Direct Flights from Chicago to Portland, Maine
Nonstop service from ORD and MDW to PWM on American, Southwest, United. Here's the schedule at a glance — plus what to do once you land.
Which airports fly this route
Chicago has 2 airports with nonstop service to Portland, Maine. Fares differ by airport — each row opens that exact search on Kayak.
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- Find flights ↗ORDPWMChicago O'Hare International
- Find flights ↗MDWPWMChicago Midway International
How rare is this nonstop?
23 cities have a nonstop to Portland, Maine, Chicago among them.
How long to go to Portland, Maine for, from Chicago
2h 20m in the air, 898 miles — a Friday-evening departure still leaves you most of the evening in Portland, Maine. Two nights works.
With roughly 4 departures a day, you are not tied to one flight: if a meeting overruns or the weather turns, there is another one behind it.
About Portland, Maine
Portland is on a peninsula in Casco Bay on the Southern Maine coast approximately 100 miles north of Boston, Massachusetts. It has more than 65,000 inhabitants, making it the largest city in Maine. Portland is a small seaside city with a high concentration of shops, restaurants, museums, galleries, tours and many things to see and do. Many people commute to Portland to work, and the city's population significantly increases in the summertime.
Summary from Wikivoyage (CC BY-SA).
Top things to do in Portland, Maine
- The Popham Colony—also known as the Sagadahoc Colony—was a short-lived English colonial settlement in North America.
- The Portland Museum of Art, or PMA, is the largest and oldest public art institution in Maine. Founded as the Portland Society of Art in 1882.
- The Rachel Carson National Wildlife Refuge is a 9,125-acre (37 km2) National Wildlife Refuge made up of several parcels of land along 50 miles (80 km) of Maine's southern coast.
- The Cathedral of the Immaculate Conception is a historic cathedral on Cumberland Avenue in Portland, Maine, which serves as seat of the Diocese of Portland. The rector is Father Seamus Griesbach.
- Funtown Splashtown USA, often referred to as simply Funtown, is a family-owned amusement park and water park located in Saco, Maine.
- The Seashore Trolley Museum, located in Kennebunkport, Maine, United States, is the world's first and largest museum of mass transit vehicles.
- Two Lights State Park is a public recreation area occupying 41 acres (17 ha) of headland on Cape Elizabeth, Maine, that offers views of Casco Bay and the Atlantic Ocean.
- Higgins Beach is a small beach located in the state of Maine, United States. It is located in the town of Scarborough in Cumberland County.
- The Spirit Pond runestones are three stones with alleged runic inscriptions, found at Spirit Pond in Phippsburg, Maine on May 27, 1971 by a Walter J. Elliott Jr., a carpenter born in Bath, Maine.
- The Wiscasset Jail and Museum is a historic jail on at 133 Federal Street in Wiscasset, Maine.
- The Maine Narrow Gauge Railroad Co. & Museum is a 2 ft narrow gauge railway, located in Portland, Maine, United States.
- Colonial Pemaquid State Historic Site is a publicly owned historic property operated by the state of Maine near Pemaquid Beach in Bristol, Maine.
Attraction descriptions from Wikipedia (CC BY-SA); place data from Wikidata (CC0).
Portland, Maine weather, compared with Chicago
3° cooler than Chicago on average across the year, on daytime highs:
- January
- Portland, Maine 32°F · Chicago 31°F · much the same
- April
- Portland, Maine 53°F · Chicago 59°F · 5° colder
- July
- Portland, Maine 79°F · Chicago 84°F · 5° colder
- October
- Portland, Maine 59°F · Chicago 62°F · 3° colder
January bottoms out near 32°F — a real coat, not a layer.
Average daily highs, 1991–2020 station normals from Meteostat (CC BY 4.0), measured at the nearest weather station to each city.
Planning a trip to Portland, Maine
- Best time to visit
- The best time to visit Portland, Maine is May–September, when daytime highs are a comfortable 64–79°F.
- How long to stay
- Portland, Maine rewards a longer visit — a full week lets you explore its many sights, from Popham Colony, Portland Museum of Art, and Rachel Carson National Wildlife Refuge and beyond.
Frequently asked questions
- Is there a direct flight from Chicago to Portland, Maine?
- Yes — you can fly nonstop from Chicago (ORD, MDW) to Portland, Maine (PWM) on American, Southwest, United.
- Which airlines fly nonstop from Chicago to Portland, Maine?
- American, Southwest, United fly nonstop between Chicago (ORD, MDW) and Portland, Maine (PWM).
- Which Chicago airport has nonstop flights to Portland, Maine?
- You can leave from 2 Chicago airports: ORD (Chicago O'Hare International) on American, United; MDW (Chicago Midway International) on Southwest.
- How many nonstop flights are there from Chicago to Portland, Maine?
- There are about 4 nonstop departures per day (roughly 28 per week) from Chicago to Portland, Maine.
- How far is Portland, Maine from Chicago?
- Portland, Maine is about 898 miles from Chicago by air.
- What is there to do in Portland, Maine?
- Popular things to do include Popham Colony, Portland Museum of Art, Rachel Carson National Wildlife Refuge, Cathedral of the Immaculate Conception (Portland, Maine), and more.
More nonstop destinations from Chicago near Portland, Maine
Airports near Chicago
The closest other departure airports to Chicago — each opens up more nonstop destinations.