- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
$298
Average price
$379
Fastest journey
22 h 30 m
Average duration
1 d 2 h 49 m
Buses per day
7
Distance
1368 km
The best way to find a cheap bus ticket from Boston, MA 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 Boston, MA to Chicago, IL will cost around $379 if you buy it on the day, but the cheapest tickets can be found for only $298.
It's difficult to get from Boston, MA to Chicago, IL without transferring at least once.
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· · Buses from Boston, MA to Chicago, IL run on average 6 times per day, taking around 24h 35m. Cheap bus tickets for this journey start at $84 (€69) but you can travel from only $62 (€50) by flight.
The earliest bus runs at 01:30, the last at 23:50. The fastest bus covers the 850 miles (1368 km) distance in 22h 30m.
Distance 850 miles (1368 km) |
Average bus duration 24h 35m |
Cheapest ticket price $84 (€69) |
Buses per day 6 |
Fastest bus 22h 30m |
First bus 1:30 AM |
Last bus 11:50 PM |
Cheapest Month Jun |
Cheapest Day Wed |
High Season Jul - Sep |
Low Season Jan - Mar |
Busiest Day Thu |
Least Busy Day Sat |
Best time to book 7 days |
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 02:15AM | Arrival Time 08:00AM | Duration 30h45 | Departure days Tue, Wed, Thu, Fri, Sat, Sun | Cheapest price $205 |
Operator FlixBus | Departure Time 02:30AM | Arrival Time 06:10AM | Duration 28h40 | Departure days Wed, Thu, Fri, Sat, Sun | Cheapest price $221 |
Operator FlixBus | Departure Time 06:00AM | Arrival Time 06:10AM | Duration 25h10 | Departure days Mon | Cheapest price $151 |
Operator Greyhound | Departure Time 08:55AM | Arrival Time 01:45PM | Duration 29h50 | Departure days Mon, Tue, Wed, Thu, Fri, Sat | Cheapest price $168 |
Operator Greyhound | Departure Time 09:15AM | Arrival Time 01:45PM | Duration 29h30 | Departure days Sun | Cheapest price $470 |
Operator Greyhound | Departure Time 12:30PM | Arrival Time 10:00AM | Duration 22h30 | Departure days Everyday | Cheapest price $128 |
Operator FlixBus | Departure Time 03:05PM | Arrival Time 06:55PM | Duration 28h50 | Departure days Tue, Wed | Cheapest price $196 |
Operator FlixBus | Departure Time 03:45PM | Arrival Time 01:25PM | Duration 22h40 | Departure days Mon, Thu, Fri, Sat, Sun | Cheapest price $128 |
Operator FlixBus | Departure Time 09:30PM | Arrival Time 08:00AM | Duration 35h30 | Departure days Tue, Wed, Thu, Fri, Sat, Sun | Cheapest price $169 |
Operator FlixBus | Departure Time 09:50PM | Arrival Time 06:10AM | Duration 33h20 | Departure days Tue, Wed, Thu, Fri, Sat, Sun | Cheapest price $152 |
The table below shows live departures for Boston, MA to Chicago, IL buses for today, Saturday, August 1. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
· + FlixBus+![]() | 9:30 PM Boston, Bus Terminal South Station | 35h30 | 8:00 AM Chicago, Union Station (Amtrak), IL | 4 transfers | |
FlixBus · FlixBus · FlixBus | 9:50 PM Boston, Bus Terminal South Station | 33h20 | 6:10 AM Chicago, Greyhound Bus Station | 2 transfers | |
| Sunday, August 2 | |||||
· · | 2:15 AM Boston, Bus Terminal South Station | 30h45 | 8:00 AM Chicago, Union Station (Amtrak), IL | 2 transfers | |
FlixBus · FlixBus | 2:30 AM Boston, Bus Terminal South Station | 28h40 | 6:10 AM Chicago, Greyhound Bus Station | 1 transfer | |
· · | 9:15 AM Boston, Bus Terminal South Station | 29h30 | 1:45 PM Chicago, Union Station (Amtrak), IL | 2 transfers | |
· | 12:30 PM Boston, Bus Terminal South Station | 22h30 | 10:00 AM Chicago, Greyhound Bus Station | 1 transfer | |
FlixBus · FlixBus | 3:45 PM Boston, Bus Terminal South Station | 22h40 | 1:25 PM Chicago, Greyhound Bus Station | 1 transfer | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
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 Boston, MA to Chicago, IL by bus. 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 bus, 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 Boston, MA to Chicago, IL buses use the Boston, Bus Terminal South Station to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare Boston, MA and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Here are some other resources that might have the information you need