Trip information

Departure: Waterbury, CT
Arrival: Chicago, IL
Fastest route: 21h 15min
Distance: 1394km
Cheapest route: $108
Transfers: 2
Bus companies: Greyhound, Bonanza / Peter Pan

Cheap bus schedules leaving on Tuesday

One Passenger / One Trip

7:40am

Waterbury, CT

Waterbury Travel Center Bus Stop

4:55am

Chicago, IL

Downtown Greyhound Station

22h 15min

++ 2 layovers

$108

Multiple companies

7:40am

Waterbury, CT

Waterbury Travel Center Bus Stop

9:35am

New York, NY

Port Authority Bus Terminal

1h 55min

Bonanza / Peter Pan

$21

0h 25min layover

10:00am

New York, NY

Port Authority Bus Terminal

10:30pm

Cleveland, OH

Greyhound Station

12h 30min

Greyhound

$52.5

1h 15min layover

11:45pm

Cleveland, OH

Greyhound Station

4:55am

Chicago, IL

Downtown Greyhound Station

6h 10min

Greyhound

$34.5

7:40am

Waterbury, CT

Waterbury Travel Center Bus Stop

6:25am

Chicago, IL

95th & Dan Ryan CTA

23h 45min

++ 2 layovers

$108

Multiple companies

7:40am

Waterbury, CT

Waterbury Travel Center Bus Stop

9:35am

New York, NY

Port Authority Bus Terminal

1h 55min

Bonanza / Peter Pan

$21

0h 25min layover

10:00am

New York, NY

Port Authority Bus Terminal

10:30pm

Cleveland, OH

Greyhound Station

12h 30min

Greyhound

$52.5

1h 15min layover

11:45pm

Cleveland, OH

Greyhound Station

6:25am

Chicago, IL

95th & Dan Ryan CTA

7h 40min

Greyhound

$34.5

12:30pm

Waterbury, CT

Waterbury Travel Center Bus Stop

10:30am

Chicago, IL

Downtown Greyhound Station

23h 0min

++ 2 layovers

$120

Multiple companies

12:30pm

Waterbury, CT

Waterbury Travel Center Bus Stop

2:10pm

New York, NY

Port Authority Bus Terminal

1h 40min

Bonanza / Peter Pan

$22.5

3h 5min layover

5:15pm

New York, NY

Port Authority Bus Terminal

2:35am

Cleveland, OH

Greyhound Station

9h 20min

Greyhound

$66.5

1h 20min layover

3:55am

Cleveland, OH

Greyhound Station

10:30am

Chicago, IL

Downtown Greyhound Station

7h 35min

Greyhound

$31

12:30pm

Waterbury, CT

Waterbury Travel Center Bus Stop

2:20pm

Chicago, IL

95th & Dan Ryan CTA

26h 50min

++ 2 layovers

$120

Multiple companies

12:30pm

Waterbury, CT

Waterbury Travel Center Bus Stop

2:10pm

New York, NY

Port Authority Bus Terminal

1h 40min

Bonanza / Peter Pan

$22.5

3h 5min layover

5:15pm

New York, NY

Port Authority Bus Terminal

2:35am

Cleveland, OH

Greyhound Station

9h 20min

Greyhound

$66.5

1h 20min layover

3:55am

Cleveland, OH

Greyhound Station

2:20pm

Chicago, IL

95th & Dan Ryan CTA

11h 25min

Greyhound

$31

12:40pm

Waterbury, CT

Waterbury Travel Center Bus Stop

10:30am

Chicago, IL

Downtown Greyhound Station

22h 50min

++ 2 layovers

$120

Multiple companies

12:40pm

Waterbury, CT

Waterbury Travel Center Bus Stop

2:35pm

New York, NY

Port Authority Bus Terminal

1h 55min

Bonanza / Peter Pan

$22.5

2h 40min layover

5:15pm

New York, NY

Port Authority Bus Terminal

2:35am

Cleveland, OH

Greyhound Station

9h 20min

Greyhound

$66.5

1h 20min layover

3:55am

Cleveland, OH

Greyhound Station

10:30am

Chicago, IL

Downtown Greyhound Station

