There are 6 ways to get from Chicago to Fort Leavenworth by subway, plane, train, taxi, bus (Flixbus, Greyhound), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Subway to Chicago Midway International Airport, fly
best- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Kansas City (MCI)plane MDW - MCI
3h 31m$162–815Drive 516.3 mi
cheapest- Drive from Chicago to Fort Leavenworthcar 516.3 mi
8h 58m$92–132Train, taxi
- Take the train from Chicago Union Station to Napervilletrain
- Take the train from Naperville Amtrak Station to Kansas Citytrain
- Take the taxi from Kansas City to Fort Leavenworthtaxi
9h 37m$315–466Bus
- Take the bus from Chicago Bus Station to St Louis Bus Stationbus FlixBus 2510 / ...
- Take the bus from St Louis Bus Station to Leavenworth Bus Stopbus Greyhound US0180s
12h 42m$112–169Fly from Chicago O'Hare International Airport
- Fly from Chicago O'Hare International Airport (ORD) to Kansas City (MCI)plane ORD - MCI
3h 52m$122–505Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Kansas City (MCI)plane MKE - MCI
5h$219–896
Chicago Midway International Airport (MDW) to Kansas City (MCI) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Fort Leavenworth is to drive which costs $90 - $140 and takes 8h 58m.
The fastest way to get from Chicago to Fort Leavenworth is to subway and fly which takes 3h 31m and costs $160 - $850.
No, there is no direct bus from Chicago station to Fort Leavenworth. However, there are services departing from Chicago Bus Station and arriving at Leavenworth Bus Stop via St Louis Bus Station. The journey, including transfers, takes approximately 12h 42m.
The distance between Chicago and Fort Leavenworth is 435 miles. The road distance is 519.3 miles.
The best way to get from Chicago to Fort Leavenworth without a car is to train and taxi which takes 9h 37m and costs $310 - $470.
It takes approximately 3h 31m to get from Chicago to Fort Leavenworth, including transfers.
Chicago to Fort Leavenworth bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago to Fort Leavenworth is to bus which takes 12h 42m and costs $110 - $170. Alternatively, you can fly, which costs $120 - $550 and takes 3h 52m.
Chicago to Fort Leavenworth bus services, operated by Flixbus USA, arrive at St Louis Bus Station.
Yes, the driving distance between Chicago to Fort Leavenworth is 519 miles. It takes approximately 8h 58m to drive from Chicago to Fort Leavenworth.
What companies run services between Chicago, IL, USA and Fort Leavenworth, KS, USA?
You can take a bus from Chicago Bus Station to Fort Leavenworth via St Louis Bus Station and Leavenworth Bus Stop in around 12h 42m. Alternatively, American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Kansas City (MCI) hourly.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Kansas City
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $110–750
Flights from Chicago Midway International Airport to Kansas City via Indianapolis
- Ave. Duration
- 4h
- When
- Tuesday and Wednesday
- Estimated price
- $140–800
Flights from General Mitchell International Airport to Kansas City
- Ave. Duration
- 1h 35m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $120–750
- Website
- united.com
Flights from Chicago O'Hare International Airport to Kansas City
- Ave. Duration
- 1h 53m
- When
- Every day
- Estimated price
- $70–440
Flights from General Mitchell International Airport to Kansas City via Chicago O'Hare International Airport
- Ave. Duration
- 3h 40m
- When
- Wednesday
- Estimated price
- $120–750
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Kansas City
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $70–440
- Website
- delta.com
Flights from General Mitchell International Airport to Kansas City via Minneapolis
- Ave. Duration
- 3h 53m
- When
- Every day
- Estimated price
- $150–850
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from Adams/Wabash to Midway
- Ave. Duration
- 23 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $2–5
- Phone
- +1 312-696-3872
- Website
- Metra
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Naperville Amtrak Station to Kansas City
- Ave. Duration
- 6h 50m
- Frequency
- Once daily
- Estimated price
- $220–350
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 5h 55m
- Frequency
- Twice daily
- Estimated price
- $50–75
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from St Louis Bus Station to Leavenworth Bus Stop
- Ave. Duration
- 5h 40m
- Frequency
- Once daily
- Estimated price
- $50–80
- Website
- Greyhound
- Ave. Duration
- 45 min
- Estimated price
- $90–110
Kens Taxi & Shuttle Service
- Phone
- +1 816-946-4098
Local Budget Cab Co
- Phone
- +1 816-921-5000
- Website
- localbudgetcabco.com
Want to know more about travelling around United States
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Booking & Getting There
There are 20+ hotels available in Fort Leavenworth.
















