Selected fares from Portland to Chicago
|PWM||CHI||Thu, May 7 - Wed, May 13||$250|
|PWM||CHI||Sat, May 9 - Tue, May 19||$270|
|PWM||CHI||Tue, May 12 - Sat, May 16||$272|
|PWM||CHI||Mon, Apr 13 - Tue, May 5||$457|
|PWM||CHI||Sat, May 9 - Tue, May 19||$490|
Portland and Chicago airports and terminals
Airports in Portland ME, US
Portland Airport (PWM)
Distance from City Center: 2.9 miles
Carriers for flights from PWM to CHI
Earn up to 5% on hotels and 1% on flights - It's free!
By clicking, I agree to the terms and conditions.
Highlighted price = Cheapest round-trip flights
Prices are round trip per person (conditions apply)
Featured Chicago Airport Hotels
O'Hare International Airport Map
Rate Includes Breakfast
...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More
6500 South Cicero Avenue Map
Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More
6530 S. Cicero Avenue Map
Complimentary wired and Wi-Fi Internet Access
...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More
...Located just 1 mile south of Chicago International Airport, Hyatt offers a complementary 24 hour shuttle to and from the airport.... Midway Hotel Centers newest property is composed of 6 floors,... More
6540 S. Cicero Ave. Map
Free On The House hot breakfast, Wi-Fi
...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More
Cheapest weekend flights in April from Portland to Chicago
|Leave Thu, Apr 30||Portland (PWM)||Chicago (ORD)||US Airways||
|Return Sun, May 3||Chicago (ORD)||Portland (PWM)||US Airways|
Lowest roundtrip airfare in April from Portland to Chicago
|Leave Wed, Apr 8||Portland (PWM)||Chicago (ORD)||US Airways||
|Return Tue, Apr 14||Chicago (ORD)||Portland (PWM)||US Airways|
Cheapest weekend flights in May from Portland to Chicago
|Leave Fri, May 1||Portland (PWM)||Chicago (ORD)||US Airways||
|Return Mon, May 4||Chicago (ORD)||Portland (PWM)||US Airways|
Lowest roundtrip airfare in May from Portland to Chicago
|Leave Thu, May 7||Portland (PWM)||Chicago (ORD)||jetBlue||
|Return Wed, May 13||Chicago (ORD)||Portland (PWM)||jetBlue|
Best one-week trip in May from Portland to Chicago
|Leave Wed, May 20||Portland (PWM)||Chicago (ORD)||jetBlue||
|Return Wed, May 27||Chicago (ORD)||Portland (PWM)||jetBlue|
Cheapest weekend flights in June from Portland to Chicago
|Leave Fri, Jun 5||Portland (PWM)||Chicago (ORD)||American Airlines||
|Return Sun, Jun 7||Chicago (ORD)||Portland (PWM)||American Airlines|
Lowest roundtrip airfare in June from Portland to Chicago
|Leave Tue, Jun 23||Portland (PWM)||Chicago (ORD)||jetBlue||
|Return Wed, Jul 1||Chicago (ORD)||Portland (PWM)||jetBlue|
Best one-week trip in June from Portland to Chicago
|Leave Fri, Jun 5||Portland (PWM)||Chicago (ORD)||jetBlue||
|Return Fri, Jun 12||Chicago (ORD)||Portland (PWM)||jetBlue|
Portland to Chicago Intro 12
Grab great fares on Portland to Chicago flights with Orbitz, your #1 source for discount international and domestic air tickets. Our cutting-edge mobile tools and great online search functionality make booking your next budget trip a breeze.
Mobile Apps for Exclusive Deals on Flights From Portland to Chicago
You don’t have to sit down at a computer to find the latest flight bargains. Orbitz offers a mobile app for Android, iPhone, and tablet devices, which will keep you alert to fantastic fares, hotel discounts, and more great savings. The app gives you real-time low fares for flights from Portland to Chicago and lets you book your hotel room with a few simple clicks.
