- Must visit
Portland Art Museum
Major art museum in downtown Portland with Native American, modern, and Northwest collections. A core cultural stop for first-time visitors.
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Journey information
Overview: Chicago, IL to Portland, ME flight
USAUSA
Flights from Chicago, IL to Portland, ME depart on average 43 times per day, taking around 2h 34m. Cheap flight tickets for this journey start at $160 (€130) but you can travel from only $112 (€90) by bus.
There are 3 flights per day. The earliest flight runs at 05:00, the last at 21:40. The fastest flight covers the 889 miles (1432 km) distance in 2h 38m. 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 $112 (€90)
Distance 889 miles (1432 km) |
Average flight duration 2h 34m |
Cheapest ticket price $160 (€130) |
Flights per day 43 |
Direct flights 3 |
Fastest flight 2h 38m |
First flight 5:00 AM |
Last flight 9:40 PM |
Cheapest Month Oct |
Cheapest Day Wed |
High Season Apr - Jun |
Low Season Jul - Sep |
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 $112 (€90)
Travel Information
Compare bus, train, 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 $112. 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 bus costs an average of $112, and a train costs an average of $225.
Distance: 889 miles (1432 km)
Compare flight with
Most popular Flight | Bus | Train | Driving |
|---|---|---|---|
$188 Average price | $167 Average price Cheapest | $225 Average price | $212 Average price (fuel + tolls) |
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 55m Average total duration 43h 25m Onboard + 30m Additional time* | 16h 9m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Chicago, IL to Portland, ME is a bus with an average price of $167 (€136).
This is compared to other travel options from Chicago, IL to Portland, ME:
A bus is $20 (€16) less than a flight for this route with tickets for a flight from Chicago, IL to Portland, ME costing on average $188 (€152).
A bus is $58 (€47) less than a train for this route with tickets for a train from Chicago, IL to Portland, ME costing on average $225 (€182).
The fastest way to travel from Chicago, IL to Portland, ME is by flight with an average journey time of 2h 34m.
Other travel options to Portland, ME take longer:
Bus takes on average 27h 50m.
Train takes on average 43h 25m.
It's helpful to compare your options as there are 3 ways to travel between Chicago, IL and Portland, ME including taking a bus, train, and flight.
We recommend using the flight as it is the most popular way to get from Chicago, IL to Portland, ME among Omio's users.
Compare prices and tickets Chicago, IL to Portland, ME by bus, train, or flight
Compare bus, train, 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.
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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 $112 (€90). 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.
Complete guide to Portland
Things to do in Portland
Discover the best of Portland — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Portland trip today.
- Must visit
Oregon Museum of Science and Industry
Large science museum on the Willamette River with interactive exhibits, a planetarium, and family-friendly programming.
- Recommended
Pittock Mansion
Historic house museum with period interiors and strong city history interpretation, plus one of Portland's best viewpoints.
- Must visit
Washington Park
Large urban park encompassing major attractions, trails, gardens, and forested scenery. One of Portland's essential outdoor destinations.
- Must visit
Portland Japanese Garden
Highly regarded garden known for refined landscape design, seasonal beauty, and calm hillside setting above the city.
- Must visit
Forest Park
Vast urban forest with extensive hiking trails and a strong local following. Ideal for nature access close to downtown.
- Vegetarian
- Vegan
Craft Beer
Portland is one of the leading craft beer cities in the United States, known for hop-forward IPAs, lagers, and experimental small-batch brews from many local breweries.
- Vegetarian
- Vegan
- Gluten-free
Third-Wave Coffee
Portland has a major specialty coffee culture focused on carefully sourced beans, precise brewing, and independent roasters that helped define the city’s daily food ritual.
- Vegetarian
Voodoo Doughnuts
Portland-style doughnuts became nationally famous through creative toppings, oversized shapes, and quirky flavors, making them a recognizable local sweet treat.
Le Pigeon
A celebrated Portland restaurant known for inventive French-inspired cuisine, rich flavors, and an intimate, lively dining room.
Screen Door Eastside
A popular Southern restaurant famous for fried chicken and waffles, hearty brunches, and a bustling neighborhood atmosphere.
Deschutes Brewery Portland Public House
A reliable brewpub pouring respected Oregon craft beer alongside burgers, sandwiches, and pub fare in a spacious downtown setting.
United States Dollar
Moderate by U.S. city standards. Food and coffee are reasonable, but hotels and fine dining can be pricey in peak season.
Average meal costs
- Budget
- USD 10-18 for food carts or casual spots.
- Mid-range
- USD 20-40 per person at a mid-range restaurant.
- Fine dining
- USD 75+ per person at upscale restaurants.
- Coffee
- USD 4-7 for a coffee drink.
Tipping culture
Tip 18-20% at restaurants; 20%+ for great service. Tip USD 1-2 per drink at bars, round up taxis, and tip hotel staff USD 2-5.
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.
Cheap plane tickets from Chicago, IL to Portland, ME can start from as little as $160 (€130) when you book in advance. The average flight ticket price for Chicago, IL to Portland, ME is $188 (€152) ; 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 2h 38m 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 9:40 PM.
Yes, there are 3 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, train, and flight.
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 flight 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
Wifi
Shopping
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Shower
Lounge
Lost and Found Office
Car Rentalinformation
Distance to city center
3 km
Car connection
I-190, Exit 1Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
Parking
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
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
- Available outside the terminal.
Accessibility
- Elevators, ramps, toilets
WC
- Available throughout the airport.
Hotel
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
Shower
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
Lounge
- Lounges available, including United Club and American Airlines Admirals Club.
Lost and Found Office
- Lost and Found located in terminal 1, near the baggage claim area.
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
The major airport for arrivals in Portland is Portland International Jetport. Find all the information you need to know about services, amenities and connections at Portland International Jetport for your journey to Portland from Chicago.
Amenities at airport
WifiShoppingParkingDiningATMTaxisAccessibilityWCLoungeLost and Found OfficeCar Rentalinformation
Distance to city center
1 kmCar connection
I-95, Exit 46Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops include Paradies Lagardère and Hudson News in the terminal.
Parking
- Parking available near terminals, approximately 0.47€ ($0.50) per hour.
Dining
- Restaurants available include Linda Bean's Lobster Cafe and Starbucks in the terminal.
Taxis
- Available outside the terminal.
Accessibility
- Elevators, ramps
WC
- Available throughout the airport.
Lounge
- Lounge access available for Delta Sky Club members.
Lost and Found Office
- Lost and Found located in the main terminal.
Car Rental
- Car rental services are available from companies like Avis, Budget, and Hertz on-site.
Public transit options for Portland International Jetport
- Bus Route 5, Portland Transportation Center, 3 miles
More options for your journey from Chicago, IL to Portland, ME
Here are some other resources that might have the information you need
Most popular flights to and from Portland, ME and Chicago, IL
Most popular flights to Portland, ME
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