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How to Travel from

Chicago to Freeport

by Plane, Train, Route or Car

Chicago
→
+0 →
Freeport
Transport search to Freeport
Simply select points
A and B, and we will create
a convenient route for you 👍
United States of America Chicago Freeport
Chicago
→
+0 →
Freeport
Building a composite car route
Simply select points
A and B, and we will create
a convenient route for you 👍
To build a composite route, click the "Add point" button.
You can also move and delete intermediate points.
Cheapest
Best Offer!
Car
15 h 23 min
1454 km.
from $79
Composite Route Car Only
Schedule

Chicago, United States of America → Freeport, United States of America

All
05 Apr 2026
April 2026
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Four ways to Travel from Chicago to Freeport

Composite routes from Chicago to Freeport

Cheapest
15 h 23 min
Car
1454 km.
from $79
Other
25 h 46 min
1272 km.
from $398.87
25 h 52 min
Train, Taxi, Bus
1272 km.
from $489.82

Transport providers

Airlines

American Airlines

Website:
aa.com/
Plane from Chicago O'Hare International Airport to Northwest
Ave. Duration:
2h 21m
Frequency:
Saturday
Estimated price:
$195.65–$869.57
Plane from Chicago O'Hare International Airport to Destin–Fort
Ave. Duration:
2h 36m
Frequency:
Every day
Estimated price:
$163.04–$706.52

Delta

Website:
delta.com/
Plane from Midway International Airport to Northwest
Ave. Duration:
4h 46m
Frequency:
Every day
Estimated price:
$228.26–$478.26
Plane from Chicago O'Hare International Airport to Northwest
Ave. Duration:
5h 1m
Frequency:
Every day
Estimated price:
$217.39–$445.65

United Airlines

Website:
united.com/
Plane from Chicago O'Hare International Airport to Northwest
Ave. Duration:
2h 17m
Frequency:
Every day
Estimated price:
$260.87–$869.57

Southwest Airlines

Website:
southwest.com/
Plane from Midway International Airport to Northwest
Ave. Duration:
2h 10m
Frequency:
Monday, Thursday, Friday, Saturday, and Sunday
Estimated price:
$217.39–$706.52
Plane from Chicago O'Hare International Airport to Northwest
Ave. Duration:
4h 25m
Frequency:
Monday, Thursday, and Friday
Estimated price:
$206.52–$652.17
Plane from Midway International Airport to Destin–Fort
Ave. Duration:
4h 28m
Frequency:
Every day
Estimated price:
$173.91–$597.83
Plane from Chicago O'Hare International Airport to Destin–Fort
Ave. Duration:
4h 10m
Frequency:
Monday to Friday
Estimated price:
$163.04–$521.74

Allegiant Air

Website:
allegiantair.com/
Plane from Midway International Airport to Destin–Fort
Ave. Duration:
2h 12m
Frequency:
Thursday and Sunday
Estimated price:
$119.57–$391.30

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Chicago Union Station to New
Ave. Duration:
19h 42m
Frequency:
Once daily
Estimated price:
$76.09–$271.74

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Email:
Website:
greyhound.com/
Bus from Chicago Bus Station to Nashville
Ave. Duration:
10h 20m
Frequency:
4 times a day
Estimated price:
$31.52–$206.52
Bus from Nashville Bus Station to Tallahassee
Ave. Duration:
9h 40m
Frequency:
Twice daily
Estimated price:
$31.52–$206.52

Tornado Bus Company

Phone:
+1 888 358 6762
Email:
Website:
tornadobus.com
Bus from Flying J Travel Cntr - Tallahassee, FL to Whataburger
Ave. Duration:
1h 56m
Frequency:
Once daily
Estimated price:
$18.48–$59.78
Bus from TA Travel Center - Slidell to Whataburger
Ave. Duration:
3h 45m
Frequency:
Once daily
Estimated price:
$41.30–$103.26
Bus from Circle K - Gainesville, FL to Whataburger
Ave. Duration:
4h 8m
Frequency:
Once daily
Estimated price:
$46.74–$119.57

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from Chicago Bus Station to Nashville
Ave. Duration:
11h 20m
Frequency:
Once daily
Estimated price:
$36.96–$119.57
Bus from Chicago Bus Station to Atlanta
Ave. Duration:
14h 30m
Frequency:
Once daily
Estimated price:
$54.35–$173.91
Bus from Atlanta Bus Station to Gainesville
Ave. Duration:
6h 30m
Frequency:
Once daily
Estimated price:
$27.17–$92.39

Questions and Answers

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

The cheapest way to get from Chicago to Freeport is to drive which costs $152.17 - $228.26 and takes 15h 18m.

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

The fastest way to get from Chicago to Freeport is to fly which takes 4h 18m and costs $304.35 - $597.83 .

How far is it from Chicago to Freeport?

The distance between Chicago and Freeport is 1353 km. The road distance is 1454.9 km.

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

The best way to get from Chicago to Freeport without a car is to bus which takes 25h 46m and costs $130.43 - $532.61 .

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

It takes approximately 4h 18m to get from Chicago to Freeport, including transfers.

Bus or fly from Chicago to Freeport?

The best way to get from Chicago to Freeport is to fly which takes 4h 18m and costs $304.35 - $597.83 . Alternatively, you can bus, which costs $130.43 - $532.61 and takes 25h 46m.

Can I drive from Chicago to Freeport?

Yes, the driving distance between Chicago to Freeport is 1455 km. It takes approximately 15h 18m to drive from Chicago to Freeport.

Where can I stay near Freeport?

There are 2149+ hotels available in Freeport. Prices start at $67.83 per night.
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