Flying from Portland International Jetport Airport (PWM) to Chicago: what you need to know
Book a direct flight from Portland International Jetport Airport to Chicago and you'll be in the air for around 2 hours 30 minutes.
The timezone in Chicago is UTC-5. The city is one hour behind Portland, where Portland International Jetport Airport is located.
Portland International Jetport Airport (PWM) to O'Hare International Airport (ORD) is the most traveled route, with 23 departures a week to pick from. If you prefer a later start to the day, the last flight from PWM to ORD is with United Airlines at 18:23. Go for the first departure with American Airlines at 06:00 if you want to fly out earlier.
To avoid rushing for your PWM to Chicago flight, leave enough time to check in and drop off your luggage. Turning up two hours before international departures and an hour before domestic flights is the standard rule.
If you're travelling during a major holiday or another peak period, allow for even more time. A good rule is two hours before domestic flights and up to four hours before international departures. Lines at security and check-in will be longer.
Start your journey at PWM and fly straight to O'Hare International Airport (ORD). That's where you can expect to touch down when searching for Portland International Jetport Airport to Chicago tickets.
Pick from a variety of airlines operating direct flights from Portland International Jetport Airport to Chicago. Book your journey with one of these:
The journey from central Portland to PWM takes about 40 minutes by public transport. If you drive, ride-share or grab a cab, you'll cover the 3 miles in 15 minutes or so, depending on traffic.
Have an early flight from Portland International Jetport Airport to Chicago? Avoid the hassle of rushing to the airport (and catch some extra z's) by choosing one of these hotels near PWM:
Portland International Jetport Airport maintains a strong on-time record, so flight disruptions are less likely. Departures from PWM arrive on schedule 82.15% of the time.
The address for PWM is 1001 Westbrook Street.
How to find the cheapest flights from Portland International Jetport Airport (PWM) to Chicago
£66 is currently the lowest price for a one-way Portland International Jetport Airport to Chicago flight. Return plane tickets start from £161. These fares can change depending on availability and demand.
Don't leave things to the last minute. You're more likely to land cheap flights from PWM to Chicago if you book early. Airlines often have some great early bird discounts.
The 'Whole month' search tool will show you the cheapest tickets from Portland International Jetport Airport to Chicago across each month. It's a good way to find a bargain if your travel plans aren't set in stone.
Never miss a deal on cheap flights from PWM to Chicago by creating a Price Alert. You'll receive an email or notification on the app when a lower fare pops up.
Find an affordable flight from Portland International Jetport Airport to Chicago with the help of our filters. Select your preferred departure time, duration and airlines, then sort the results by 'Cheapest' for the best deals.
Airports in Chicago
O'Hare International Airport (ORD)
The distance from O'Hare International Airport (ORD) to central Chicago is roughly 25 miles. It'll take you about 35 minutes to reach the centre driving.
Getting there by public transport takes about 55 minutes.
The last thing you need is a lengthy journey to your hotel if you're landing late on a flight from Portland International Jetport Airport to Chicago. Reserve one of these accommodation options near ORD instead:
Grab an O'Hare International Airport rental car and explore Chicago and beyond with your own set of wheels. Routes Car Rentals, Dollar and Budget are leading providers you can book with here.
Reserving your ride from O'Hare International Airport about four weeks ahead of your flight from PWM to Chicago can help you get the lowest rate.
You'll find ORD at 10000 West O'Hare.
Chicago Midway International Airport (MDW)
The centre of Chicago is around 12 miles from Chicago Midway International Airport (MDW). Once your flight from Portland International Jetport Airport to Chicago has hit the runway and you've made your way out of the airport, expect a drive of about 20 minutes.
If you choose to travel on public transport, the ride to the centre takes 45 minutes or so.
You'll find some great places to call home for the night near MDW. Unwind and get cosy after your PWM to Chicago flight at any of these well-located options:
Forget about public transport timetables or cab lines. Grab a Chicago Midway International Airport rental car and take your trip in whatever direction you choose. Check out the availability and rates from Dollar, Hertz and Budget.
Don't pay more than you need to. Reserving your ride four weeks ahead of your arrival at MDW will help you save.
The address for Chicago Midway International Airport is 5700 South Cicero.
Chicago Rockford International Airport (RFD)
Find your way to the city centre after your flight from Portland International Jetport Airport to Chicago has landed. Central Chicago is around 85 miles from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to reach by cab or ride-share.
Public transport can get you there in around 4 hours 15 minutes.
Enjoy a restful, unhurried start to your break by checking in to a hotel near RFD after your PWM to Chicago flight. Rest up after a long day of travel or just take a moment to find your footing in a new place at:
Whether you'd like a compact for a solo getaway or a spacious SUV to fit a group of friends, you'll find the right Chicago Rockford International Airport rental car for you. Explore the types of wheels available here from companies such as Budget, Alamo and National.
Booking a couple of weeks ahead of your flight from Portland International Jetport Airport to Chicago is always a good idea. Along with better deals, you'll get a better selection of vehicle makes and models at RFD.
Chicago Rockford International Airport is located at 2 Airport Cir.
Best time to go to Chicago
Carefully consider your travel dates before securing your flight from Portland International Jetport Airport to Chicago. The city comes alive during peak season, but rates are usually higher and attractions can be crowded. Go to Chicago in the off-season if you like a quieter vibe.
Lock in a Portland International Jetport Airport to Chicago plane ticket with a departure in July if you want to visit the city during its warmest month. Expect temperatures to range from 15ºC (59ºF) to 29ºC (84ºF).
If you like travelling in cooler conditions, search for a cheap ticket from PWM to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).
More about Chicago
When it comes to looking for somewhere to lay your head, you'll find the best places to stay in Chicago right here. Browse these options after you've booked your flight from Portland International Jetport Airport to Chicago:
Art Institute of Chicago and Millennium Park are just a couple of the leading attractions to add to your Chicago travel itinerary. Keep the adventure rolling by checking out LandShark Beer Garden at Navy Pier.
Explore more of United States
You've done Chicago, now it's time to discover other parts of United States. Travel about 280 miles south-east to Columbus to tick off its leading sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, your itinerary will be busy.
Indianapolis is another must-experience destination in United States and is around 160 miles south-east of Chicago. No trip is complete without a visit to The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.
