Previously seen journeys
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | New Haven Bus Station | Chicago 95Th & Dan Ryan | No tags | ||||
Greyhound + FlixBus | Bus | New Haven | Chicago 95Th & Dan Ryan | No tags | ||||
Greyhound + FlixBus | Bus | New Haven | Downtown Greyhound Station | No tags | ||||
| Bus | New Haven Bus Station | Chicago 95Th & Dan Ryan | No tags | ||||
FlixBus + Greyhound | Bus | New Haven | 537-517 W. Jackson Blvd | No tags |
Compare 2 ways to travel from New Haven to Chicago
Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 1 day, 4 hours 55 minutes and with fares starting at just R 1 210, it presents an excellent value for a comfortable ride.
Where are the popular stops in New Haven and Chicago?
Stops in Chicago
- A630 W Harrison St, Chicago, IL 60607, USA
- B
Chicago O'Hare International Airport
- C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA - D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA - E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA - F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA
Compare bus companies
Frequently asked questions about travelling from New Haven, CT to Chicago by bus
How much does a bus ticket from New Haven to Chicago cost?
The bus ticket price from New Haven to Chicago starts at R 1 210. The best way to find cheap bus tickets from New Haven to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the bus ride from New Haven to Chicago?
The average travel time between New Haven and Chicago is around 1d 4h, although the fastest bus will take about 23h 25m. This is the time it takes to travel the 1226 km that separates the two cities.
How many daily bus connections are there between New Haven and Chicago?
The number of buses from New Haven to Chicago can differ depending on the day of the week. On average, there are 14 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from New Haven to Chicago by comparing and selecting the bus that fits your travel style and budget on Busbud.
Which bus companies travel from New Haven to Chicago?
When taking the bus from New Haven to Chicago, you can travel comfortably and safely with Greyhound, FlixBus.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from New Haven, CT to Chicago was searched and found on 21 Nov 2025 with a price of R 1 375To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from New Haven, CT to Chicago as early as possible.
You can expect to pay from R 1 375 to R 4 534 for a bus ticket from New Haven, CT to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 2 218, which is on 2025-11-22.
Usually FlixBus, Greyhound will charge you higher prices for tickets closer to the departure date. To find the best prices, you should be flexible on your date of travel.
What's the cheapest way to go from New Haven, CT to Chicago?
The bus is the cheapest travel choice for this destination
