- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
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The cheapest and fastest buses from Milford, CT to Chicago, IL
Showing times and prices for Aug 11
Cheapest price
$183
Average price
$183
Fastest journey
23 h 9 m
Average duration
23 h 9 m
Buses per day
1
Distance
1215 km
Cheap tickets
The best way to find a cheap bus ticket from Milford, 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 Milford, CT to Chicago, IL will cost around $183 if you buy it on the day, but the cheapest tickets can be found for only $183.
Fast buses
It's difficult to get from Milford, CT to Chicago, IL without transferring at least 2 times.
7:01 AM23h09Milford, CT6:10 AMChicago, IL$1831One-way2 transfers
- 7:01 AM23h09Milford, CT6:10 AMChicago, IL$1831One-way2 transfers
Travel Information
Compare train, bus, and flight for Milford, CT to Chicago, IL
Omio recommends booking the flight as it is the most popular option from Milford, CT to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $168. For those with little time consider booking a flight which can get you there in 2h 42m. The ticket price range depends on the travel mode: a bus costs an average of $168, and a train costs an average of $271.
Distance: 754 miles (1215 km)
Compare bus with
| Bus | Most popular Flight | Train | Driving |
|---|---|---|---|
$168 Average price Cheapest | $202 Average price | $271 Average price | $173 Average price (fuel + tolls) |
27h 5m Average total duration 26h 35m Onboard + 30m Additional time* | 5h 42m Average total duration Fastest 2h 42m Onboard + 3h 0m Additional time* | 24h 49m Average total duration 24h 19m Onboard + 30m Additional time* | 13h 2m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Milford, CT to Chicago, IL is a bus with an average price of $168 (€137).
This is compared to other travel options from Milford, CT to Chicago, IL:
A bus is $33 (€27) less than a flight for this route with tickets for a flight from Milford, CT to Chicago, IL costing on average $202 (€164).
A bus is $103 (€84) less than a train for this route with tickets for a train from Milford, CT to Chicago, IL costing on average $271 (€221).
The fastest way to travel from Milford, CT to Chicago, IL is by flight with an average journey time of 2h 42m.
Other travel options to Chicago, IL take longer:
Train takes on average 24h 19m.
Bus takes on average 26h 35m.
It's helpful to compare your options as there are 3 ways to travel between Milford, CT and Chicago, IL including taking a train, bus, and flight.
Take the bus. On this route, it's both cheaper and quicker than driving.
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.
Milford, CT to Chicago, IL Bus Timetables
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator CT Transit | Departure Time 07:01AM | Arrival Time 06:10AM | Duration 23h09 | Departure days Tue, Wed, Thu, Fri | Cheapest price $183 |
Operator Greyhound | Departure Time 04:10PM | Arrival Time 06:45PM | Duration 26h35 | Departure days Mon | Cheapest price $168 |
Operator CT Transit | Departure Time 07:05PM | Arrival Time 06:10AM | Duration 35h05 | Departure days Fri | Cheapest price $183 |
Live departures
Milford, CT to Chicago, IL bus times
The table below shows live departures for Milford, CT to Chicago, IL buses for today, Monday, August 10. You can also manually refresh the results below to see updated bus journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
 | 4:10 PM Milford, CT | 26h35 | 6:45 PM Chicago, IL | 0 transfersDirect | |
| Tuesday, August 11 | |||||
| 7:01 AM Milford, CT | 23h09 | 6:10 AM Chicago, IL | 2 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Milford, 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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Journey information
Overview: Bus from Milford, CT to Chicago, IL
USAUSA
Buses from Milford, CT to Chicago, IL run on average 13 times per day, taking around 26h 35m. Cheap bus tickets for this journey start at $168 (€137) if you book in advance.
The earliest bus runs at 16:10, the last at 16:10. The fastest bus covers the 754 miles (1215 km) distance in 26h 35m.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance 754 miles (1215 km) |
Average bus duration 26h 35m |
Cheapest ticket price $168 (€137) |
Buses per day 13 |
Fastest bus 26h 35m |
First bus 4:10 PM |
Last bus 4:10 PM |
Cheapest Month Apr |
Cheapest Day Mon |
High Season Apr - Jun |
Low Season Jul - Sep |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Bus providers: CT Transit from Milford, CT to Chicago, ILYou can travel by bus between Milford, CT to Chicago, IL with CT Transit for as low as $168 (€137). When you search for schedules and tickets, Omio will show you the best journey
CT Transit
Luggage & cancellation policy
Average Duration
23h 9m
Cheapest Price
$183 (€149)
CT Transit frequency
1 a day
Complete guide to Chicago, IL
Things to do in Chicago, IL
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
- Must visit
Field Museum
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
- Must visit
Museum of Science and Industry
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
- Must visit
Millennium Park
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
- Must visit
Magnificent Mile
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
- Must visit
Chicago Riverwalk
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-Dish Pizza
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
Chicago-Style Hot Dog
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian Beef Sandwich
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Johnnie's Beef
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Superdawg Drive-In
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
Alinea
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
US dollar ($)
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $20-40 per person for a restaurant meal.
