- Must visit
Art Institute Of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
Omio recommends booking the train as it is the most popular option from Kendallville, IN to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $50. For those with little time consider booking a flight which can get you there in 1h 25m. The ticket price range depends on the travel mode: a train costs an average of $50, and a flight costs an average of $278.
Distance: 126 miles (203 km)
Most popular Train | Flight | Driving |
|---|---|---|
$50 Average price Cheapest | $278 Average price | $30 Average price (fuel + tolls) |
3h 51m Average total duration 3h 21m Onboard + 30m Additional time* | 4h 25m Average total duration Fastest 1h 25m Onboard + 3h 0m Additional time* | 2h 41m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Kendallville, IN to Chicago, IL:
A train is $229 (€188) less than a flight for this route with tickets for a flight from Kendallville, IN to Chicago, IL costing on average $278 (€229).
Other travel options to Chicago, IL take longer:
Train takes on average 3h 21m.
Tickets start at around $50 (€41) compared to roughly $30 (€24) in fuel and tolls — a saving of about $-19.76 (€-16.25). The journey takes 3h 21m versus 2h 41m 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 Kendallville, IN to Chicago, IL trains for today, Thursday, July 9. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 2:21 PM Kendallville, IN | 3h09 | 5:30 PM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare train 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 Kendallville, IN to Chicago, IL run on average 3 times per day, taking around 3h 21m. Cheap train tickets for this journey start at $50 (€41) if you book in advance.
There are 3 trains per day. The earliest train runs at 14:21, the last at 14:21. The fastest train covers the 126 miles (203 km) distance in 3h 9m.
Distance 126 miles (203 km) |
Average train duration 3h 21m |
Cheapest ticket price $50 (€41) |
Trains per day 3 |
Direct trains 3 |
Fastest train 3h 9m |
First train 2:21 PM |
Last train 2:21 PM |
Cheapest Month Jan |
Cheapest Day Fri |
High Season Oct - Dec |
Low Season Jul - Sep |
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
A top natural history museum known for Sue the T. rex, ancient cultures, fossils, and broad science collections.
A large hands-on science museum with a German submarine, space exhibits, and interactive engineering displays.
Chicago’s signature downtown park, home to Cloud Gate, gardens, public art, and major seasonal events.
The city’s best-known avenue for architecture, shopping, and bustling urban energy along North Michigan Avenue.
A popular pedestrian waterfront with excellent skyline views, bridges, and easy access to boat architecture tours.
A thick, buttery crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce. It is one of Chicago’s most iconic and debated local specialties.
An all-beef hot dog on a poppy seed bun topped with yellow mustard, relish, onions, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food served without ketchup.
Thinly sliced seasoned roast beef piled onto an Italian roll, often dipped in its juices and topped with sweet peppers or giardiniera. It is a defining working-class Chicago sandwich.
Chicago’s world-famous fine-dining restaurant known for highly creative tasting menus and theatrical presentation. It offers one of the city’s most celebrated upscale dining experiences.
A beloved casual institution best known for breaded steak sandwiches and hearty Italian-American comfort food. It has a loyal local following and an old-school atmosphere.
A legendary Chicago chain celebrated for buttery-crust deep-dish pizza and a classic casual atmosphere. One of the city’s best-known places to try this signature dish.
Chicago is pricey for hotels and dining, but budget eats and public transit help keep daily costs manageable.
Tip 18-20% at restaurants; 15-20% for taxis and rideshares; USD 1-2 per drink at bars; USD 1-2 per bag for bellhops; USD 2-5 per night for housekeeping.
Find answers to the most common questions about traveling from Kendallville, IN to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.

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