What is the cheapest way to get from Estero to Chicago?

The cheapest way to get from Estero to Chicago is to fly which costs $100 - $480 and takes 6h 54m.

What is the fastest way to get from Estero to Chicago?

The fastest way to get from Estero to Chicago is to fly which takes 6h 21m and costs $110 - $600.

Is there a direct bus between Estero and Chicago?

No, there is no direct bus from Estero to Chicago station. However, there are services departing from S Tamiami Trl @ County Rd and arriving at Chicago Bus Station via Fort Myers 7-11, Tallahassee and Nashville Bus Station. The journey, including transfers, takes approximately 32h 8m.

How far is it from Estero to Chicago?

The distance between Estero and Chicago is 1146 miles. The road distance is 1245.1 miles.

How do I travel from Estero to Chicago without a car?

The best way to get from Estero to Chicago without a car is to bus which takes 32h 8m and costs $270 - $550.

How long does it take to get from Estero to Chicago?

It takes approximately 6h 21m to get from Estero to Chicago, including transfers.

Where do I catch the Estero to Chicago bus from?

Estero to Chicago bus services, operated by RedCoach, depart from Fort Myers 7-11 station.

Bus or fly from Estero to Chicago?

The best way to get from Estero to Chicago is to fly which takes 6h 21m and costs $110 - $600. Alternatively, you can bus, which costs $270 - $550 and takes 32h 8m.

Where does the Estero to Chicago bus arrive?

Estero to Chicago bus services, operated by RedCoach, arrive at Tallahassee, FL station.

What is the time difference between Estero and Chicago?

Chicago is 1h behind Estero. It is currently 11:26 PM in Estero and 10:26 PM in Chicago.

Can I drive from Estero to Chicago?

Yes, the driving distance between Estero to Chicago is 1245 miles. It takes approximately 22h 26m to drive from Estero to Chicago.

Where can I stay near Chicago?

There are 1080+ hotels available in Chicago.

Estero to Chicago - 6 ways to travel via train, plane, bus, and car

How to get fromEstero to Chicago

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There are 6 ways to get from Estero to Chicago by plane, bus (Greyhound, Flixbus), bus, train, 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.

Fly Ft. Myers to Chicago Midway International Airport
best
1. Fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW)plane RSW - MDW
6h 21m
$116–560
Fly Ft. Myers to Chicago O'Hare International Airport
cheapest
1. Fly from Ft. Myers (RSW) to Chicago O'Hare International Airport (ORD)plane RSW - ORD
6h 54m
$100–480
Bus
1. Take the bus from Fort Myers 7-11 to Tallahassee, FLbus
2. Take the bus from Tallahassee to Nashville Bus Stationbus
3. Take the bus from Nashville Bus Station to Chicago Bus Stationbus
32h 8m
$272–513
Bus, train (Amtrak)
1. Take the bus from Fort Myers Amtrak Bus Stop to Tampabus Amtrak Thruway Connecting Service
2. Take the train from Tampa to Chicago Union Stationtrain Floridian
45h 42m
$600–1,330
Drive 1,237.9 mi
1. Drive from Estero to Chicagocar 1,237.9 mi
22h 26m
$226–327
Bus to Sarasota–Bradenton International Airport, fly to Chicago Midway International Airport
1. Take the bus from Fort Myers Bus Stop to Sarasota Cattlemen Transfer Centerbus
2. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)plane SRQ - MDW
9h 39m
$146–682

Ft. Myers (RSW) to Chicago Midway International Airport (MDW) flights

43Weekly Planes

4h 11mAverage Duration

$115Cheapest Price

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Questions & Answers

Map of how to get from Estero to Chicago.

Launch map view

Distance: 1,139.3 mi
Duration: 6h 21m

What companies run services between Estero, FL, USA and Chicago, IL, USA?

Southwest Airlines and Delta fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a bus from S Tamiami Trl @ County Rd to Chicago Bus Station via South Fort Myers Transfer/P&R, Fort Myers 7-11, Tallahassee, FL, Tallahassee, and Nashville Bus Station in around 32h 8m.

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