- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
€91
Average price
€96
Fastest journey
1 d 1 h 40 m
Average duration
1 d 1 h 40 m
Buses per day
2
Distance
1178 km
The best way to find a cheap bus ticket from Stamford, CT to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Stamford, CT to Chicago, IL will cost around €96 if you buy it on the day, but the cheapest tickets can be found for only €91.
Of the 2 buses that leave Stamford, CT for Chicago, IL on Wed, Aug 05, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Wed, Aug 05 the direct buses cover the 1178 km distance in an average of 1 d 1 h 40 m but if you time it right, some buses will get you there in just 1 d 1 h 40 m .
On Wed, Aug 05 the slowest buses will take 1 d 1 h 40 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.




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 flight with prices starting from €71. For those with little time consider booking a flight which can get you there in 5h 43m. The ticket price range depends on the travel mode: a flight costs an average of €71, and a train costs an average of €87.
Distance: 731 miles (1178 km)
Most popular Bus | Train | Flight | Driving |
|---|---|---|---|
€96 Average price | €248 Average price | €87 Average price Cheapest | €136 Average price (fuel + tolls) |
21h 20m Average total duration 20h 50m Onboard + 30m Additional time* | 22h 58m Average total duration 22h 28m Onboard + 30m Additional time* | 8h 43m Average total duration Fastest 5h 43m Onboard + 3h 0m Additional time* | 12h 34m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Stamford, CT to Chicago, IL:
A flight is €9 less than a bus for this route with tickets for a bus from Stamford, CT to Chicago, IL costing on average €96.
A flight is €161 less than a train for this route with tickets for a train from Stamford, CT to Chicago, IL costing on average €248.
Other travel options to Chicago, IL take longer:
Bus takes on average 20h 50m.
Train takes on average 22h 28m.
You'll arrive about {timeSavings} sooner ({durationInMinutes} by bus vs {drivingDurationInMinutes} by car) and save roughly {savingsAmount} compared to fuel and tolls ({cheapestPrice} vs {drivingPriceInCents}). You also skip the drive itself — no traffic stress, no parking, and you can use the time to work, nap, or catch up on a series with the onboard Wi-Fi.
Direct coaches are operated by {directProviders}.
Driving is still worth considering if you're travelling with bulky luggage, need flexibility on departure times, or plan to stop along the way.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound USA | Departure Time 09:20AM | Arrival Time 06:10AM | Duration 44h50 | Departure days Tue, Thu, Fri, Sat, Sun | Cheapest price €128 |
Operator Greyhound | Departure Time 01:20PM | Arrival Time 03:00PM | Duration 25h40 | Departure days Wed | Cheapest price €91 |
Operator Greyhound | Departure Time 02:20PM | Arrival Time 04:00PM | Duration 25h40 | Departure days Wed | Cheapest price €102 |
The table below shows live departures for Stamford, CT to Chicago, IL buses for tomorrow, Wednesday, August 5. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:20 PM Stamford, CT | 25h40 | 3:00 PM Chicago, IL | 0 transfersDirect | |
![]() | 2:20 PM Stamford, CT | 25h40 | 4:00 PM Chicago, IL | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
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.
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 €91 but you can travel from only €71 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 €91 |
Buses per day 4 |
Fastest bus 25h 40m |
First bus 6:55 AM |
Last bus 11:35 PM |
Cheapest Month Mar |
Cheapest Day Wed |
High Season Oct - Dec |
Low Season Jul - Sep |
Busiest Day Tue |
Least Busy Day Tue |
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
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.

Most Stamford, CT to Chicago, IL buses use the Stamford, Station Pl to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare Stamford, CT and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Stamford, Station Pl has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Stamford, Station Pl. ATMs are available at Stamford, Station Pl.
Ticket office support is available at Stamford, Station Pl.
Available at Stamford, Station Pl: Parking, Taxis, WC.
Accessibility facilities are available at Stamford, Station Pl: Basic access for disabled individuals available.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options are available inside the station.
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Ticket office support is available at Chicago, Union Station (Amtrak).
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
Here are some other resources that might have the information you need