Find Your Portland to Chicago Flights, Car, and Hotel in One Place
Orbitz gives you the latest deals on air fares, hotels, cruises, and car rentals at up to 50% off. Booking your flights from Portland to Chicago is easy whether you are using a computer, with the Orbitz mobile app, or through m.orbitz.com on your mobile device’s Web browser.
Stay Informed on Your Trip
Orbitz sends you alerts about the latest updates to your Portland to Chicago flights, such as delays. Receive the updates via your email or mobile phone. Use the Orbitz app to stay updated on your flight status and baggage claim details.
Earn Miles for Flights From Portland to Chicago
On qualified flights, add your frequent flyer number to your booking to get miles or points for your trip.
Interesting facts about flights from Portland to Chicago
- 2 direct flights are operating from Portland to Chicago today.
- Today's average time for a direct flight is 2h 57m.
- United Airlines flight 5939 (6:05 AM GMT, Embraer RJ135/RJ140/RJ145) is today's earliest available flight from Portland to Chicago.
- United Airlines flight 3528 (4:16 PM GMT, Embraer 170) is today's latest available flight from Portland to Chicago.
- Today's shortest direct flight from Portland to Chicago (United Airlines flight 3528, Embraer 170) takes 2h 54m.
- Today's longest direct flight from Portland to Chicago (United Airlines flight 5939, Embraer RJ135/RJ140/RJ145) takes 3h 0m.
- Flights from Portland Airport (PWM) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.
Flight schedule for flights from Portland to Chicago on Wed, Apr 1, 2015
|Carrier||Flight #||Departing||Arriving||Aircraft||Flight time|
|American Airlines/American Airlines||AA4613/AA1579||PWM||5:45 AM||ORD||9:36 AM||E70/738||4hr 51min|
|American Airlines/US Airways||AA4613/US1579||PWM||5:45 AM||ORD||9:36 AM||E70/738||4hr 51min|
|US Airways/American Airlines||US4613/AA1579||PWM||5:45 AM||ORD||9:36 AM||E70/738||4hr 51min|
|US Airways/US Airways||US4613/US1579||PWM||5:45 AM||ORD||9:36 AM||E70/738||4hr 51min|
|American Airlines/United Airlines||AA4613/UA607||PWM||5:45 AM||ORD||10:03 AM||E70/319||5hr 18min|
|US Airways/United Airlines||US4613/UA607||PWM||5:45 AM||ORD||10:03 AM||E70/319||5hr 18min|
|Delta Air Lines/American Airlines||DL3778/AA317||PWM||6:00 AM||ORD||10:10 AM||CR9/738||5hr 10min|
|Delta Air Lines/US Airways||DL3778/US317||PWM||6:00 AM||ORD||10:10 AM||CR9/738||5hr 10min|
|Emirates/Emirates||EK6756/EK6749||PWM||6:00 AM||ORD||10:50 AM||E90/320||5hr 50min|
|jetBlue/jetBlue||B62807/B6905||PWM||6:00 AM||ORD||10:56 AM||E90/320||5hr 56min|
|American Airlines/United Airlines||AA4613/UA617||PWM||5:45 AM||ORD||11:01 AM||E70/320||6hr 16min|
|US Airways/United Airlines||US4613/UA617||PWM||5:45 AM||ORD||11:01 AM||E70/320||6hr 16min|
|American Airlines/American Airlines||AA4662/AA1991||PWM||7:07 AM||ORD||11:05 AM||E75/320||4hr 58min|
Promo Code Terms and Conditions
Book a qualifying 4-night flight + hotel vacation package between January 1, 2014 12:00AM CST and June 30, 2015 11:59PM CST, for $1000 or more for travel between January 1, 2014 and September 30, 2015 via Orbitz and instantly receive $150 off the hotel portion of your booking through the use of the promotion code. Limit one discount per hotel room and one promotion code per booking. Discounts are not redeemable for cash for any reason. Promotion codes cannot be resold. Any attempt at fraud will be prosecuted to the fullest extent of the law. Void where prohibited, taxed or restricted. Orbitz reserves the right to change or limit the promotion in its sole discretion. Promo code not valid for Las Vegas, NV bookings.
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 48 hours. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.