Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
FlixBus + Greyhound Lines, Inc. | Bus | New Haven | Downtown Greyhound Station | Cheapest | ||||
 | Bus | New Haven Bus Station | Downtown Greyhound Station | Fastest | ||||
FlixBus + Greyhound Lines, Inc. | Bus | New Haven | Downtown Greyhound Station | No tags | ||||
 | Bus | New Haven | Downtown Greyhound Station | No tags | ||||
| Bus | New Haven Bus Station | Downtown Greyhound Station | No tags |
Last refresh of the prices: Yesterday at 5:22 PM EST.
Compare 2 ways to go 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 $99, 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
- 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
What is the travel distance from New Haven to Chicago?
The distance covered from New Haven to Chicago is 1226 km (761 miles).
What are the departure and arrival locations for buses traveling from New Haven to Chicago?
Buses traveling this route start their trip at Union Station Garage, in New Haven, and end it at Downtown Greyhound Station, in Chicago.
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 Nov 21, 2025 with a price of $113To 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 $113 to $474 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 $134 which is on 2025-11-27.
Usually Greyhound, FlixBus 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
