Cheap train tickets from Kissimmee to Chicago

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Schedule & Pricing Info

How much are train tickets from Kissimmee to Chicago?

Lowest Price$266.00
Fastest44h 49m
Daily Schedules3
train companies1
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How do you find cheap train tickets from Kissimmee to Chicago?

The most surefire way to find the lowest-priced train tickets from Kissimmee to Chicago is to plan ahead and book your train travel earlier. In the past 30 days, the cheapest average price users have found for trains from Kissimmee to Chicago was $336.83. Trying to save on a last-minute fare and have a bit of flexibility on what day to travel? Take a look at midweek schedules, as these tend to be less busy and are often cheaper than buying tickets to travel on Friday, or a weekend departure.

How long is the train ride from Kissimmee to Chicago?

The distance between Kissimmee and Chicago is approximately 1002.30 miles, or 1612.63 kilometers. The average travel time for a train between these two cities is around 45 hours and 36 minutes, although the absolute fastest you could get there is 44 hours and 49 minutes.

Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.

What is the busiest day for trains from Kissimmee to Chicago?

On Wednesday trains from Kissimmee to Chicago are the busiest. If you are looking for a great deal on your train tickets or to have extra room to stretch out, you might consider traveling on Thursday instead, as that tends to be the least traveled day of the week.

What train companies travel from Kissimmee to Chicago?

Typically there are 3 schedules to compare for your trip to Chicago. One train carrier operates regular service on the Kissimmee to Chicago route. Amtrak offers the most scheduled departures between Kissimmee to Chicago, usually offering 3 trips per day. On this route there are no direct schedules. This means that along your journey from Kissimmee to Chicago, you will need to disembark from the first train and board a connecting train. Depending on the carrier's policy, you may be responsible for transferring your own checked luggage, but you will definitely need to bring your hand luggage.

Are you not set on traveling by train? Take a look at Bus tickets from Kissimmee to Chicago, which start at $69.00.

One train company connects Kissimmee to Chicago

Amtrak

Amtrak train tickets from Kissimmee to Chicago start from $266.00, and on average cost $336.83. Daily there are 3 Amtrak schedules to Chicago. Amtrak in Kissimmee leaves from Grand Central Station - 111 E Dakin Ave, And in Chicago trains arrive at Union Station - 225 S Canal St,

From Kissimmee to Chicago train travel on Amtrak takes 45 hours and 36 minutes. If you are looking to get to Chicago faster, Amtrak offers more express schedule options with a travel time of 44 hours and 49 minutes.

Restroom
WiFi
Snacks
Loyalty rewards
Extra legroom
Power outlet
Air conditioning
Avg. Time
1d 21h 36m
Avg. Price
$336.83

Plan your next adventure

There is one train station from which trains depart Kissimmee on their way to Chicago:
  • Grand Central Station - 111 E Dakin Ave
There is one train station where trains from Kissimmee arrive in Chicago:
  • Union Station - 225 S Canal St