Chicago, IL CHI to Portland, ME PWM flight with Republic Airlines

Thu, Apr 02
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Journey information

Overview: Chicago, IL to Portland, ME flight

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Flights from Chicago, IL to Portland, ME depart on average 40 times per day, taking around 2h 34m. Cheap flight tickets for this journey start at $161 (€130) but you can travel from only $114 (€92) by bus.

There are 2 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 4h 32m. October is the cheapest month to fly.

Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $114 (€92)
Distance
889 miles (1432 km)
Average flight duration
2h 34m
Cheapest ticket price
$161 (€130)
Flights per day
40
Direct flights
2
Fastest flight
4h 32m
Cheapest month
October
First flight
5:00 AM
Last flight
9:30 PM
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $114 (€92)

The cheapest and fastest flights from Chicago, IL to Portland, ME

Showing times and prices for Apr 02

Cheapest price

$161

Average price

$161

Fastest journey

5 h 20 m

Average duration

5 h 20 m

Flights per day

1

Distance

1432 km

Cheap tickets

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 $161 if you buy it on the day, but the cheapest tickets can be found for only $161.

Fast flights

Of the 1 flights that leave Chicago, IL for Portland, ME onThu, Apr 02, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Thu, Apr 02 the direct flights cover the 1432 km distance in an average of 5 h 20 m but if you time it right, some flights will get you there in just 5 h 20 m .

On Thu, Apr 02 the longest flights will take 5 h 20 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.

  • American Airlines
    11:00 AM5h20
    Chicago, IL
    4:20 PMPortland, ME
    $1611One-way
    0 transfers

Travel Information

Compare bus, flight, and train for Chicago, IL to Portland, ME

Omio recommends booking the bus as it is the most popular option from Chicago, IL to Portland, ME among Omio's users. If you are prioritising price take the flight with prices starting from $161. For those with little time consider booking a flight which can get you there in 2h 34m. The ticket price range depends on the travel mode: a flight costs an average of $161, and a train costs an average of $225.

Distance: 889 miles (1432 km)

Compare flight with

Flight
Most popular
Bus
Train

$181

Average price

Cheapest

$194

Average price

$261

Average price

5h 34m

Average total duration

Fastest

2h 34m

Onboard

+

3h 0m

Additional time*

28h 20m

Average total duration

27h 50m

Onboard

+

30m

Additional time*

43h 20m

Average total duration

42h 50m

Onboard

+

30m

Additional time*

Direct Options

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 today, Wednesday, April 1. You can also manually refresh the results below to see updated flight journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
american_airlines7:27 PM Chicago, IL
4h32
11:59 PM Portland, ME0 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, 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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Apr 02
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Airlines: Republic Airlines from Chicago, IL to Portland, MEFind the best flights between Chicago, IL to Portland, ME with Omio's travel partners Republic Airlines from $114 (€92). We can find you the best deals, schedules and tickets when comparing and booking the best trip.

Republic Airlines

About
Republic Airways is a major regional airline in the United States, operating as a subsidiary of Republic Airways Holdings. It provides scheduled passenger service for American Airlines (as American Eagle), Delta Air Lines (as Delta Connection), and United Airlines (as United Express) using a fleet of Embraer 170 and 175 regional jets. Headquartered in Indianapolis, Indiana, Republic Airways operates over 900 daily flights to more than 80 cities across the U.S. and Canada. The company is known for its large fleet of Embraer E-Jets and its state-of-the-art training facilities. In April 2025, Republic Airways Holdings announced its acquisition of Mesa Air Group, which is expected to create the second-largest regional carrier in the U.S.
Luggage & cancellation policy
Republic Airlines frequency
2 a day
Luggage included
One carry-on bag (24 x 16 x 10) and one personal item
Additional luggage
Checked bags for a fee
Cancellation Policy
Tickets are non-refundable but may be cancelled for future flight credit minus applicable fees
Pregnant on board
Passengers can fly up to the end of their 36th week for single pregnancies and the end of their 32nd week for multiple pregnancies
Unaccompagned minor
Unaccompanied minor service is available for children ages 5-14. Must be booked directly with Republic Airlines
Amenities on board the airplane
USB plugs
Accessibility
Republic Airlines offers assistance for passengers with reduced mobility, including wheelchair services and priority boarding. Passengers are advised to request these services in advance to ensure availability and proper arrangements.

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.

