PWM to ORD (Portland to Chicago) Flights

Last Minute Flights from PWM to ORD

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
PWMChicagoMay 3 to May 20$329
*Prices include taxes and fees

Cheapest PWM to ORD Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
PWMChicagoMay 20 to May 21$163
PWMChicagoJuly 1 to July 5$179
PWMChicagoMay 30 to May 30$189
PWMChicagoMay 10 to May 17$208
*Prices include taxes and fees
PWM to ORD Flight Details
Origin airport
Portland Intl. Jetport
Origin airport IATA code
PWM
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Distance
897 mi

Frequently asked questions

What airlines fly direct from Portland Intl. Jetport Airport (PWM) to O'Hare Airport?
If you want to fly straight from PWM to ORD, United Airlines (UA) is a fantastic option. It lists 60 flights per month between these destinations.
How many flights are there from PWM to ORD?
Around 22 flights are available daily from Portland, ME (PWM-Portland Intl. Jetport) to Chicago, IL (ORD-O’Hare Intl.). Fasten your safety belt because your plane to Chicago is ready to take off.
How long does it take to fly from Portland, ME (PWM-Portland Intl. Jetport) to Chicago, IL (ORD-O'Hare Intl.)?
Around 4 hours and 30 minutes. Booked on a day flight? Grab a seat on the window side and enjoy the views below. Or, if you’re jetting from Portland, ME (PWM-Portland Intl. Jetport) to Chicago, IL (ORD-O’Hare Intl.) at night, have a snooze and touch down in Chicago rested and refreshed.
What is the flight distance from Portland, ME (PWM-Portland Intl. Jetport) to Chicago, IL (ORD-O'Hare Intl.)?
Portland, ME (PWM-Portland Intl. Jetport) to Chicago, IL (ORD-O’Hare Intl.) is a short-haul flight of 900 miles (1,450 1). You’ll have barely enough time to settle into your seat before touching down in Chicago.
How many morning flights are there from PWM to ORD?
Pack your bags and take to the skies aboard one of the 71 morning flights from PWM to ORD available every week.

  • If you’d like to fly with Delta Air Lines (DL), it has 29 weekly flights that take off before noon. The 5:00AM flight is the first of the day.
  • 6:05AM is the earliest you can travel from PWM to ORD with United Airlines (UA). This company has 20 early flights every week.
  • You’ll have approximately 20 morning flights to select from if you book with American Airlines (AA). 5:43AM is the earliest departure.

How many afternoon flights are there from PWM to ORD?
If the words “early bird” aren’t part of your daily vocab, hop aboard one of the 89 weekly afternoon and evening flights from PWM to ORD.

  • Think about locking in your fare with American Airlines (AA). This carrier operates 40 flights every week that depart after midday. The earliest is 12:21PM.
  • If you want to book a seat with United Airlines (UA), browse the 20 weekly afternoon and evening flights that take off from 1:32PM onward.
  • Or else find a flight from 12:20PM onward with Delta Air Lines (DL). This carrier provides 20 afternoon and evening flights per week.

What is the earliest departure time out of Portland to Chicago?
Fly out of PWM at 5:00AM and touch down at ORD at 10:09PM. This departure is the earliest you can book on this route.
What is the latest departure time out of Portland to Chicago?
The last flight leaves the tarmac at PWM at 6:30PM and touches down at 12:30AM at ORD. You’ll have more than enough time to prepare for this flight.
What is the average price from Portland to Chicago?
Round-trip tickets from PWM to ORD start from around $163. Book today and score a bargain. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Portland to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Portland to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from PWM to ORD, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Portland to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.