- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Aug 29
$573
Average ticket price on Aug 29
$573
Fastest journey on Aug 29
1 d 19 h 55 m
Average journey duration on Aug 29
1 d 19 h 55 m
Trains on Aug 29
1
Distance
1432 km
The best way to find a cheap train 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 $573 if you buy it on the day, but the cheapest tickets can be found for only $573.
On Sat, Aug 29, we found 1 trains from Portland, ME to Chicago, IL, including 1 direct services.
On Sat, Aug 29 the direct trains cover the 1432 km distance in an average of 1 d 19 h 55 m but if you time it right, some trains will get you there in just 1 d 19 h 55 m .
On Sat, Aug 29 the slowest trains will take 1 d 19 h 55 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.


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 an average ticket price of $148 For those with little time, consider booking a flight, which has an average total journey time of 4h 53m. Average ticket prices depend on the travel mode: a bus costs an average of $148, while a train costs an average of $280.
Distance: 889 miles (1432 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$280 Average price | $182 Average price | $148 Average price Cheapest | $216 Average price (fuel + tolls) |
24h 51m Average total duration 24h 21m Onboard + 30m Additional time* | 4h 53m Average total duration Fastest 2h 53m Onboard + 2h 0m Additional time* | 27h 5m Average total duration 26h 35m Onboard + 30m Additional time* | 16h 11m Average total duration (door-to-door) |
![]() Most popular train company | ![]() Most popular airline | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Portland, ME to Chicago, IL:
A bus is $34 (€27) less than a flight for this route with tickets for a flight from Portland, ME to Chicago, IL costing on average $182 (€147).
A bus is $132 (€106) less than a train for this route with tickets for a train from Portland, ME to Chicago, IL costing on average $280 (€226).
Other travel options to Chicago, IL take longer:
Train takes on average 24h 21m.
Bus takes on average 26h 35m.
Tickets start at around $280 (€226) compared to roughly $216 (€175) in fuel and tolls — a saving of about $-63.60 (€-51.28). The journey takes 24h 21m versus 16h 11m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
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.
Trains from Portland, ME to Chicago, IL run on average 4 times per day, taking around 24h 21m. Cheap train tickets for this journey start at $199 (€161) but you can travel from only $106 (€85) by bus.
The earliest train runs at 03:15, the last at 18:00. The fastest train covers the 889 miles (1432 km) distance in 25h 42m.
Distance 889 miles (1432 km) |
Average train duration 24h 21m |
Cheapest ticket price $199 (€161) |
Trains per day 4 |
Fastest train 25h 42m |
First train 3:15 AM |
Last train 6:00 PM |
Cheapest Month Sep |
Cheapest Day Tue |
High Season Jul - Sep |
Low Season Oct - Dec |
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from Portland, ME to Chicago, IL by train. 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 train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most Portland, ME to Chicago, IL trains use the Portland Transportation Center to Union Station station pair. Use this guide to compare Portland, ME and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Portland Transportation Center is 3 km from Portland city centre. Public transport options include:
Portland Transportation Center has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Ticket Office, Bike Parking, Information Desk, and Luggage Carts.
Free. ATMs are available in the train station.
Ticket office support is available at Portland Transportation Center. Information desks are located in the main hall.
Available at Portland Transportation Center: Parking, Taxis, WC.
Available at Portland Transportation Center: Bike Parking.
Accessibility facilities are available at Portland Transportation Center: Ramps, restrooms.
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Free. ATMs are available in the train station.
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage storage is available at Union Station. Lost and found is available at the station.
Available at Union Station: Parking, Taxis, WC.
Available at Union Station: Bike Parking, Car Rental.
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
Here are some other resources that might have the information you need