Travel Information
Compare train, bus, and flight for Stamford, CT to Chicago, IL
Omio recommends booking the bus as it is the most popular option from Stamford, CT to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $126. For those with little time consider booking a flight which can get you there in 4h 31m. The ticket price range depends on the travel mode: a bus costs an average of $126, and a train costs an average of $107.
Distance: 731 miles (1178 km)
Compare bus with
Most popular Bus | Flight | Train |
|---|---|---|
$158 Average price Cheapest | $162 Average price | $412 Average price |
21h 20m Average total duration 20h 50m Onboard + 30m Additional time* | 7h 31m Average total duration Fastest 4h 31m Onboard + 3h 0m Additional time* | 28h 14m Average total duration 27h 44m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Stamford, CT to Chicago, IL bus times
The table below shows live departures for Stamford, CT to Chicago, IL buses for today, Sunday, March 22. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 2:20 PM Stamford, CT | 25h40 | 4:00 PM Chicago, IL | 0 transfersDirect | |
![]() | 4:40 PM Stamford, CT | 33h25 | 2:05 AM Chicago, IL | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Stamford, CT to Chicago, IL by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Why should you book Stamford, CT to Chicago, IL buses with Omio?
Why book with Omio vs Greyhound?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Greyhound with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Stamford, CT to Chicago, IL.
Why book with Omio over Wanderu?
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Stamford, CT to Chicago, IL.
Journey information
Overview: Bus from Stamford, CT to Chicago, IL
Buses from Stamford, CT to Chicago, IL run on average 4 times per day, taking around 20h 50m. Cheap bus tickets for this journey start at $126 (€102) but you can travel from only $40 (€32) by flight.
The earliest bus runs at 06:55, the last at 23:35. The fastest bus covers the 731 miles (1178 km) distance in 25h 40m.
Distance 731 miles (1178 km) |
Average bus duration 20h 50m |
Cheapest ticket price $126 (€102) |
Buses per day 4 |
Fastest bus 25h 40m |
First bus 06:55 |
Last bus 23:35 |
Bus providers: Greyhound from Stamford, CT to Chicago, ILYou can travel by bus between Stamford, CT to Chicago, IL with Greyhound for as low as $40 (€32). When you search for schedules and tickets, Omio will show you the best journey
Greyhound
FAQs: Bus from Stamford, CT to Chicago, IL
Find answers to the most common questions about traveling from Stamford, CT 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.

- Greyhound
- Assistance
- Priority seating
- Wheelchair-accessible buses.
- Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
- Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
- Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
- Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
- Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
- Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
- Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
- Take a river cruise to see the city's iconic architecture from a different perspective
- Attend a live performance at the historic Chicago Theatre
- Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
- Greyhound
- You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
- Greyhound
- One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
- Greyhound
- $15 per additional bag.
popular bus stations
Popular bus stations from Stamford, CT to Chicago, IL
Most popular bus connections from Stamford, CT
More options for your journey from Stamford, CT to Chicago, IL
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