- Must visit
Art Institute of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
Cheapest price
$148
Average price
$148
Fastest journey
8 h 41 m
Average duration
8 h 41 m
Trains per day
1
Distance
426 km
The best way to find a cheap train ticket from Brentwood, MO to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Brentwood, MO to Chicago, IL will cost around $148 if you buy it on the day, but the cheapest tickets can be found for only $148.
It's difficult to get from Brentwood, MO to Chicago, IL without transferring at least once.


Omio recommends booking the train as it is the most popular option from Brentwood, MO to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $32. For those with little time consider booking a flight which can get you there in 1h 29m. The ticket price range depends on the travel mode: a train costs an average of $32, and a flight costs an average of $373.
Distance: 264 miles (426 km)
Most popular Train | Bus | Flight | Driving |
|---|---|---|---|
$36 Average price Cheapest | $61 Average price | $373 Average price | $62 Average price (fuel + tolls) |
4h 46m Average total duration 4h 16m Onboard + 30m Additional time* | 9h 38m Average total duration 9h 8m Onboard + 30m Additional time* | 4h 29m Average total duration Fastest 1h 29m Onboard + 3h 0m Additional time* | 4h 41m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Brentwood, MO to Chicago, IL:
A train is $26 (€21) less than a bus for this route with tickets for a bus from Brentwood, MO to Chicago, IL costing on average $61 (€50).
A train is $337 (€277) less than a flight for this route with tickets for a flight from Brentwood, MO to Chicago, IL costing on average $373 (€307).
Other travel options to Chicago, IL take longer:
Train takes on average 4h 16m.
Bus takes on average 9h 8m.
The journey is about 25m faster (4h 16m by train vs 4h 41m by car) and roughly $26 (€21) cheaper once you factor in fuel and tolls ($36 (€29) vs $62 (€51)). You'll also arrive in the city centre rather than hunting for parking, and you can work, read, or watch the landscape go by instead of concentrating on the road.
Driving is still worth considering if you want to stop along the way or need a car once you arrive.
The table below shows live departures for Brentwood, MO to Chicago, IL trains for tomorrow, Monday, July 13. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 12:44 AM Brentwood, MO | 8h41 | 9:25 AM Chicago, IL | 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 Brentwood, MO to Chicago, IL run on average 15 times per day, taking around 4h 16m. Cheap train tickets for this journey start at $32 (€26) if you book in advance.
There are 12 trains per day. The earliest train runs at 11:14, the last at 21:39. The fastest train covers the 264 miles (426 km) distance in 4h 11m.
Distance 264 miles (426 km) |
Average train duration 4h 16m |
Cheapest ticket price $32 (€26) |
Trains per day 15 |
Direct trains 12 |
Fastest train 4h 11m |
First train 11:14 AM |
Last train 9:39 PM |
Cheapest Month Feb |
Cheapest Day Tue |
High Season Jan - Mar |
Low Season Apr - Jun |
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.
Renowned natural history museum known for dinosaur fossils, global anthropology collections, and the famous T. rex, SUE.
Large hands-on science museum with a U-505 submarine, space exhibits, and interactive displays popular with families.
Chicago’s signature public park, home to major public art, gardens, and frequent events in the city center.
Famous stretch of Michigan Avenue known for landmark buildings, shopping, and one of the city’s busiest visitor corridors.
Popular pedestrian waterfront lined with views of major architecture, bridges, and boat activity through downtown.
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 Brentwood, 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.

Most Brentwood, MO to Chicago, IL trains use the St. Louis Station to Union Station station pair. Use this guide to compare Brentwood, MO and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
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, restrooms.
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
Here are some other resources that might have the information you need