- Must visit
Museum of Fine Arts, Boston
One of the largest art museums in the United States, known for major collections spanning ancient to contemporary art.
Cheapest price
$277
Average price
$428
Fastest journey
21 h 54 m
Average duration
23 h 13 m
Trains per day
6
Distance
1368 km
The best way to find a cheap train ticket from Chicago, IL to Boston, MA 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 Boston, MA will cost around $428 if you buy it on the day, but the cheapest tickets can be found for only $277.
Of the 6 trains that leave Chicago, IL for Boston, MA on Sat, May 30, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, May 30 the direct trains cover the 1368 km distance in an average of 23 h 13 m but if you time it right, some trains will get you there in just 21 h 54 m .
On Sat, May 30 the slowest trains will take 1 d 4 h 12 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.
448 Lake Shore Limited
448 Lake Shore Limited
48 Lake Shore Limited · 448 Lake Shore Limited
48 Lake Shore Limited · 448 Lake Shore Limited
41 Floridian · 132 Northeast Regional
448 Lake Shore Limited
48 Lake Shore Limited · 448 Lake Shore Limited
48 Lake Shore Limited · 448 Lake Shore Limited
448 Lake Shore Limited
41 Floridian · 132 Northeast RegionalOmio recommends booking the flight as it is the most popular option from Chicago, IL to Boston, MA among Omio's users. If you are prioritising price take the flight with prices starting from $62. For those with little time consider booking a flight which can get you there in 2h 35m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.4 - 1.2kg. The ticket price range depends on the travel mode: a flight costs an average of $62, and a train costs an average of $90.
Distance: 850 miles (1368 km)
| Train | Most popular Flight | Bus | Driving |
|---|---|---|---|
$366 Average price | $190 Average price Cheapest | $202 Average price | $304 Average price (fuel + tolls) |
22h 31m Average total duration 22h 1m Onboard + 30m Additional time* | 5h 35m Average total duration Fastest 2h 35m Onboard + 3h 0m Additional time* | 25h 57m Average total duration 25h 27m Onboard + 30m Additional time* | 14h 45m Average total duration (door-to-door) |
0.4 - 1.2kg CO2 emissions Lowest | 4.1 - 8.2kg CO2 emissions | 1.4 - 3.4kg CO2 emissions | - CO2 emissions |
![]() 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 |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from Chicago, IL to Boston, MA:
A flight is $11 (€9) less than a bus for this route with tickets for a bus from Chicago, IL to Boston, MA costing on average $202 (€163).
A flight is $176 (€142) less than a train for this route with tickets for a train from Chicago, IL to Boston, MA costing on average $366 (€296).
Other travel options to Boston, MA take longer:
Train takes on average 22h 1m.
Bus takes on average 25h 27m.
Tickets start at around $366 (€296) compared to roughly $304 (€245) in fuel and tolls — a saving of about $-62.61 (€-50.51). The journey takes 22h 1m versus 14h 45m 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.
The table below shows live departures for Chicago, IL to Boston, MA trains for today, Friday, May 29. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
448 Lake Shore Limited | 9:30 PM Chicago Union Station, Chicago, IL | 21h54 | 8:24 PM Back Bay station, Boston, MA | 0 transfersDirect | |
48 Lake Shore Limited · 448 Lake Shore Limited | 9:30 PM Chicago Union Station, Chicago, IL | 22h02 | 8:32 PM South Station, Boston, MA | 1 transfer | |
448 Lake Shore Limited | 9:30 PM Chicago Union Station, Chicago, IL | 22h02 | 8:32 PM South Station, Boston, MA | 0 transfersDirect | |
48 Lake Shore Limited · 448 Lake Shore Limited | 9:30 PM Chicago Union Station, Chicago, IL | 21h54 | 8:24 PM Back Bay station, Boston, MA | 1 transfer | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare train, 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.
Trains from Chicago, IL to Boston, MA run on average 5 times per day, taking around 22h 1m. Cheap train tickets for this journey start at $90 (€73) but you can travel from only $62 (€50) by flight.
There are 1 trains per day. The earliest train runs at 06:10, the last at 21:30. The fastest train covers the 850 miles (1368 km) distance in 21h 54m.
Distance 850 miles (1368 km) |
Average train duration 22h 1m |
Cheapest ticket price $90 (€73) |
Trains per day 5 |
Direct trains 1 |
Fastest train 21h 54m |
First train 6:10 AM |
Last train 9:30 PM |
Cheapest Month Feb |
Cheapest Day Tue |
High Season Jul - Sep |
Low Season Apr - Jun |
Busiest Day Sun |
Least Busy Day Thu |
Best time to book 77 days |
Discover the best of Boston — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Boston trip today.
One of the largest art museums in the United States, known for major collections spanning ancient to contemporary art.
A distinctive Venetian-style museum with art, architecture, and a celebrated courtyard; one of Boston’s most memorable cultural sites.
A major science museum with interactive exhibits, family-friendly displays, and a planetarium on the Charles River.
Boston’s best-known walking route linking many of the city’s historic sites, ideal for first-time visitors.
The oldest public park in the United States and a central green space for strolling, events, and city views.
A beautifully landscaped historic garden known for its lagoon, footbridge, flowers, and Swan Boats.
A creamy soup with clams, potatoes, and onions, closely associated with Boston and the wider New England coast.
A classic New England sandwich of lobster meat in a toasted split-top bun, often served warm with butter or chilled with mayo.
Slow-cooked beans traditionally baked with molasses and salt pork; the dish helped give Boston its nickname, Beantown.
Highly regarded Cambridge-area restaurant near Boston known for refined Eastern Mediterranean cooking and a warm, upscale atmosphere.
Small, famous North End seafood spot celebrated for lobster rolls, oysters, and polished raw bar service.
Iconic North End pastry shop best known for cannoli and other Italian-American desserts in a lively, casual atmosphere.
Boston is expensive by U.S. standards, especially for hotels and dining, though casual eats and transit are manageable.
Tip 18-20% in restaurants; 20%+ for great service. USD 1-2 per drink at bars, round up taxis, and tip hotel staff and delivery drivers.
Find answers to the most common questions about traveling from Chicago, IL to Boston, MA 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 Boston, MA, this guide helps you travel smarter and with confidence.

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