4.9
4.6Journey information
Overview: Portland, ME to Chicago, IL flight
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Flights from Portland, ME to Chicago, IL depart on average 21 times per day, taking around 2h 53m. Cheap flight tickets for this journey start at $106 (€86) but you can travel from only $84 (€68) by bus.
There are 1 flights per day. The earliest flight runs at 05:00, the last at 22:05. The fastest flight covers the 889 miles (1432 km) distance in 2h 56m. August is the cheapest month to fly.
Distance 889 miles (1432 km) |
Average flight duration 2h 53m |
Cheapest ticket price $106 (€86) |
Flights per day 21 |
Direct flights 1 |
Fastest flight 2h 56m |
Cheapest month to travel August |
First flight 05:00 |
Last flight 22:05 |
The cheapest and fastest flights from Portland, ME to Chicago, IL
Cheapest price
$136
Average price
$175
Fastest journey
2 h 56 m
Average duration
6 h 16 m
Flights per day
5
Distance
1432 km
The best way to find a cheap flight ticket from Portland, ME to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Portland, ME to Chicago, IL will cost around $175 if you buy it on the day, but the cheapest tickets can be found for only $136.
Of the 5 flights that leave Portland, ME for Chicago, IL onSat, Nov 29, 5 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Nov 29 the direct flights cover the 1432 km distance in an average of 6 h 16 m but if you time it right, some flights will get you there in just 2 h 56 m .
On Sat, Nov 29 the longest flights will take 7 h 49 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, flight, and train for Portland, ME to Chicago, IL
Omio recommends booking the train as it is the most popular option from Portland, ME to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from €68. For those with little time consider booking a flight which can get you there in 2h 53m. The ticket price range depends on the travel mode: a bus costs an average of €68, and a train costs an average of €110.
Distance: 889 miles (1432 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
€215 Average price | €399 Average price | €117 Average price Cheapest |
5h 53m Average total duration Fastest 2h 53m Onboard + 3h 0m Additional time* | 24h 49m Average total duration 24h 19m Onboard + 30m Additional time* | 27h 5m Average total duration 26h 35m Onboard + 30m Additional time* |
 Most popular airline |  Most popular train company |  Most popular bus company |
Direct Options | Direct Options | Direct Options |
Live departures
Portland, ME to Chicago, IL flight times
The table below shows live departures for Portland, ME to Chicago, IL flights for today, Friday, November 28. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 9:27 PM Portland, ME | 7h02 | 4:29 AM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Portland, ME to Chicago, IL by bus, flight, or train
Compare bus, flight, and train 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.
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Airlines: Republic Airlines from Portland, ME to Chicago, ILFind the best flights between Portland, ME to Chicago, IL with Omio's travel partners Republic Airlines from $84 (€68). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
Republic Airlines
FAQs: Portland, ME to Chicago, IL Flight
Find answers to the most common questions about traveling from Portland, ME to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.
- Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
- Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
- Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
- Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
- Independence Day, spectacular fireworks and festive celebrations throughout the city
- Labor Day, a lively atmosphere with various festivals and pleasant weather.
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 Portland, ME to Chicago, IL
Wifi
Shopping
Parking
Dining
ATM
Taxis
Accessibility
WC
Lounge
Lost and Found Office
Car Rental
- 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
WifiShoppingParkingDiningATMTaxisAccessibilityWC
Hotel
ShowerLoungeLost and Found OfficeCar Rental- 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
More options for your journey from Portland, ME to Chicago, IL
Here are some other resources that might have the information you need
Most popular flights to and from Chicago, IL and Portland, ME
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