- Must visit
Yale University Art Gallery
Yale's premier art museum spans ancient to modern works in landmark architecture. A must for world-class collections and free admission.
Cheapest price
$448
Average price
$448
Fastest journey
1 d 14 m
Average duration
1 d 14 m
Trains per day
1
Distance
1638 km
The best way to find a cheap train ticket from Kissimmee, FL to New Haven, CT is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Kissimmee, FL to New Haven, CT will cost around $448 if you buy it on the day, but the cheapest tickets can be found for only $448.
It's difficult to get from Kissimmee, FL to New Haven, CT without transferring at least once.


Omio recommends booking the flight as it is the most popular option from Kissimmee, FL to New Haven, CT among Omio's users. If you are prioritising price take the flight with prices starting from $91. For those with little time consider booking a flight which can get you there in 2h 43m. The ticket price range depends on the travel mode: a flight costs an average of $91, and a train costs an average of $277.
Distance: 1017 miles (1638 km)
| Train | Most popular Flight | Bus | Driving |
|---|---|---|---|
$416 Average price | $166 Average price Cheapest | $179 Average price | $192 Average price (fuel + tolls) |
37h 44m Average total duration 37h 14m Onboard + 30m Additional time* | 5h 43m Average total duration Fastest 2h 43m Onboard + 3h 0m Additional time* | 38h 56m Average total duration 38h 26m Onboard + 30m Additional time* | 17h 29m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Kissimmee, FL to New Haven, CT:
A flight is $13 (€13) less than a bus for this route with tickets for a bus from Kissimmee, FL to New Haven, CT costing on average $179 (€179).
A flight is $251 (€251) less than a train for this route with tickets for a train from Kissimmee, FL to New Haven, CT costing on average $416 (€416).
Other travel options to New Haven, CT take longer:
Train takes on average 37h 14m.
Bus takes on average 38h 26m.
Tickets start at around $416 (€416) compared to roughly $192 (€192) in fuel and tolls — a saving of about $-224.26 (€-224.26). The journey takes 37h 14m versus 17h 29m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
The table below shows live departures for Kissimmee, FL to New Haven, CT trains for tomorrow, Thursday, July 23. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 12:57 PM Kissimmee, FL | 24h14 | 1:11 PM New Haven, CT | 1 transfer | |
This is the last train 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.
Trains from Kissimmee, FL to New Haven, CT run on average 3 times per day, taking around 37h 14m. Cheap train tickets for this journey start at $277 (€277) but you can travel from only $91 (€91) by flight.
The earliest train runs at 06:12, the last at 12:06. The fastest train covers the 1017 miles (1638 km) distance in 37h 14m.
Distance 1017 miles (1638 km) |
Average train duration 37h 14m |
Cheapest ticket price $277 (€277) |
Trains per day 3 |
Fastest train 37h 14m |
First train 6:12 AM |
Last train 12:06 PM |
Cheapest Month Aug |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Jul - Sep |
Discover the best of New Haven, CT — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect New Haven, CT trip today.
Yale's premier art museum spans ancient to modern works in landmark architecture. A must for world-class collections and free admission.
Renowned museum of rare books and manuscripts, famous for its translucent marble building and a Gutenberg Bible on display.
Major natural history museum known for dinosaur fossils, minerals, and cultural exhibits, recently renewed with modern galleries.
Historic central green framed by churches and civic buildings. It is the city's signature gathering place and best starting point downtown.
Beloved hilltop park with traprock cliffs, trails, and sweeping city views. Popular for hiking, photos, and local outdoor culture.
Tree-lined neighborhood centered on Yale's colleges, museums, and courtyards. Best area for architecture spotting and campus wandering.
New Haven-style apizza is coal-fired, thin, chewy, and lightly charred. It is the city’s signature food and a defining local tradition.
White clam pizza tops apizza with fresh clams, garlic, olive oil, oregano, and grated cheese. It is a New Haven original made famous locally.
Italian ice is a smooth frozen fruit dessert sold in classic neighborhood stands. It is a beloved warm-weather treat in New Haven.
Beloved neighborhood stand serving Italian ice and frozen treats. A simple, nostalgic stop for a classic local dessert in East Rock.
Legendary casual pizzeria on Wooster Street, known for coal-fired apizza and the original white clam pie. Bustling, historic, and quintessentially New Haven.
Refined farm-to-table restaurant highlighting seasonal New England ingredients with polished service. One of New Haven’s best-known upscale dining rooms.
Moderate for U.S. city travel: hotels can be pricey on peak dates, dining is mid-range, and local buses are relatively affordable.
Tip 18-20% at restaurants, more for excellent service. Taxis: 10-15%. Cafes: round up or add $1.
Find answers to the most common questions about traveling from Kissimmee, FL to New Haven, CT by train. 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 train, the cheapest option, or tips for making the most of your visit at New Haven, CT, this guide helps you travel smarter and with confidence.

Most Kissimmee, FL to New Haven, CT trains use the Kissimmee Station to Union Station station pair, with some services arriving at New Haven, State St and RR Station. Use this guide to compare Kissimmee, FL and New Haven, CT train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Kissimmee Station is 1 km from Kissimmee city centre. Public transport options include:
Kissimmee Station has practical services for this route, including Parking, Dining, Taxis, Accessibility, WC, Hotel, Ticket Office, Information Desk, and Luggage Carts.
Food and drink options are available at Kissimmee Station.
Ticket office support is available at Kissimmee Station. Information desks are located in the main hall.
Available at Kissimmee Station: Parking, Taxis, WC.
Accessibility facilities are available at Kissimmee Station: Elevators, ramps.
Nearby hotels include Gaylord Palms Resort and Convention Center, Embassy Suites by Hilton Orlando Lake Buena Vista South, Magic Moment Resort and Kids Club.
Union Station is 1 km from New Haven city centre. Public transport options include:
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: Union League Cafe, Zinc New Haven
Free. ATMs are available in the train station.
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage storage is available at Union Station. Lost and found is available at the station.
Available at Union Station: Parking, Taxis, WC.
Available at Union Station: Bike Parking, Car Rental.
Accessibility facilities are available at Union Station: Elevators, ramps.
Nearby hotels include The Study at Yale, Omni New Haven Hotel at Yale, New Haven Hotel.
New Haven, State St and RR Station has practical services for this route, including Accessibility.
Accessibility facilities are available at New Haven, State St and RR Station.
Here are some other resources that might have the information you need