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$377+ Cheap flights from Dothan (DHN) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
DHN — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$377
(Delta)
From Dothan Arpt to Chicago (CHI)
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Find 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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/9. 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 10/225:06 pmDHN - MDW
1 stop5h 08mDelta
Sun 10/266:00 amMDW - DHN
1 stop4h 31mDelta
Deal found 9/9$377
This Delta deal was found by Cheapflights users on 9/9. 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 10/225:06 pmDHN - ORD
1 stop6h 52mDelta
Sun 10/265:20 amORD - DHN
1 stop5h 11mDelta
Deal found 9/9$377
This Delta deal was found by Cheapflights users on 9/10. 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.
Thu 9/256:02 amDHN - MDW
1 stop3h 38mDelta
Mon 9/2910:35 amMDW - DHN
1 stop5h 09mDelta
Deal found 9/10$467
This Delta deal was found by Cheapflights users on 9/10. 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.
Thu 9/256:02 amDHN - ORD
1 stop6h 22mDelta
Mon 9/295:30 amORD - DHN
1 stop4h 31mDelta
Deal found 9/10$542
This Delta deal was found by Cheapflights users on 9/9. 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 9/166:02 amDHN - MDW
1 stop3h 38mDelta
Thu 9/186:00 amMDW - DHN
1 stop4h 01mDelta
Deal found 9/9$937
This Delta deal was found by Cheapflights users on 9/9. 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 9/166:02 amDHN - ORD
1 stop4h 08mDelta
Thu 9/185:30 amORD - DHN
1 stop4h 31mDelta
Deal found 9/9$937
This Delta deal was found by Cheapflights users on 9/11. 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.
Mon 9/1510:41 amDHN - MDW
1 stop6h 54mDelta
Wed 9/1710:35 amMDW - DHN
1 stop5h 09mDelta
Deal found 9/11$1,077
This Delta deal was found by Cheapflights users on 9/11. 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.
Mon 9/154:30 pmDHN - ORD
1 stop4h 55mDelta
Wed 9/175:30 amORD - DHN
1 stop4h 31mDelta
Deal found 9/11$1,077

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 September 11, 2025.
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

Wed 10/22

5:06 pm-10:14 pm

1 stop5h 08m

Chicago Midway

Sun 10/26

6:00 am-10:31 am

1 stop4h 31m

$377

DothanChicago

DHN - ORD

DHNORD

Dothan Arpt

Wed 10/22

5:06 pm-11:58 pm

1 stop6h 52m

Chicago O'Hare Intl

Sun 10/26

5:20 am-10:31 am

1 stop5h 11m

$377

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Thu 9/25

10:41 am-6:35 pm

2 stops7h 54m

Chicago Midway

Mon 9/29

10:35 am-3:44 pm

1 stop5h 09m

$472

DothanChicago

DHN - ORD

DHNORD

Dothan Arpt

Thu 9/25

6:02 am-12:24 pm

1 stop6h 22m

Chicago O'Hare Intl

Mon 9/29

5:30 am-10:01 am

1 stop4h 31m

$542

DothanChicago

DHN - MDW

DHNMDW

Dothan Arpt

Sun 9/28

6:02 am-9:40 am

1 stop3h 38m

$379

DothanChicago

DHN - ORD

DHNORD

Dothan Arpt

Sun 9/28

4:30 pm-9:25 pm

1 stop4h 55m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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, August is the cheapest month in which you can book a flight from Dothan to Chicago (average of $245). Flying from Dothan to Chicago in March is currently the most expensive (average of $321). 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 08m. 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, August is the cheapest month in which you can book a flight from Dothan to Chicago (average of $245). Flying from Dothan to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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