland International Airport | 1 transfer | |
UA2465 · UA2611 | 6:45 PM O'Hare International Airport | 7h51 | 2:36 AM Portland International Airport | 1 transfer | |
UA2746 · UA619 | 7:00 PM O'Hare International Airport | 9h29 | 4:29 AM Portland International Airport | 1 transfer | |
UA2090 · UA1337 | 7:00 PM O'Hare International Airport | 6h52 | 1:52 AM Portland International Airport | 1 transfer | |
UA2234 · UA435 | 7:47 PM O'Hare International Airport | 10h18 | 6:05 AM Portland International Airport | 1 transfer | |
AS325 | 8:05 PM O'Hare International Airport | 4h36 | 12:41 AM Portland International Airport | 0 transfersDirect | |
UA1373 · UA1420 | 8:21 PM O'Hare International Airport | 10h24 | 6:45 AM Portland International Airport | 1 transfer | |
UA2029 · UA435 | 8:30 PM O'Hare International Airport | 9h35 | 6:05 AM Portland International Airport | 1 transfer | |
UA1577 · UA2646 | 8:35 PM O'Hare International Airport | 8h03 | 4:38 AM Portland International Airport | 1 transfer | |
UA1485 · UA498 | 8:40 PM O'Hare International Airport | 8h46 | 5:26 AM Portland International Airport | 1 transfer | |
AS1447 · AS729 | 8:54 PM O'Hare International Airport | 10h39 | 7:33 AM Portland International Airport | 1 transfer | |
AS1447 · AS1392 | 8:54 PM O'Hare International Airport | 7h52 | 4:46 AM Portland International Airport | 1 transfer | |
AS407 · AS3392 | 9:25 PM O'Hare International Airport | 16h52 | 2:17 PM Portland International Airport | 1 transfer | |
AS407 · AS498 | 9:25 PM O'Hare International Airport | 10h44 | 8:09 AM Portland International Airport | 1 transfer | |
AS407 · AS380 | 9:25 PM O'Hare International Airport | 7h12 | 4:37 AM Portland International Airport | 1 transfer | |
UA2095 · UA1420 | 9:43 PM O'Hare International Airport | 9h02 | 6:45 AM Portland International Airport | 1 transfer | |
UA1801 · UA498 | 9:55 PM O'Hare International Airport | 7h31 | 5:26 AM Portland International Airport | 1 transfer | |
UA1801 · UA2297 | 9:55 PM O'Hare International Airport | 9h01 | 6:56 AM Portland International Airport | 1 transfer | |
UA2207 | 10:05 PM O'Hare International Airport | 4h35 | 2:40 AM Portland International Airport | 0 transfersDirect | |
UA592 · UA2495 · UA1168 | 10:10 PM O'Hare International Airport | 10h16 | 8:26 AM Portland International Airport | 2 transfers | |
UA2693 · UA334 | 10:17 PM O'Hare International Airport | 8h34 | 6:51 AM Portland International Airport | 1 transfer | |
UA1875 · UA1168 | 10:20 PM O'Hare International Airport | 10h06 | 8:26 AM Portland International Airport | 1 transfer | |
UA448 · UA334 | 11:16 PM O'Hare International Airport | 7h35 | 6:51 AM Portland International Airport | 1 transfer | |
AS337 · AS498 | 11:53 PM O'Hare International Airport | 8h16 | 8:09 AM Portland International Airport | 1 transfer | |
AS337 · AS1333 | 11:53 PM O'Hare International Airport | 17h13 | 5:06 PM Portland International Airport | 1 transfer | |
AS337 · AS3392 | 11:53 PM O'Hare International Airport | 14h24 | 2:17 PM Portland International Airport | 1 transfer | |
| Friday, November 7 | |||||
UA1819 · UA2297 | 12:15 AM O'Hare International Airport | 6h41 | 6:56 AM Portland International Airport | 1 transfer | |
UA426 · UA619 | 12:20 AM O'Hare International Airport | 28h09 | 4:29 AM Portland International Airport | 1 transfer | |
UA2059 | 1:55 AM O'Hare International Airport | 4h38 | 6:33 AM Portland International Airport | 0 transfersDirect | |
UA1023 · UA619 | 3:10 AM O'Hare International Airport | 25h19 | 4:29 AM Portland International Airport | 1 transfer | |
AS1464 · AS1408 | 12:00 PM O'Hare International Airport | 8h38 | 8:38 PM Portland International Airport | 1 transfer | |
