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Cheap flights from Dothan to Chicago from $235

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 10/22. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Dothan to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 9:59 amDHN  Dothan Arpt-MDW Chicago Midway
3h 59m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:30 pm - 8:59 pmMDW  Chicago Midway-DHN Dothan Arpt
4h 29m1 stop Atlanta Hartsfield-Jackson
$447Delta
Thu, Sep 3 - Wed, Sep 9
Delta Logo
11:36 am - 4:15 pmDHN  Dothan Arpt-MDW Chicago Midway
4h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:29 am - 4:29 pmMDW  Chicago Midway-DHN Dothan Arpt
7h 00m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$452Delta
Thu, Sep 3 - Wed, Sep 9
Delta Logo
5:17 pm - 10:36 pmDHN  Dothan Arpt-MDW Chicago Midway
5h 19m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:30 pm - 8:59 pmMDW  Chicago Midway-DHN Dothan Arpt
4h 29m1 stop Atlanta Hartsfield-Jackson
$453Delta
Thu, Sep 3 - Wed, Sep 9
Delta Logo
5:17 pm - 10:36 pmDHN  Dothan Arpt-MDW Chicago Midway
5h 19m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:29 am - 4:29 pmMDW  Chicago Midway-DHN Dothan Arpt
7h 00m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$458Delta
Thu, Sep 3 - Wed, Sep 9
Delta Logo
11:36 am - 4:15 pmDHN  Dothan Arpt-MDW Chicago Midway
4h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:30 pm - 8:59 pmMDW  Chicago Midway-DHN Dothan Arpt
4h 29m1 stop Atlanta Hartsfield-Jackson
$463Delta
Thu, Sep 3 - Thu, Sep 10
Delta Logo
5:20 pm - 10:33 pmDHN  Dothan Arpt-MDW Chicago Midway
5h 13m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 11:33 amMDW  Chicago Midway-DHN Dothan Arpt
5h 29m1 stop Atlanta Hartsfield-Jackson
$494Delta
Thu, Oct 15 - Sun, Oct 18
Delta Logo
6:00 am - 12:47 pmDHN  Dothan Arpt-MDW Chicago Midway
6h 47m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
12:45 pm - 4:40 pmMDW  Chicago Midway-DHN Dothan Arpt
3h 55m1 stop Atlanta Hartsfield-Jackson
$499Delta
Thu, Oct 15 - Sun, Oct 18
Delta Logo
5:13 pm - 10:44 pmDHN  Dothan Arpt-MDW Chicago Midway
5h 31m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:10 pm - 8:57 pmMDW  Chicago Midway-DHN Dothan Arpt
3h 47m1 stop Atlanta Hartsfield-Jackson
$519Delta
Thu, Sep 24 - Fri, Sep 25
Delta Logo
5:13 pm - 10:44 pmDHN  Dothan Arpt-MDW Chicago Midway
5h 31m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:19 pm - 8:57 pmMDW  Chicago Midway-DHN Dothan Arpt
7h 38m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$524Delta
Thu, Sep 24 - Fri, Sep 25
Delta Logo
6:00 am - 11:51 amDHN  Dothan Arpt-MDW Chicago Midway
5h 51m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:56 am - 4:28 pmMDW  Chicago Midway-DHN Dothan Arpt
5h 32m1 stop Atlanta Hartsfield-Jackson
$537Delta
Tue, Aug 18 - Sat, Aug 22

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Delta flights from Dothan to Chicago Midway Airport

Our best Delta deals on Dothan to Chicago Midway Airport flight tickets
Delta
Sep 3
DHN6:00 amDothan Arpt
3h 59m
1 stop
MDW9:59 amChicago Midway
Sep 9
MDW4:30 pmChicago Midway
4h 29m
1 stop
DHN8:59 pmDothan Arpt
$447
Delta
Sep 3
DHN11:36 amDothan Arpt
4h 39m
1 stop
MDW4:15 pmChicago Midway
Sep 9
MDW9:29 amChicago Midway
7h 00m
2 stops
DHN4:29 pmDothan Arpt
$452
Delta
Sep 3
DHN5:17 pmDothan Arpt
5h 19m
1 stop
MDW10:36 pmChicago Midway
Sep 9
MDW4:30 pmChicago Midway
4h 29m
1 stop
DHN8:59 pmDothan Arpt
$453

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 August 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
Quickest round-trip

DothanChicago

DHN Dothan Arpt - MDW Chicago Midway

DHNMDW

Dothan Arpt

Thu 9/3

6:00 am-9:59 am

1 stop3h 59m

Chicago Midway

Wed 9/9

4:30 pm-8:59 pm

1 stop4h 29m

$447

DothanChicago

DHN Dothan Arpt - MDW Chicago Midway

DHNMDW

Dothan Arpt

Thu 9/3

11:36 am-4:15 pm

1 stop4h 39m

Chicago Midway

Wed 9/9

9:29 am-4:29 pm

2 stops7h 00m

$452

DothanChicago

DHN Dothan Arpt - MDW Chicago Midway

DHNMDW

Dothan Arpt

Thu 9/3

5:17 pm-10:36 pm

1 stop5h 19m

Chicago Midway

Wed 9/9

4:30 pm-8:59 pm

1 stop4h 29m

$453

DothanChicago

DHN Dothan Arpt - MDW Chicago Midway

DHNMDW

Dothan Arpt

Thu 9/3

5:17 pm-10:36 pm

1 stop5h 19m

Chicago Midway

Wed 9/9

9:29 am-4:29 pm

2 stops7h 00m

$458

DothanChicago

DHN Dothan Arpt - MDW Chicago Midway

DHNMDW

Dothan Arpt

Thu 9/3

11:36 am-4:15 pm

1 stop4h 39m

Chicago Midway

Thu 9/10

4:30 pm-8:59 pm

1 stop4h 29m

$463

DothanChicago

DHN Dothan Arpt - MDW Chicago Midway

DHNMDW

Dothan Arpt

Thu 10/15

5:20 pm-10:33 pm

1 stop5h 13m

Chicago Midway

Sun 10/18

6:04 am-11:33 am

1 stop5h 29m

$494

DothanChicago

DHN Dothan Arpt - MDW Chicago Midway

DHNMDW

Dothan Arpt

Thu 10/15

6:00 am-12:47 pm

2 stops6h 47m

Chicago Midway

Sun 10/18

12:45 pm-4:40 pm

1 stop3h 55m

$499

DothanChicago

DHN Dothan Arpt - MDW Chicago Midway

DHNMDW

Dothan Arpt

Thu 9/24

5:13 pm-10:44 pm

1 stop5h 31m

Chicago Midway

Fri 9/25

5:10 pm-8:57 pm

1 stop3h 47m

$519

DothanChicago

DHN Dothan Arpt - MDW Chicago Midway

DHNMDW

Dothan Arpt

Thu 9/24

5:13 pm-10:44 pm

1 stop5h 31m

Chicago Midway

Fri 9/25

1:19 pm-8:57 pm

2 stops7h 38m

$524

DothanChicago

DHN Dothan Arpt - MDW Chicago Midway

DHNMDW

Dothan Arpt

Tue 8/18

6:00 am-11:51 am

1 stop5h 51m

Chicago Midway

Sat 8/22

10:56 am-4:28 pm

1 stop5h 32m

$537

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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, Allegiant Air and Delta 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 51% 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 39m

Direct flights

None
The fastest flight from Dothan to Chicago Midway Airport takes 4h 39m
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 39m.

  • 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
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Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
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Porter
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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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