- Fine dining
- $75+ per person for upscale restaurants.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
FAQs: Bus from Milford, CT to Chicago, IL
Find answers to the most common questions about traveling from Milford, 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.
Cheap bus tickets from Milford, CT to Chicago, IL can start from as little as $168 (€137) when you book in advance. The average bus ticket price for Milford, CT to Chicago, IL is $168 (€137) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by bus from Milford, CT to Chicago, IL is 26h 35m to travel the 754 miles (1215 km) long journey. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest bus from Milford, CT to Chicago, IL leaves at 4:10 PM. Plan your trip with the Journey Planner from Omio.
The latest bus from Milford, CT to Chicago, IL leaves at 4:10 PM.
There are 13 buses a day from Milford, CT to Chicago, IL which require at least one change with CT Transit. Schedules can vary on holidays or weekends with fewer buses.
When taking a bus from Milford, CT to Chicago, IL, you can count on CT Transit for the best way to get you to Chicago, IL. You can also check all possible bus companies who offer a service between Milford, CT and Chicago, IL and compare the amenities they offer before buying a bus ticket.
When departing from Milford, CT , you have various bus station options to start your journey from including New Haven, Union Avenue (Union Station Parking Garage), CT, Bridgeport, Transportation Center . When arriving in Chicago, IL , you can end your journey in bus stations like Chicago, Greyhound Bus Station, Chicago, Union Station (Amtrak), IL .Passengers board the bus most frequently from New Haven, Union Avenue (Union Station Parking Garage), CT, which is located around 0 miles (1 km) away from the city centre, and they get off the bus at Chicago, Greyhound Bus Station, located 2 away from the city centre.
A trip to Chicago, IL from Milford, CT is worth doing but not as a day trip with a journey time of 26h 35m each way. Check with Omio app the best way to travel.
The cheapest month for a bus from Milford, CT to Chicago, IL is April.
It's helpful to compare your options as there are 3 ways to travel between Milford, CT and Chicago, IL including taking a train, bus, and flight.
No, the bus from Milford, CT to Chicago, IL has no accessibility options.
No, there are no bathrooms on board the bus from Milford, CT to Chicago, IL.
Some of the most interesting sights to explore in Chicago, IL are:
- 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.
The best things to do in Chicago, IL include:
- 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.
No, bikes are not allowed on board the bus from Milford, CT to Chicago, IL.
Tickets are often cheaper when booked early. Traveling during off-peak hours or on weekdays can help you save money. Sort results by price to quickly identify the most affordable options. Check for promotions or discounts available on our website and app.
No, there is no food available to purchase on board the bus from Milford, CT to Chicago, IL.
No, luggage for the bus from Milford, CT to Chicago, IL needs to be booked in addition.
No, there are no additional luggage options for the bus from Milford, CT to Chicago, IL.
Unfortunately, pets are not allowed on the bus from Milford, CT to Chicago, IL.
No, there are no USB plugs on board the bus from Milford, CT to Chicago, IL.
No, there is no WiFi on board the bus from Milford, CT to Chicago, IL.
Since neither Milford, CT nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular bus stations
Popular bus stations from Milford, CT to Chicago, IL
Most Milford, CT to Chicago, IL buses use the New Haven, Union Avenue (Union Station Parking Garage) to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare Milford, CT and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Departure bus stations in Milford
Arrival bus stations in Chicago
Which Chicago, IL station do buses from Milford, CT arrive at?
Buses from Milford, CT to Chicago, IL most often arrive at Chicago, Greyhound Bus Station. Some services arrive at Chicago, Union Station (Amtrak), so check your ticket before travel to confirm your Chicago, IL arrival station.
Chicago, Greyhound Bus Station630 W Harrison St, Chicago, IL 60607, USA
City-centre transport
Getting to Chicago, Greyhound Bus Station from Chicago city centre
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Bus7 · 8m · $4 · every ~6 min
Chicago, Greyhound Bus Station bus station facilities and services
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food and drink
Food options include: Snack shop and vending machines available
Wi-Fi and ATMs
Free Wi-Fi in waiting area. ATMs are located near entrance.
Tickets and information
Ticket office support is available at Chicago, Greyhound Bus Station.
Parking, taxis and toilets
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak)Chicago Union Station, 225 S Canal St, Chicago, IL 60606, USA
City-centre transport
Getting to Chicago, Union Station (Amtrak) from Chicago city centre
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Bus28, 151 · 7m · $4 · every ~13 min
Chicago, Union Station (Amtrak) bus station facilities and services
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food and drink
Food options include: Multiple dining options are available inside the station.
Wi-Fi and ATMs
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Tickets and information
Ticket office support is available at Chicago, Union Station (Amtrak).
Parking, taxis and toilets
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
More options for your journey from Milford, CT to Chicago, IL
Here are some other resources that might have the information you need
Most popular buses to and from Chicago, IL and Milford, CT
Most popular bus connections to Chicago, IL
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