- Must visit
Art Institute Of Chicago
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
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Travel Information
Compare train, bus, and flight for Milford, CT to Chicago, IL
Omio recommends booking the bus 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 $167. 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 $167, and a train costs an average of $270.
Distance: 754 miles (1215 km)
Compare bus with
Most popular Bus | Flight | Train | Driving |
|---|---|---|---|
$167 Average price Cheapest | $200 Average price | $270 Average price | $172 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 $167 (€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 $200 (€164).
A bus is $102 (€84) less than a train for this route with tickets for a train from Milford, CT to Chicago, IL costing on average $270 (€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 $182 |
Operator Greyhound | Departure Time 04:10PM | Arrival Time 06:45PM | Duration 26h35 | Departure days Mon | Cheapest price $167 |
Operator CT Transit | Departure Time 07:05PM | Arrival Time 06:10AM | Duration 35h05 | Departure days Fri | Cheapest price $182 |
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 $167 (€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 $167 (€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 $167 (€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
$182 (€149)
CT Transit frequency
1 a day
Complete guide to Chicago
Things to do in Chicago
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
- Must visit
Field Museum
Major natural history museum famous for Sue the T. rex, ancient cultures, and extensive science collections that appeal to both adults and children.
- Must visit
Museum Of Science And Industry
Large hands-on science museum in Hyde Park featuring a submarine, space exhibits, engineering displays, and immersive family-friendly experiences.
- Must visit
Millennium Park
The city’s signature public space, home to Cloud Gate, gardens, events, and major skyline views that define modern Chicago.
- Must visit
The Magnificent Mile
Famous stretch of Michigan Avenue lined with historic buildings, shops, hotels, and frequent first-time visitor photo stops.
- Must visit
Chicago Riverwalk
Highly popular waterfront promenade with architecture views, bridges, and one of the best urban walks in the city.
Deep-Dish Pizza
Chicago’s iconic thick-crust pizza baked in a deep pan, layered with cheese, toppings, and chunky tomato sauce. It is one of the city’s most famous comfort foods.
Chicago-Style Hot Dog
An all-beef hot dog on a poppy seed bun topped with mustard, onions, neon relish, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food.
Italian Beef Sandwich
Thinly sliced roast beef piled onto an Italian roll, often dipped in seasoned jus and topped with sweet peppers or giardiniera. It is a defining Chicago sandwich.
Gene & Georgetti
A historic old-school steakhouse serving steaks, chops, and classic Italian-American dishes in a traditional setting.
Alinea
Chicago’s internationally acclaimed fine-dining restaurant known for highly inventive tasting menus and exceptional service.
Lou Malnati's Pizzeria
A long-established Chicago favorite known for buttery deep-dish pizza and a casual, family-friendly atmosphere.
United States Dollar
Moderate for a major U.S. city: casual food is manageable, but hotels, attractions, and downtown dining can be pricey.
Average meal costs
- Budget
- USD 10-18 for fast food or casual takeout.
- Mid-range
- USD 20-40 per person at a mid-range restaurant.
- Fine dining
- USD 75+ per person before drinks and tax.
- Coffee
- USD 4-7 for a regular café coffee.
Tipping culture
Tip 18-20% in restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis about 10-15%, and hotel staff a few dollars.
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 $167 (€137) when you book in advance. The average bus ticket price for Milford, CT to Chicago, IL is $167 (€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.
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
Milford
Chicago
Chicago, Greyhound Bus Station
information
Chicago, Union Station (Amtrak)
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More options for your journey from Milford, CT to Chicago, IL
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