- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
$205
Average price
$251
Fastest journey
19 h 2 m
Average duration
21 h 30 m
Trains per day
5
Distance
925 km
The best way to find a cheap train ticket from Herndon, VA 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 Herndon, VA to Chicago, IL will cost around $251 if you buy it on the day, but the cheapest tickets can be found for only $205.
Of the 5 trains that leave Herndon, VA for Chicago, IL on Wed, Aug 05, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Wed, Aug 05 the direct trains cover the 925 km distance in an average of 21 h 30 m but if you time it right, some trains will get you there in just 19 h 2 m .
On Wed, Aug 05 the slowest trains will take 23 h 26 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
40 Floridian
94 Northeast Regional · 40 Floridian
20 Crescent · 40 Floridian
51 Cardinal
51 Cardinal
40 Floridian
94 Northeast Regional · 40 Floridian
20 Crescent · 40 Floridian
51 Cardinal
51 CardinalOmio recommends booking the bus as it is the most popular option from Herndon, VA to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $201. For those with little time consider booking a bus which can get you there in 24h 4m. The ticket price range depends on the travel mode: a bus costs an average of $201, and a bus costs an average of $201.
Distance: 574 miles (925 km)
Most popular Bus | Driving |
|---|---|
$215 Average price Cheapest | $137 Average price (fuel + tolls) |
24h 34m Average total duration Fastest 24h 4m Onboard + 30m Additional time* | 10h 19m Average total duration (door-to-door) |
Direct Options | Direct Options |
The table below shows live departures for Herndon, VA to Chicago, IL trains for tomorrow, Wednesday, August 5. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
51 Cardinal | 11:59 AM Alexandria Station, Alexandria, VA | 23h26 | 10:25 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
20 Crescent · 40 Floridian | 12:25 PM Manassas Station, Manassas, VA | 21h20 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
51 Cardinal | 12:32 PM Manassas Station, Manassas, VA | 22h53 | 10:25 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
94 Northeast Regional · 40 Floridian | 12:57 PM Alexandria Station, Alexandria, VA | 20h48 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
40 Floridian | 2:43 PM Alexandria Station, Alexandria, VA | 19h02 | 8:45 AM Chicago Union Station, Chicago, IL | 0 transfersDirect |
Find all the dates and times for this journey
Compare bus 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.
Take a train from Herndon, VA to Chicago, IL and enjoy the approximately 574 miles (925 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
There are 3 trains per day. The earliest train runs at 09:20, the last at 18:40.
Distance 574 miles (925 km) |
Trains per day 10 |
Direct trains 3 |
First train 9:20 AM |
Last train 6:40 PM |
Cheapest Month Sep |
Cheapest Day Wed |
High Season Jul - Sep |
Low Season Jan - Mar |
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from Herndon, VA 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 Herndon, VA to Chicago, IL trains use the Alexandria Station to Union Station station pair. Use this guide to compare Herndon, VA 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