FAQs
Cheap plane tickets from Chicago, IL to Portland, ME can start from as little as $161 (€130) when you book in advance. The average flight ticket price for Chicago, IL to Portland, ME is $181 (€147) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by plane from Chicago, IL to Portland, ME is 4h 32m to travel the 889 miles (1432 km) long route. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest flight from Chicago, IL to Portland, ME leaves at 5:00 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Chicago, IL to Portland, ME leaves at 9:30 PM.
Yes, there are 2 direct flights a day from Chicago, IL to Portland, ME with Republic Airlines. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Chicago, IL to Portland, ME, you can count on Republic Airlines for the best way to get you to Portland, ME. You can also check all possible airlines who offer a service between Chicago, IL and Portland, ME and compare the amenities they offer before buying a plane ticket.
Flights from Chicago, IL to Portland, ME generally leave from O'Hare International Airport and arrive in Portland International Jetport.O'Hare International Airport is 1 miles (3 km) away from Chicago, IL city centre and Portland International Jetport is 0 miles (1 km) from Portland, ME city centre.
The cheapest month for a flight from Chicago, IL to Portland, ME is October.
It's helpful to compare your options as there are 3 ways to travel between Chicago, IL and Portland, ME including taking a bus, flight, and train.
Since neither Chicago, IL nor Portland, ME are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 1 h between Chicago, IL and Portland, ME all year round.
The best events to attend in Portland, ME include:
  • 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.
Some of the most interesting sights to explore in Portland, ME are:
  • Portland Head Light, a historic lighthouse offering scenic ocean views and a museum in Fort Williams Park
  • Old Port, a vibrant district with cobblestone streets, boutiques, and seafood restaurants
  • Eastern Promenade, a waterfront park with trails, picnic areas, and panoramic views of Casco Bay
  • Portland Museum of Art, featuring a diverse collection of American and European artworks
  • Victoria Mansion, an ornate 19th-century home showcasing period architecture and furnishings.
The best holidays to experience in Portland, ME include:
  • 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.
The best things to do in Portland, ME include:
  • Enjoy a craft beer tour, sampling local brews from Portland's renowned breweries
  • Take a scenic ferry ride to the nearby Casco Bay Islands
  • Visit the Children's Museum & Theatre of Maine for interactive exhibits and performances
  • Attend a live performance at the State Theatre, a historic venue hosting concerts and events
  • Explore the Maine Narrow Gauge Railroad Co. & Museum, offering train rides and exhibits on Maine's rail history.
The best season to visit Portland, ME is Spring or Summer. The best weather to explore Portland, ME is during June-August or September-October.
We recommend using the bus as it is the most popular way to get from Chicago, IL to Portland, ME among Omio's users.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). 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.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Portland, ME, travelers should be cautious of petty theft, especially in crowded areas like the Old Port district. Common scams include overcharging by unlicensed taxi or ride-share drivers and parking meter fraud. It’s advisable to use official transportation services and remain vigilant with personal belongings to ensure a safe visit.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.

popular airports

Popular airports from Chicago, IL to Portland, ME

Chicago
Portland
The major airport for departures in Chicago is O'Hare International Airport. Find all the information you need to know about services, amenities and connections at O'Hare International Airport for your trip from Chicago to Portland.
Amenities at airport
WifiWifi
ShoppingShopping
ParkingParking
DiningDining
ATMATM
TaxisTaxis
AccessibilityAccessibility
WCWC
HotelHotel
ShowerShower
LoungeLounge
Lost and Found OfficeLost and Found Office
Car RentalCar Rental
information
ticketOfficeHours
Distance to city center
3 km
carConnection
Car connection
I-190, Exit 1
Wifi
Wifi
  • Free Wi-Fi available throughout the airport.
Shopping
Shopping
  • Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
Parking
Parking
  • Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
Dining
Dining
  • Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Taxis
Taxis
  • Available outside the terminal.
Accessibility
Accessibility
  • Elevators, ramps, toilets
WC
WC
  • Available throughout the airport.
Hotel
Hotel
  • Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
Shower
Shower
  • Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
Lounge
Lounge
  • Lounges available, including United Club and American Airlines Admirals Club.
Lost and Found Office
Lost and Found Office
  • Lost and Found located in terminal 1, near the baggage claim area.
Car Rental
Car Rental
  • Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
Public transit options for O'Hare International Airport
  • CTA Blue Line, O'Hare Station, 45 minutes to city center

More options for your journey from Chicago, IL to Portland, ME

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