Cheap bus tickets from New Haven to Chicago
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Bus from New Haven to Chicago: Journey Information
There are 10 intercity buses per day from New Haven to Chicago. Traveling by bus from New Haven to Chicago usually takes around 28 hours and 23 minutes, but the fastest FlixBus US bus can make the trip in 20 hours and 30 minutes.
| Distance | 760 mi (1223 km) |
| Shortest duration | 20h 30m |
| Cheapest price | $102.44 |
| Trips per day | 0 |
| Most frequent service | FlixBus US |
| Bus lines | 1 |
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New Haven to Chicago Bus Schedule
Is it better to travel by bus or train from New Haven to Chicago?
There are usually 5 daily train trips available from New Haven to Chicago.
Bus | Train | |
|---|---|---|
Avg. Price | Avg. Price$204.26Cheaper | Avg. Price$254.23 |
Daily Trips | Daily Trips10 | Daily Trips5 |
Duration | Duration28h 23m | Duration25h 35mFaster |

There are several bus options that can take you from New Haven to Chicago:
See more detailsHow much is a bus ticket from New Haven to Chicago?
Bus tickets for a trip from New Haven to Chicago cost $121.08 on average. Bus tickets on this route can be a bit expensive due to the length of the trip. But even with a higher price tag, taking the bus is often more affordable than flying to Chicago. If you book your trip ahead of time using Wanderu, you can easily find bus tickets at or below this price.
Average bus ticket prices from New Haven to Chicago by travel date
If you're planning to travel by bus from New Haven to Chicago in the next month, the average ticket price is expected to range from $90 to $218. The cheapest bus tickets available in the next few weeks are for trips departing on September 10, 2026. If you’re looking to travel to Chicago this week, bus tickets are available starting at $106.
Average bus ticket prices from New Haven to Chicago by month
Taking the bus from New Haven to Chicago is usually cheapest in September, when the average ticket price is only $125. If you're planning to take the bus from New Haven to Chicago during November, keep in mind that bus ticket prices may be higher than usual, with an average price of $229. However, booking your trip in advance can help you score a ticket at a better price.
Prices as travel date approaches
Most bus companies charge higher ticket prices closer to the date of travel, so it’s a good idea to buy your bus tickets as early as possible. To find the cheapest bus tickets, book your trip at least 20 days in advance. This way, you can save up to $107.16 on your bus ticket compared to booking last-minute.
What bus companies travel from New Haven to Chicago?
There are multiple buses that travel from New Haven to Chicago, including FlixBus US. Here is what you should know about the 1 most popular bus lines:
| BUS | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| FlixBus US | 10 | 28h 23m | $204.26 |
FlixBus US is the American branch of German bus company FlixBus, known for providing sustainable, affordable, and modern bus travel. The company offers cheap bus tickets to popular urban destinations throughout the United States. FlixBus US buses include many amenities, including comfortable seats, free WiFi, power outlets at every seat, and an online portal for free entertainment. On average, FlixBus US operates 10 trips per day from New Haven to Chicago, and the average ticket for this route costs only $204.26.






Frequently asked questions about traveling by bus from New Haven to Chicago
There are 10 scheduled buses that travel from New Haven to Chicago every day, so you have a decent number of options to choose from. Unfortunately, none of them are direct connections, so no matter which bus you take, you will have to transfer buses at least once during your journey. Need more travel options? Consider taking the train from New Haven to Chicago; ticket prices start at $153.
TRIPS PER DAY
10
DIRECT TRIPS
0
The bus takes an average of 28 hours and 23 minutes to cover the 760 miles from New Haven to Chicago. However, the fastest bus only takes 20 hours and 30 minutes. It’s definitely on the longer side, so plan to get comfortable for a long road trip. Keep in mind that your actual bus may arrive earlier or later than scheduled, depending on whether there is more or less traffic than usual.
DISTANCE (MI)
760
DISTANCE (KM)
1223
The first bus leaves at 5:25am and the last bus leaves at 11:00pm. To see the times for all buses from New Haven to Chicago, enter your specific travel dates in the search bar.
EARLIEST BUS
5:25am
LATEST BUS
11:00pm
Friday is the busiest travel day for buses as people head from New Haven to Chicago for the weekend. If you are planning to travel on a Friday, you should make sure to book tickets well in advance as they may sell out. On the other hand, Tuesday is typically the least busy day for bus travel on this route. If you’re looking for a little extra space, a Tuesday ticket is the way to go.
MOST CROWDED
Friday
LEAST CROWDED
Tuesday
City Information
New Haven



Sitting on the mouth of the Quinnipiac River of Connecticut, New Haven has been the home of the esteemed Yale University for more than 300 years. The quaint college town, with its cultural significance, has long been a highly-rated destination for culturally-inclined travelers. The first thing to do in New Haven is to visit the Yale campus, which was designed by famous architects such as Eero Saarinen and Frank O. Gehry. Don’t forget to check out the university’s visitor center as well, which houses impressive historical displays. Other interesting destinations on the premises are the Yale University Art Gallery and the Yale Peabody Museum of Natural History. If you wish to take a break from the urban environment and go hunting for some amazing nature shots, East Rock Park will be a premier choice. Inside the park is the Pardee Rose Garden, which features more than 50 varieties of roses blooming in June and July.
New Haven is a popular destination for foodies, and its greatest offering is pizza. New Haven’s special pizza, also known as “apizza,” is a must-try when you are in town, and the best place to try this delicacy is at Pepe’s, its birthplace. Another establishment to check out is Louis’ Lunch, which has been serving delightful fast food since 1895.
The central hub of transportation in the city is Union Station, where travelers can catch Amtrak trains or buses by Greyhound and Flixbus for intercity transits. Air services are handled by the Tweed New Haven Regional Airport, located 3 miles east of the business district.
Chicago



Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.
Station Information
Where does the bus leave from in New Haven?
Main departure station: Union Station Parking Garage
Most buses depart from the main station in New Haven.
All bus stations in New Haven:
- Union Station Parking Garage
Where does the bus arrive in Chicago?
Main arrival station: Bus Station - 630 W Harrison St

Buses arrive in Chicago at 3 stations, depending on which bus line you are traveling with.
All bus stations in Chicago:
- Bus Station - 630 W Harrison St
- Dan Ryan Bus Station
- Chicago Train Station Bus Stop
Need a return trip from Chicago to New Haven?
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