Travel Information
Compare bus, train, and flight for Chesterfield, MO to Chicago, IL
Omio recommends booking the train as it is the most popular option from Chesterfield, MO to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $36. For those with little time consider booking a flight which can get you there in 1h 34m. The ticket price range depends on the travel mode: a train costs an average of $36, and a flight costs an average of $362.
Distance: 269 miles (433 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
$36 Average price Cheapest | $362 Average price | $51 Average price |
5h 56m Average total duration 5h 26m Onboard + 30m Additional time* | 4h 34m Average total duration Fastest 1h 34m Onboard + 3h 0m Additional time* | 7h 30m Average total duration 7h 0m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Compare prices and tickets Chesterfield, MO to Chicago, IL by bus, train, or flight
Compare bus, 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.
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Journey information
Overview: Train from Chesterfield, MO to Chicago, IL
Trains from Chesterfield, MO to Chicago, IL run on average 10 times per day, taking around 5h 26m. Cheap train tickets for this journey start at $36 (€29) if you book in advance.
There are 6 trains per day. The earliest train runs at 04:30, the last at 23:00. The fastest train covers the 269 miles (433 km) distance in 5h 3m.
Distance 269 miles (433 km) |
Average train duration 5h 26m |
Cheapest ticket price $36 (€29) |
Trains per day 10 |
Direct trains 6 |
Fastest train 5h 3m |
First train 4:30 AM |
Last train 11:00 PM |
Train companies: Amtrak from Chesterfield, MO to Chicago, IL trainsAmtrak trains will get you between Chesterfield, MO and Chicago, IL from $36 (€29). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from Chesterfield, MO to Chicago, IL
Find answers to the most common questions about traveling from Chesterfield, MO 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.

popular train stations
Popular train stations from Chesterfield, MO to Chicago, IL
- 5:00 AM - 12:00 AM Monday - Sunday
- Free
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
- The Chicago Firehouse Restaurant
- Lou Mitchell's
- Outside the main entrance.
- Elevators, ramps, restrooms.
- $1
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
- Located in the main hall
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
- Bus: Several lines available
- CTA: Blue Line, Pink Line
More options for your journey from Chesterfield, MO to Chicago, IL
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