7h 35min

Greyhound

$31

12:40pm

Waterbury, CT

Waterbury Travel Center Bus Stop

2:20pm

Chicago, IL

95th & Dan Ryan CTA

26h 40min

++ 2 layovers

$120

Multiple companies

12:40pm

Waterbury, CT

Waterbury Travel Center Bus Stop

2:35pm

New York, NY

Port Authority Bus Terminal

1h 55min

Bonanza / Peter Pan

$22.5

2h 40min layover

5:15pm

New York, NY

Port Authority Bus Terminal

2:35am

Cleveland, OH

Greyhound Station

9h 20min

Greyhound

$66.5

1h 20min layover

3:55am

Cleveland, OH

Greyhound Station

2:20pm

Chicago, IL

95th & Dan Ryan CTA

11h 25min

Greyhound

$31

2:15pm

Waterbury, CT

Waterbury Travel Center Bus Stop

10:30am

Chicago, IL

Downtown Greyhound Station

21h 15min

++ 2 layovers

$120

Multiple companies

2:15pm

Waterbury, CT

Waterbury Travel Center Bus Stop

4:40pm

New York, NY

Port Authority Bus Terminal

2h 25min

Bonanza / Peter Pan

$22.5

0h 35min layover

5:15pm

New York, NY

Port Authority Bus Terminal

2:35am

Cleveland, OH

Greyhound Station

9h 20min

Greyhound

$66.5

1h 20min layover

3:55am

Cleveland, OH

Greyhound Station

10:30am

Chicago, IL

Downtown Greyhound Station

7h 35min

Greyhound

$31

2:15pm

Waterbury, CT

Waterbury Travel Center Bus Stop

2:20pm

Chicago, IL

95th & Dan Ryan CTA

25h 5min

++ 2 layovers

$120

Multiple companies

2:15pm

Waterbury, CT

Waterbury Travel Center Bus Stop

4:40pm

New York, NY

Port Authority Bus Terminal

2h 25min

Bonanza / Peter Pan

$22.5

0h 35min layover

5:15pm

New York, NY

Port Authority Bus Terminal

2:35am

Cleveland, OH

Greyhound Station

9h 20min

Greyhound

$66.5

1h 20min layover

3:55am

Cleveland, OH

Greyhound Station

2:20pm

Chicago, IL

95th & Dan Ryan CTA

11h 25min

Greyhound

$31

4:40pm

Waterbury, CT

Waterbury Travel Center Bus Stop

2:55pm

Chicago, IL

Downtown Greyhound Station

23h 15min

++ 2 layovers

$121.5

Multiple companies

4:40pm

Waterbury, CT

Waterbury Travel Center Bus Stop

7:20pm

New York, NY

Port Authority Bus Terminal

2h 40min

Bonanza / Peter Pan

$25.5

2h 55min layover

10:15pm

New York, NY

Port Authority Bus Terminal

6:50am

Cleveland, OH

Greyhound Station

8h 35min

Greyhound

$66.5

1h 25min layover

8:15am

Cleveland, OH

Greyhound Station

2:55pm

Chicago, IL

Downtown Greyhound Station

7h 40min

Greyhound

$29.5

4:40pm

Waterbury, CT

Waterbury Travel Center Bus Stop

5:00pm

Chicago, IL

95th & Dan Ryan CTA

25h 20min

++ 2 layovers

$121.5

Multiple companies

4:40pm

Waterbury, CT

Waterbury Travel Center Bus Stop

7:20pm

New York, NY

Port Authority Bus Terminal

2h 40min

Bonanza / Peter Pan

$25.5

2h 55min layover

10:15pm

New York, NY

Port Authority Bus Terminal

6:50am

Cleveland, OH

Greyhound Station

8h 35min

Greyhound

$66.5

1h 25min layover

8:15am

Cleveland, OH

Greyhound Station

5:00pm

Chicago, IL

95th & Dan Ryan CTA

9h 45min

Greyhound

$29.5

6:30pm

Waterbury, CT

Waterbury Travel Center Bus Stop

2:55pm

Chicago, IL

Downtown Greyhound Station

21h 25min

++ 2 layovers

$121.5

Multiple companies

6:30pm

Waterbury, CT

