There are 7 ways to get from Anna to Chicago by taxi, plane, train (Amtrak), bus, 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.
Taxi to Williamson County Regional Airport, fly
best- Take the taxi from Anna to Williamson County Regional Airport (MWA)taxi
- Fly from Williamson County Regional Airport (MWA) to Chicago O'Hare International Airport (ORD)plane MWA - ORD
3h 2m$163–315Drive 345.8 mi
cheapest- Drive from Anna to Chicagocar 345.8 mi
5h 43m$64–92Train (Amtrak)
- Take the train from Carbondale to Chicago Union Stationtrain Saluki / ...
5h 55m$146–264Bus
- Take the bus from Anna - Shell to Chicagobus Querétaro
7h 17m$88–201Taxi to Cape Girardeau Municipal Airport, fly
- Take the taxi from Anna to Cape Girardeau Municipal Airport (CGI)taxi
- Fly from Cape Girardeau Municipal Airport (CGI) to Chicago O'Hare International Airport (ORD)plane CGI - ORD
3h 14m$173–305Taxi to Barkley Regional Airport, fly
- Take the taxi from Anna to Barkley Regional Airport (PAH)taxi
- Fly from Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD)plane PAH - ORD
3h 17m$164–399Bus via Carbondale Intermodal Station
- Take the bus from Carbondale Intermodal Station to Chicago Bus Stationbus FlixBus N2521
9h 55m$141–194
Williamson County Regional Airport (MWA) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Anna to Chicago is to drive which costs $60 - $95 and takes 5h 43m.
The fastest way to get from Anna to Chicago is to taxi and fly which takes 3h 2m and costs $160 - $320.
No, there is no direct bus from Anna to Chicago. However, there are services departing from Anna - Shell and arriving at Dearborn & Harrison via California & 35th Street and 35th/Archer Orange Line Station. The journey, including transfers, takes approximately 7h 17m.
No, there is no direct train from Anna to Chicago station. However, there are services departing from Carbondale and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 5h 55m.
The distance between Anna and Chicago is 350 miles. The road distance is 347.8 miles.
The best way to get from Anna to Chicago without a car is to train which takes 5h 55m and costs $140 - $270.
It takes approximately 3h 2m to get from Anna to Chicago, including transfers.
Anna to Chicago bus services, operated by Tornado Bus Company, depart from Anna - Shell station.
Anna to Chicago train services, operated by Amtrak, depart from Carbondale station.
The best way to get from Anna to Chicago is to train which takes 5h 55m and costs $140 - $270. Alternatively, you can bus, which costs $85 - $210 and takes 7h 17m.
What companies run services between Anna, IL, USA and Chicago, IL, USA?
Amtrak operates a train from Carbondale to Chicago Union Station 3 times a day. Tickets cost $100–210 and the journey takes 5h 30m. Alternatively, Tornado Bus Company operates a bus from Anna - Shell to Chicago once daily. Tickets cost $70–180 and the journey takes 6h 20m.
- Website
- contouraviation.com
Flights from Williamson County Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $85–220
Flights from Cape Girardeau Municipal Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $95–210
- Website
- aa.com
Flights from Williamson County Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $40–280
- Website
- united.com
Flights from Barkley Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $40–250
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Carbondale to Chicago Union Station
- Ave. Duration
- 5h 30m
- Frequency
- 3 times a day
- Estimated price
- $100–210
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 358 6762
- [email protected]
- Website
- tornadobus.com
Bus from Anna - Shell to Chicago
- Ave. Duration
- 6h 20m
- Frequency
- Once daily
- Estimated price
- $70–180
- Schedules at
- tornadobus.com
- Adults 11-59
- $70–180
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Carbondale Intermodal Station to Chicago Bus Station
- Ave. Duration
- 9h 30m
- Frequency
- Once daily
- Estimated price
- $95–140
- Book at
- https://www.jeffersonlines.com
- Adult
- $95–140
- Ave. Duration
- 48 min
- Estimated price
- $75–150
Howard's Taxi Full Throttle
- Phone
- +1-573-270-9932
Ace Taxi
- Phone
- +1 216-361-4700
- Website
- acetaxi.com
Howard's Taxi Full Throttle
- Phone
- +1-573-270-9932
Ace Taxi
- Phone
- +1 216-361-4700
- Website
- acetaxi.com
Howard's Taxi Full Throttle
- Phone
- +1-573-270-9932
Ace Taxi
- Phone
- +1 216-361-4700
- Website
- acetaxi.com
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More Questions & Answers
Anna to Chicago bus services, operated by Tornado Bus Company, arrive at Chicago station.
Anna to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Anna to Chicago is 348 miles. It takes approximately 5h 43m to drive from Anna to Chicago.
There are 1295+ hotels available in Chicago.








