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$388+ Cheap flights from Dothan (DHN) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
DHN — CHI
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap flight deals from Dothan to Chicago

Cheapest flights from Dothan to Chicago
Explore the most affordable flight options available from Dothan to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/176:00 am
DHN
-
MDW
1 stop5h 59m
Delta
Sat 2/216:00 am
MDW
-
DHN
1 stop5h 29m
Delta
Deal found 2/2$487
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/175:21 pm
DHN
-
ORD
1 stop6h 35m
Delta
Sat 2/216:45 am
ORD
-
DHN
1 stop4h 44m
Delta
Deal found 2/2$487
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/135:21 pm
DHN
-
ORD
1 stop6h 35m
Delta
Sun 2/156:45 am
ORD
-
DHN
1 stop4h 44m
Delta
Deal found 2/2$537
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:00 am
DHN
-
MDW
1 stop4h 21m
Delta
Sun 2/156:00 am
MDW
-
DHN
1 stop5h 29m
Delta
Deal found 2/3$587
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:00 am
DHN
-
ORD
2 stops7h 20m
Delta
Sun 2/1510:35 am
ORD
-
DHN
2 stops9h 35m
Delta
Deal found 2/3$597
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:00 am
DHN
-
ORD
2 stops7h 20m
Delta
Sun 2/2210:35 am
ORD
-
DHN
2 stops10h 23m
Delta
Deal found 2/3$748
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/175:21 pm
DHN
-
MDW
1 stop5h 12m
Delta
Fri 2/2010:49 am
MDW
-
DHN
1 stop5h 48m
Delta
Deal found 2/3$775
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/175:21 pm
DHN
-
ORD
1 stop6h 35m
Delta
Fri 2/209:45 am
ORD
-
DHN
1 stop6h 52m
Delta
Deal found 2/3$775

Find flight deals from Dothan to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Dothan (DHN) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$487
(Delta)
Provider with most accurate pricing for Dothan Arpt-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Dothan Arpt-Chicago (CHI) flights.
Search Deals
From Dothan Arpt to Chicago (CHI)
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dothan to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated February 4, 2026.
Use the filters below to find and compare flights from Dothan to Chicago that are best for you.

Fly from

Dothan

Fly to

Chicago

Route

Depart

Return

Price

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Tue 2/17

6:00 am-11:59 am

1 stop5h 59m

Chicago Midway

Sat 2/21

6:00 am-11:29 am

1 stop5h 29m

$487

DothanChicago

DHN - ORD

DHNORD

Dothan Arpt

Tue 2/17

5:21 pm-11:56 pm

1 stop6h 35m

Chicago O'Hare Intl

Sat 2/21

6:45 am-11:29 am

1 stop4h 44m

$487

DothanChicago

DHN - ORD

DHNORD

Dothan Arpt

Wed 2/18

5:21 pm-11:56 pm

1 stop6h 35m

Chicago O'Hare Intl

Sun 2/22

6:45 am-10:55 am

1 stop4h 10m

$487

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Sat 2/14

6:00 am-10:21 am

1 stop4h 21m

Chicago Midway

Sun 2/15

6:00 am-11:29 am

1 stop5h 29m

$587

DothanChicago

DHN - ORD

DHNORD

Dothan Arpt

Sat 2/14

6:00 am-10:07 am

1 stop4h 07m

Chicago O'Hare Intl

Sun 2/15

5:25 am-11:29 am

1 stop6h 04m

$587

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Tue 2/17

5:21 pm-10:33 pm

1 stop5h 12m

Chicago Midway

Fri 2/20

10:49 am-4:37 pm

1 stop5h 48m

$775

DothanChicago

DHN - ORD

DHNORD

Dothan Arpt

Tue 2/17

5:21 pm-11:56 pm

1 stop6h 35m

Chicago O'Hare Intl

Fri 2/20

9:45 am-4:37 pm

1 stop6h 52m

$775

DothanChicago

DHN - ORD

DHNORD

Dothan Arpt

Wed 2/18

5:21 pm-11:56 pm

1 stop6h 35m

$388

DothanChicago

DHN - ORD

DHNORD

Dothan Arpt

Thu 2/19

5:21 pm-11:56 pm

1 stop6h 35m

$388

DothanChicago

DHN - ORD

DHNORD

Dothan Arpt

Fri 2/20

5:21 pm-11:56 pm

1 stop6h 35m

$388

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 12 results
1
2
  • Most accurate provider: When it comes to deals on Dothan-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Dothan-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Dothan-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Dothan-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Dothan-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Dothan to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Dothan with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Dothan to Chicago

What is the cheapest month to book a flight from Dothan to Chicago?

Currently, November is the cheapest month in which you can book a flight from Dothan to Chicago (average of $87). Flying from Dothan to Chicago in January is currently the most expensive (average of $253). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Dothan to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Dothan to Chicago?

    Most people fly from Dothan Arpt (DHN) if they book a flight from Dothan to Chicago. On average, Dothan Arpt has 0 outbound flights to Chicago per day from 0 airlines. Dothan Arpt is conveniently located just 7.8 mi from Dothan’s city center.

  • How long is the flight from Dothan to Chicago?

    Airlines like Delta fly from Dothan to Chicago in about 5h 59m. The time it takes to get you to your destination can typically vary by up to . The distance from Dothan to Chicago is about 733 mi.

  • Can I find deals for flights from Dothan to Chicago that include hotel bookings?

    Yes. In addition to deals on Dothan to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dothan to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dothan to Chicago.

  • Can I find deals for business class flights from Dothan to Chicago?

    Yes. Cheapflights offers flight deals from Dothan to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Dothan to Chicago?

    Currently, November is the cheapest month in which you can book a flight from Dothan to Chicago (average of $87). Flying from Dothan to Chicago in January is currently the most expensive (average of $253). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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