Waterbury Travel Center Bus Stop

8:35pm

New York, NY

Port Authority Bus Terminal

2h 5min

Bonanza / Peter Pan

$25.5

1h 40min layover

10:15pm

New York, NY

Port Authority Bus Terminal

6:50am

Cleveland, OH

Greyhound Station

8h 35min

Greyhound

$66.5

1h 25min layover

8:15am

Cleveland, OH

Greyhound Station

2:55pm

Chicago, IL

Downtown Greyhound Station

7h 40min

Greyhound

$29.5

6:30pm

Waterbury, CT

Waterbury Travel Center Bus Stop

5:00pm

Chicago, IL

95th & Dan Ryan CTA

23h 30min

++ 2 layovers

$121.5

Multiple companies

6:30pm

Waterbury, CT

Waterbury Travel Center Bus Stop

8:35pm

New York, NY

Port Authority Bus Terminal

2h 5min

Bonanza / Peter Pan

$25.5

1h 40min layover

10:15pm

New York, NY

Port Authority Bus Terminal

6:50am

Cleveland, OH

Greyhound Station

8h 35min

Greyhound

$66.5

1h 25min layover

8:15am

Cleveland, OH

Greyhound Station

5:00pm

Chicago, IL

95th & Dan Ryan CTA

9h 45min

Greyhound

$29.5

Overview

Traveling from Waterbury to Chicago by bus

First departure
7:40am
Avg price
$118.5
Carriers
2
Last arrival
5:00pm

Bus information Waterbury - Chicago

The Waterbury - Chicago route has approximately 12 frequencies and its minimum duration is around 21h 15min. It is important you book your ticket in advance to avoid running out, since $108 tickets tend to run out quickly.
The distance between Waterbury and Chicago is around 1394 kilometers and the bus companies that can help you in your journey are: Greyhound, Bonanza / Peter Pan.
Remember that the number of transfers to be made will be at least 2 so in some cases you should book the tickets separately.

  • Trips per day 12
  • Direct trips 0

How long does it take to get from Waterbury to Chicago by bus?

Bus journey may vary depending on the state of the roads. The minimum duration is usually around 21h 15min to cover 1394 kilometers.

I'm looking for cheap tickets for this route ...

According to our data, the cheapest ticket costs $108 and leaves Waterbury Travel Center Bus Stop. If you decide to make this journey you will have to do 2 stops before reaching Downtown Greyhound Station.

  • Avg duration 23h 45min
  • Cheapest price $108

What time does the last bus leave?

Last bus leaves at 6:30pm from Waterbury Travel Center Bus Stop and arrives at 5:00pm at 95th & Dan Ryan CTA. It will take 23h 30min, its price is $121.5 and the number of changes will be 2.

Are there any direct routes between Waterbury and Chicago?

We do not have direct routes in our database. The minimum number of transfers will be 2 and the total duration of the trip will be approximately 22h 15min.

  • Last bus 6:30pm
  • Transfers 2

What are the bus stations in Waterbury?

  • Waterbury Travel Center Bus Stop
    188 Bank St
    Waterbury, CT 06702

What are the bus stations in Chicago?

  • Downtown Greyhound Station
    630 W Harrison St
    Chicago
    IL 60607, USA
  • 95th & Dan Ryan CTA
    14 W 95th St
    Chicago, IL 60628
We use cookies to enhance your browsing experience. By using this site, you agree to our use of cookies. More information: Cookies Policy