AS1464 · AS2354 | 12:00 PM O'Hare International Airport | 12h31 | 12:31 AM Portland International Airport | 1 transfer | |
AS1464 · AS380 | 12:00 PM O'Hare International Airport | 16h37 | 4:37 AM Portland International Airport | 1 transfer | |
UA2066 · UA2611 | 12:00 PM O'Hare International Airport | 14h36 | 2:36 AM Portland International Airport | 1 transfer | |
AS1464 · AS2144 | 12:00 PM O'Hare International Airport | 9h50 | 9:50 PM Portland International Airport | 1 transfer | |
AS1464 · AS3416 | 12:00 PM O'Hare International Airport | 13h47 | 1:47 AM Portland International Airport | 1 transfer | |
UA2066 · UA740 | 12:00 PM O'Hare International Airport | 8h13 | 8:13 PM Portland International Airport | 1 transfer | |
AS1464 · AS2028 | 12:00 PM O'Hare International Airport | 6h32 | 6:32 PM Portland International Airport | 1 transfer | |
UA1658 · UA435 | 12:02 PM O'Hare International Airport | 18h03 | 6:05 AM Portland International Airport | 1 transfer | |
AS413 | 1:00 PM O'Hare International Airport | 4h39 | 5:39 PM Portland International Airport | 0 transfersDirect | |
UA1231 · UA2611 | 1:10 PM O'Hare International Airport | 13h26 | 2:36 AM Portland International Airport | 1 transfer | |
UA791 · UA2390 | 1:10 PM O'Hare International Airport | 8h37 | 9:47 PM Portland International Airport | 1 transfer | |
UA563 · UA435 | 1:15 PM O'Hare International Airport | 16h50 | 6:05 AM Portland International Airport | 1 transfer | |
AS587 · AS2144 | 2:00 PM O'Hare International Airport | 7h50 | 9:50 PM Portland International Airport | 1 transfer | |
AS587 · AS1408 | 2:00 PM O'Hare International Airport | 6h38 | 8:38 PM Portland International Airport | 1 transfer | |
AS587 · AS2093 | 2:00 PM O'Hare International Airport | 16h40 | 6:40 AM Portland International Airport | 1 transfer | |
AS587 · AS380 | 2:00 PM O'Hare International Airport | 14h37 | 4:37 AM Portland International Airport | 1 transfer | |
AS587 · AS3416 | 2:00 PM O'Hare International Airport | 11h47 | 1:47 AM Portland International Airport | 1 transfer | |
AS587 · AS2354 | 2:00 PM O'Hare International Airport | 10h31 | 12:31 AM Portland International Airport | 1 transfer | |
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.
Nov 07
Nov 08
Nov 09
Nov 10
Nov 11
Nov 12
Nov 13
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 $87 (€71). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
Alaska Airlines
Spirit Airlines
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.

- 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.
- 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.
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.
popular airports
Popular airports from Chicago, IL to Portland, OR
- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
- Free Wi-Fi available throughout the airport.
- Shops in concourses, including Powell's Books and Made in Oregon.
- Parking available at all terminals, approximately 4.7€ ($5) per hour.
- Restaurants in concourses, including Burgerville and Mo's Seafood
- Available outside the terminal.
- Ramps, assistance
- Available throughout the airport.
- Hotels nearby, including Sheraton Portland Airport Hotel.
- Showers available at the PDX Conference Center, fee applies.
- Lounges available, including Alaska Lounge and Delta Sky Club.
- Lost and Found located on the mezzanine level of the terminal.
- Car rental services available on the first floor of the parking garage
- MAX Red Line, Portland Intertiol Airport station, 40 minutes
More options for your journey from Chicago, IL to Portland, OR
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