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Cheap flights from Dothan to Chicago from $348

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Dothan to Chicago departing on 6/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Dothan to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:13 pm - 9:09 pm
DHN
-
MDW
3h 56m
1 stop
Delta Logo
6:00 am - 11:18 am
MDW
-
DHN
5h 18m
1 stop
$427Delta
Fri, Jun 5 - Sun, Jun 7
Delta Logo
5:13 pm - 9:09 pm
DHN
-
MDW
3h 56m
1 stop
Delta Logo
10:45 am - 4:31 pm
MDW
-
DHN
5h 46m
1 stop
$527Delta
Tue, May 19 - Sat, May 23
Delta Logo
5:13 pm - 9:09 pm
DHN
-
MDW
3h 56m
1 stop
Delta Logo
9:22 am - 8:37 pm
MDW
-
DHN
11h 15m
2 stops
$532Delta
Tue, May 19 - Sat, May 23
Delta Logo
5:13 pm - 9:09 pm
DHN
-
MDW
3h 56m
1 stop
Delta Logo
6:23 am - 11:14 am
MDW
-
DHN
4h 51m
1 stop
$587Delta
Fri, May 22 - Mon, May 25
Delta Logo
6:00 am - 5:56 pm
DHN
-
MDW
11h 56m
2 stops
Delta Logo
6:23 am - 11:14 am
MDW
-
DHN
4h 51m
1 stop
$592Delta
Wed, May 20 - Sun, May 24
Delta Logo
12:04 pm - 6:33 pm
DHN
-
MDW
6h 29m
2 stops
Delta Logo
6:00 am - 11:18 am
MDW
-
DHN
5h 18m
1 stop
$648Delta
Fri, Jun 5 - Sun, Jun 7
Delta Logo
6:00 am - 9:59 am
DHN
-
MDW
3h 59m
1 stop
Delta Logo
10:54 am - 4:31 pm
MDW
-
DHN
5h 37m
1 stop
$695Delta
Sun, Aug 16 - Wed, Aug 19
Delta Logo
11:35 am - 4:15 pm
DHN
-
MDW
4h 40m
1 stop
Delta Logo
1:27 pm - 8:56 pm
MDW
-
DHN
7h 29m
2 stops
$700Delta
Sun, Aug 16 - Wed, Aug 19
Delta Logo
6:00 am - 9:59 am
DHN
-
MDW
3h 59m
1 stop
Delta Logo
6:23 am - 11:14 am
MDW
-
DHN
4h 51m
1 stop
$775Delta
Sun, May 24 - Wed, May 27
Delta Logo
6:00 am - 9:59 am
DHN
-
MDW
3h 59m
1 stop
Delta Logo
9:22 am - 8:37 pm
MDW
-
DHN
11h 15m
2 stops
$780Delta
Sun, May 24 - Wed, May 27

Delta flights from Dothan to Chicago Midway Airport

Our best Delta deals on Dothan to Chicago Midway Airport flight tickets
Delta
Jun 5
DHN5:13 pmDothan Arpt
3h 56m
1 stop
MDW9:09 pmChicago Midway
Jun 7
MDW6:00 amChicago Midway
5h 18m
1 stop
DHN11:18 amDothan Arpt
$427
Delta
May 19
DHN5:13 pmDothan Arpt
3h 56m
1 stop
MDW9:09 pmChicago Midway
May 23
MDW10:45 amChicago Midway
5h 46m
1 stop
DHN4:31 pmDothan Arpt
$527
Delta
May 19
DHN5:13 pmDothan Arpt
3h 56m
1 stop
MDW9:09 pmChicago Midway
May 23
MDW9:22 amChicago Midway
11h 15m
2 stops
DHN8:37 pmDothan Arpt
$532

momondo Fare Finder

 
Customize your flight search to find flights from Dothan to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 7, 2026.
Use the filters below to find and compare flights from Dothan to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Fri 6/5

5:13 pm-9:09 pm

1 stop3h 56m

Chicago Midway

Sun 6/7

6:00 am-11:18 am

1 stop5h 18m

$427

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Tue 5/19

5:13 pm-9:09 pm

1 stop3h 56m

Chicago Midway

Sat 5/23

10:45 am-4:31 pm

1 stop5h 46m

$527

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Tue 5/19

5:13 pm-9:09 pm

1 stop3h 56m

Chicago Midway

Sat 5/23

9:22 am-8:37 pm

2 stops11h 15m

$532
Quickest round-trip

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Fri 5/22

5:13 pm-9:09 pm

1 stop3h 56m

Chicago Midway

Mon 5/25

6:23 am-11:14 am

1 stop4h 51m

$587

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Wed 5/20

6:00 am-5:56 pm

2 stops11h 56m

Chicago Midway

Sun 5/24

6:23 am-11:14 am

1 stop4h 51m

$592

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Fri 6/5

12:04 pm-6:33 pm

2 stops6h 29m

Chicago Midway

Sun 6/7

6:00 am-11:18 am

1 stop5h 18m

$648

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Sun 8/16

6:00 am-9:59 am

1 stop3h 59m

Chicago Midway

Wed 8/19

10:54 am-4:31 pm

1 stop5h 37m

$695

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Sun 8/16

11:35 am-4:15 pm

1 stop4h 40m

Chicago Midway

Wed 8/19

1:27 pm-8:56 pm

2 stops7h 29m

$700

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Sun 5/24

6:00 am-9:59 am

1 stop3h 59m

Chicago Midway

Wed 5/27

6:23 am-11:14 am

1 stop4h 51m

$775

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Sun 5/24

6:00 am-9:59 am

1 stop3h 59m

Chicago Midway

Wed 5/27

9:22 am-8:37 pm

2 stops11h 15m

$780

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Dothan to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Dothan Arpt to Chicago Midway?

Delta is the most popular carrier operating from Dothan Arpt to Chicago Midway

What airlines fly to Chicago Midway Airport?

Southwest, Delta and Allegiant Air are the top three most popular airlines that fly to Chicago Midway Airport from Dothan according to our data. Southwest is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

When to book flights from Dothan to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Dothan to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Dothan to Chicago Midway Airport (DHN to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dothan to Chicago Midway Airport

Fastest flight time

4h 00m

Direct flights

None
The fastest flight from Dothan to Chicago Midway Airport takes 4h 00m
There are no direct flights from Dothan to Chicago Midway Airport. There are no popular flight routes from Dothan to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Dothan to Chicago Midway Airport

  • How far is Dothan Arpt to Chicago Midway by plane?

    There are 740.9 mi between Dothan Arpt and Chicago Midway. A reasonable flight in good conditions will take 4h 00m.

  • When did momondo last update prices for flights from Dothan Arpt Airport to Chicago Midway Airport?

    Prices for flights from Dothan Arpt Airport to Chicago Midway Airport refresh daily.

  • How old do you have to be to fly from Dothan Arpt Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Dothan Arpt Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
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Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Dothan to Chicago?

It is quick and easy to find Dothan to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Dothan to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Dothan which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Dothan to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Dothan.

I’m not ready to book a flight from Dothan to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Dothan to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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