$267 Cheap Flights from Chicago (MDW) to Dothan (DHN)

View $267 flight on Sat, Jan 17, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Dothan, AL (DHN-Dothan Regional)

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Cheap Flights from Chicago to Dothan (MDW-DHN)

Prices were available within the past 7 days and start at $267 for one-way flights and $367 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Feb 17 - Tue, Feb 24
MDW
Chicago
DHN
Dothan
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 17 from Chicago to Dothan, returning Tue, Feb 24, priced at $367 found 1 day ago
Delta
Fri, Jan 16 - Tue, Jan 20
MDW
Chicago
DHN
Dothan
$377 Roundtrip, found 1 day ago
$377
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jan 16 from Chicago to Dothan, returning Tue, Jan 20, priced at $377 found 1 day ago
Delta
Mon, Jan 5 - Tue, Jan 13
MDW
Chicago
DHN
Dothan
$387 Roundtrip, found 2 days ago
$387
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jan 5 from Chicago to Dothan, returning Tue, Jan 13, priced at $387 found 2 days ago
Delta
Mon, Jan 5 - Sun, Jan 11
MDW
Chicago
DHN
Dothan
$407 Roundtrip, found 2 days ago
$407
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jan 5 from Chicago to Dothan, returning Sun, Jan 11, priced at $407 found 2 days ago
Delta
Thu, May 7 - Tue, May 12
MDW
Chicago
DHN
Dothan
$413 Roundtrip, found 5 days ago
$413
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, May 7 from Chicago to Dothan, returning Tue, May 12, priced at $413 found 5 days ago
Delta
Wed, Feb 11 - Mon, Feb 16
MDW
Chicago
DHN
Dothan
$413 Roundtrip, found 4 hours ago
$413
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Feb 11 from Chicago to Dothan, returning Mon, Feb 16, priced at $413 found 4 hours ago
Delta
Wed, Jan 14 - Wed, Jan 28
MDW
Chicago
DHN
Dothan
$418 Roundtrip, found 4 days ago
$418
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Jan 14 from Chicago to Dothan, returning Wed, Jan 28, priced at $418 found 4 days ago
Delta
Thu, Feb 19 - Mon, Feb 23
MDW
Chicago
DHN
Dothan
$423 Roundtrip, found 3 days ago
$423
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Feb 19 from Chicago to Dothan, returning Mon, Feb 23, priced at $423 found 3 days ago
Delta
Thu, Jan 1 - Tue, Jan 13
MDW
Chicago
DHN
Dothan
$426 Roundtrip, found 2 days ago
$426
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Jan 1 from Chicago to Dothan, returning Tue, Jan 13, priced at $426 found 2 days ago
Delta
Thu, Feb 19 - Mon, Feb 23
MDW
Chicago
DHN
Dothan
$428 Roundtrip, found 3 days ago
$428
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Feb 19 from Chicago to Dothan, returning Mon, Feb 23, priced at $428 found 3 days ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Dothan Regional Airport (DHN) cost?
Snag a cheap one-way flight from $267 or cheap return flight from $367 from Midway Intl. Airport (MDW) to Dothan Regional Airport (DHN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Dothan Regional Airport (DHN)?
February is the least expensive month to fly from MDW to DHN. Planning your trip for the off-season is often the key to better flight prices.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Dothan Regional Airport (DHN)?
Use the filter tool on Expedia to compare different airlines and find the most affordable carrier that'll take you from MDW to DHN. Then, sort your results by "Price (lowest to highest)" to pick up a good deal.
How many flights per day from Midway Intl. Airport (MDW) to Dothan Regional Airport (DHN)?
You'll need to take a flight with a layover if you're traveling from Midway Intl. Airport (MDW) to Dothan Regional Airport (DHN). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from MDW to DHN?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Dothan Regional Airport (DHN)?
Choose a flight from Midway Intl. Airport (MDW) to Dothan Regional Airport (DHN) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Later departures are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Dothan Regional Airport (DHN) last-minute?
Holding off until just before your trip to book your flight from MDW to DHN often results in higher prices. Although you may find some last-minute offers, they're not always guaranteed. Be flexible with your travel plans for the best chance of snagging a bargain.
Is it cheaper to book a MDW to DHN flight and hotel package?
You'll generally save money by securing a MDW to DHN flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. After choosing your ideal flights and accommodations, consider adding extras including car rentals, tours and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Dothan Regional Airport (DHN)?
If you booked your MDW to DHN flight within the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for further details.

Travel information

Origin airport
Midway Intl.
Destination airport
Dothan Regional
Airlines serving
Delta
Roundtrip price
$366
Distance
734 mi

Book with confidence

Chicago to Dothan Flights

The cheapest times to fly from Chicago to Dothan

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Dothan are during the month of February. You can find some of the cheapest flights from Chicago to Dothan with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Dothan

Sunday is one of the best days to book for cheap flights from Chicago to Dothan: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Dothan

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Dothan in 2026. You can also book with separate airlines for your outbound and return journeys, from $267 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Dothan flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Dothan airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Dothan Flights

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