Journey information
Overview: Chicago, IL to Portland, ME flight
Flights from Chicago, IL to Portland, ME depart on average 22 times per day, taking around 2h 27m. Cheap flight tickets for this journey start at $135 (€107) but you can travel from only $118 (€94) by bus.
There are 1 flights per day. The earliest flight runs at 05:00, the last at 21:30. The fastest flight covers the 889 miles (1432 km) distance in 5h 23m. August is the cheapest month to fly.
Distance 889 miles (1432 km) |
Average flight duration 2h 27m |
Cheapest ticket price $135 (€107) |
Flights per day 22 |
Direct flights 1 |
Fastest flight 5h 23m |
Cheapest month to travel August |
First flight 05:00 |
Last flight 21:30 |
The cheapest and fastest flights from Chicago, IL to Portland, ME
Cheapest price
$135
Average price
$135
Fastest journey
5 h 23 m
Average duration
5 h 23 m
Flights per day
1
Distance
1432 km
The best way to find a cheap flight ticket from Chicago, IL to Portland, ME 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, ME will cost around $135 if you buy it on the day, but the cheapest tickets can be found for only $135.
Of the 1 flights that leave Chicago, IL for Portland, ME onWed, Dec 17, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Wed, Dec 17 the direct flights cover the 1432 km distance in an average of 5 h 23 m but if you time it right, some flights will get you there in just 5 h 23 m .
On Wed, Dec 17 the longest flights will take 5 h 23 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.


Travel Information
Compare bus and flight for Chicago, IL to Portland, ME
Omio recommends booking the flight as it is the most popular option from Chicago, IL to Portland, ME among Omio's users. If you are prioritising price take the bus with prices starting from €94. For those with little time consider booking a flight which can get you there in 2h 27m. The ticket price range depends on the travel mode: a bus costs an average of €94, and a flight costs an average of €107.
Distance: 889 miles (1432 km)
Compare flight with
Most popular Flight | Bus |
|---|---|
€107 Average price | €94 Average price Cheapest |
5h 27m Average total duration Fastest 2h 27m Onboard + 3h 0m Additional time* | 28h 20m Average total duration 27h 50m Onboard + 30m Additional time* |
![]() Most popular airline | ![]() Most popular bus company |
Direct Options | Direct Options |
Live departures
Chicago, IL to Portland, ME flight times
The table below shows live departures for Chicago, IL to Portland, ME flights for tomorrow, Wednesday, December 17. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 10:21 PM Chicago, IL | 5h23 | 3:44 AM Portland, ME | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Portland, ME by bus or flight
Compare 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.
Dec 17
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Dec 23
Airlines: Republic Airlines, Sky West Airlines from Chicago, IL to Portland, MEFind the best flights between Chicago, IL to Portland, ME with Omio's travel partners Republic Airlines, Sky West Airlines from $118 (€94). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
Sky West Airlines
Republic Airlines
FAQs: Chicago, IL to Portland, ME Flight
Find answers to the most common questions about traveling from Chicago, IL to Portland, ME 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, ME, this guide helps you travel smarter and with confidence.

- Portland Rose Festival, a vibrant celebration of roses featuring parades, carnival rides, and cultural events
- Portland International Beer Fest, a lively festival showcasing craft beers from around the world with tastings and food pairings
- Waterfront Blues Festival, an annual music event featuring top blues artists and benefiting local charities.
- Independence Day, vibrant fireworks and festive celebrations throughout the city
- Labor Day, pleasant weather perfect for outdoor activities and local events
- Thanksgiving, a time for family gatherings with a cozy atmosphere and fewer crowds.
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, ME
- 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 include Paradies Lagardère and Hudson News in the terminal.
- Parking available near terminals, approximately 0.47€ ($0.50) per hour.
- Restaurants available include Linda Bean's Lobster Cafe and Starbucks in the terminal.
- Available outside the terminal.
- Elevators, ramps
- Available throughout the airport.
- Lounge access available for Delta Sky Club members.
- Lost and Found located in the main terminal.
- Car rental services are available from companies like Avis, Budget, and Hertz on-site.
- Bus Route 5, Portland Transportation Center, 3 miles
More options for your journey from Chicago, IL to Portland, ME
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