There are 8 ways to get from Estherville to Chicago by car, plane, taxi, bus, train, or bus (Greyhound, Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Mason City, fly to Chicago O'Hare International Airport
best- Drive from Estherville to Mason-City-Airport-MCWcar
- Fly from Mason City (MCW) to Chicago O'Hare International Airport (ORD)plane MCW - ORD
4h 18m$59–289Drive to Fort Dodge Municipal Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Estherville to Fort Dodge Municipal Airport (FOD)car
- Fly from Fort Dodge Municipal Airport (FOD) to Chicago O'Hare International Airport (ORD)plane FOD - ORD
4h 18m$58–298Taxi, bus, train
- Take the taxi from Estherville to Fairmonttaxi
- Take the bus from Fairmont to Minneapolisbus
- Take the train from St. Paul-Minneapolis to Chicago Union Stationtrain
12h 59m$276–463Bus
- Take the bus from Jackson to Minneapolisbus Jefferson Lines 702
- Take the bus from Minneapolis Bus Station to Chicago Bus Stationbus Greyhound US0150
13h 11m$184–278Drive 435 mi
- Drive from Estherville to Chicagocar 435 mi
9h 18m$80–115Bus to Sioux Falls, fly to Chicago O'Hare International Airport
- Take the bus from Jackson to Sioux Fallsbus
- Fly from Sioux Falls (FSD) to Chicago O'Hare International Airport (ORD)plane FSD - ORD
5h 51m$168–443Bus to Minneapolis–Saint Paul International Airport, fly to Chicago Midway International Airport
- Take the bus from Jackson to Minneapolisbus
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Chicago Midway International Airport (MDW)plane MSP - MDW
7h 29m$183–525Bus via Madison
- Take the bus from Jackson to Minneapolisbus
- Take the bus from Mall of America - IKEA - Bloomington to Madison, WI-Lake St.bus
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
15h 54m$207–301
Mason City (MCW) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Estherville to Chicago is to drive which costs $75 - $120 and takes 9h 18m.
The fastest way to get from Estherville to Chicago is to drive and fly which takes 4h 18m and costs $55 - $290.
No, there is no direct bus from Estherville to Chicago station. However, there are services departing from Jackson and arriving at Chicago Bus Station via Minneapolis Bus Station. The journey, including transfers, takes approximately 13h 11m.
The distance between Estherville and Chicago is 401 miles. The road distance is 437.5 miles.
The best way to get from Estherville to Chicago without a car is to taxi and bus and train which takes 12h 59m and costs $270 - $470.
It takes approximately 4h 18m to get from Estherville to Chicago, including transfers.
Estherville to Chicago bus services, operated by Jefferson Lines, depart from Jackson station.
Estherville to Chicago bus services, operated by Jefferson Lines, arrive at Minneapolis station.
Yes, the driving distance between Estherville to Chicago is 438 miles. It takes approximately 9h 18m to drive from Estherville to Chicago.
There are 1303+ hotels available in Chicago.
What companies run services between Estherville, IA, USA and Chicago, IL, USA?
You can take a vehicle from Estherville to Chicago Bus Station via Jackson and Minneapolis Bus Station in around 13h 11m.
- Website
- southwest.com
Flights from Minneapolis–Saint Paul International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $55–360
Flights from Minneapolis–Saint Paul International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 50m
- When
- Tuesday and Wednesday
- Estimated price
- $85–450
- Website
- united.com
Flights from Mason City to Chicago O'Hare International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $40–260
Flights from Fort Dodge Municipal Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $40–270
Flights from Sioux Falls to Chicago O'Hare International Airport
- Ave. Duration
- 1h 57m
- When
- Every day
- Estimated price
- $50–290
- Website
- delta.com
Flights from Sioux Falls to Chicago O'Hare International Airport via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 50m
- When
- Every day
- Estimated price
- $50–310
Flights from Minneapolis–Saint Paul International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $55–360
- Website
- aa.com
Flights from Sioux Falls to Chicago O'Hare International Airport
- Ave. Duration
- 2h 9m
- When
- Every day
- Estimated price
- $50–290
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from St. Paul-Minneapolis to Chicago Union Station
- Ave. Duration
- 7h 32m
- Frequency
- 3 times a day
- Estimated price
- $110–250
- Website
- Amtrak
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Fairmont to Minneapolis
- Ave. Duration
- 2h 40m
- Frequency
- Once daily
- Estimated price
- $40–65
- Book at
- Jefferson Lines
- Adult
- $40–65
Bus from Jackson to Minneapolis
- Ave. Duration
- 3h 10m
- Frequency
- Once daily
- Estimated price
- $50–70
- Book at
- Jefferson Lines
- Adult
- $50–70
Bus from Jackson to Sioux Falls
- Ave. Duration
- 1h 35m
- Frequency
- Once daily
- Estimated price
- $30–45
- Book at
- Jefferson Lines
- Adult
- $30–45
Bus from Jackson to Minneapolis
- Ave. Duration
- 3h 10m
- Frequency
- Once daily
- Estimated price
- $50–70
- Book at
- Jefferson Lines
- Adult
- $50–70
Bus from Jackson to Minneapolis
- Ave. Duration
- 3h 10m
- Frequency
- Once daily
- Estimated price
- $50–70
- Book at
- Jefferson Lines
- Adult
- $50–70
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Minneapolis Bus Station to Chicago Bus Station
- Ave. Duration
- 8h 30m
- Frequency
- 3 times a day
- Estimated price
- $60–120
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Minneapolis Bus Station to Chicago Bus Station
- Ave. Duration
- 9h 50m
- Frequency
- Once daily
- Estimated price
- $60–100
- Schedules at
- Flixbus USA
- Phone
- +1 414-266-4409
- [email protected]
- Website
- Badger Bus
Bus from Mall of America - IKEA - Bloomington to Madison, WI-Lake St.
- Ave. Duration
- 5h 40m
- Frequency
- Twice a week
- Estimated price
- $55–80
- Website
- Badger Bus
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- Rockland Coaches
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $26–60
- Schedules at
- Rockland Coaches
- Adult
- $26–60
- Ave. Duration
- 43 min
- Estimated price
- $120–150
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