$140 Cheap Flights from Daytona Beach (DAB) to Chicago (MDW)

View $140 flight on Tue, Sep 30, 2025Opens in a new window

Popular airlines from Daytona Beach Intl. Airport (DAB) to Chicago Midway Airport (MDW)

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Cheap Flights from Daytona Beach to Chicago (DAB-MDW)

Prices were available within the past 7 days and start at $140 for one-way flights and $268 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Sep 13 - Wed, Sep 17
DAB
Daytona Beach
MDW
Chicago
$268 Roundtrip, just found
$268
Roundtrip
just found
Select Delta flight, departing Sat, Sep 13 from Daytona Beach to Chicago, returning Wed, Sep 17, priced at $268 just found
Delta
Sat, Sep 27 - Sat, Oct 11
DAB
Daytona Beach
MDW
Chicago
$272 Roundtrip, found 5 days ago
$272
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep 27 from Daytona Beach to Chicago, returning Sat, Oct 11, priced at $272 found 5 days ago
Delta
Fri, Sep 12 - Wed, Sep 17
DAB
Daytona Beach
MDW
Chicago
$289 Roundtrip, just found
$289
Roundtrip
just found
Select Delta flight, departing Fri, Sep 12 from Daytona Beach to Chicago, returning Wed, Sep 17, priced at $289 just found
Delta
Sun, Aug 31 - Sat, Sep 6
DAB
Daytona Beach
MDW
Chicago
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Aug 31 from Daytona Beach to Chicago, returning Sat, Sep 6, priced at $292 found 1 day ago
Delta
Wed, Sep 3 - Sat, Sep 6
DAB
Daytona Beach
MDW
Chicago
$298 Roundtrip, found 1 day ago
$298
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 3 from Daytona Beach to Chicago, returning Sat, Sep 6, priced at $298 found 1 day ago
Delta
Tue, Sep 30 - Wed, Oct 15
DAB
Daytona Beach
MDW
Chicago
$299 Roundtrip, found 5 days ago
$299
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 30 from Daytona Beach to Chicago, returning Wed, Oct 15, priced at $299 found 5 days ago
Delta
Tue, Aug 26 - Sat, Aug 30
DAB
Daytona Beach
MDW
Chicago
$300 Roundtrip, found 2 days ago
$300
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 26 from Daytona Beach to Chicago, returning Sat, Aug 30, priced at $300 found 2 days ago
Delta
Tue, Oct 28 - Sat, Nov 8
DAB
Daytona Beach
MDW
Chicago
$302 Roundtrip, found 2 days ago
$302
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 28 from Daytona Beach to Chicago, returning Sat, Nov 8, priced at $302 found 2 days ago
Delta
Sat, Sep 27 - Wed, Oct 15
DAB
Daytona Beach
MDW
Chicago
$303 Roundtrip, found 5 days ago
$303
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep 27 from Daytona Beach to Chicago, returning Wed, Oct 15, priced at $303 found 5 days ago
Delta
Tue, Sep 23 - Wed, Oct 1
DAB
Daytona Beach
MDW
Chicago
$310 Roundtrip, found 1 day ago
$310
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 23 from Daytona Beach to Chicago, returning Wed, Oct 1, priced at $310 found 1 day ago

Find the cheapest month to fly from Daytona Beach (DAB) to Chicago (MDW)

September is typically the cheapest month to fly

From $265 - $725 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Average driving time to city center is 23 minutes. Flights from $428
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $428
Flights from Daytona Beach (DAB) to Chicago (MDW)
Origin airport
Daytona Beach Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$267
Distance
947 mi

Daytona Beach to Chicago Flights

The cheapest times to fly from Daytona Beach to Chicago

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 Daytona Beach to Chicago are during the month of September. You can find some of the cheapest flights from Daytona Beach to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Daytona Beach to Chicago

Sunday is one of the best days to book for cheap flights from Daytona Beach to Chicago: 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 Daytona Beach to Chicago

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 Daytona Beach to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $140 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 Daytona Beach to Chicago 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 Daytona Beach to Chicago 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.

 

Frequently asked questions

How much does a flight from Daytona Beach Intl. Airport (DAB) to Midway Intl. Airport (MDW) cost?
Discover the latest flight deals from DAB to MDW by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from DAB to MDW?
The cheapest flights from DAB to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Daytona Beach Intl. Airport (DAB) to Midway Intl. Airport (MDW)?
There aren't any direct flights from Daytona Beach, FL (DAB-Daytona Beach Intl.) to Midway Intl. Airport (MDW). However, you'll find other airports that offer nonstop flights. Start your journey at Orlando Intl. Airport (MCO) and fly straight to Chicago without layovers.
What is the cheapest airline that flies from DAB to MDW?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from DAB to MDW. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Daytona Beach Intl. Airport (DAB) to Midway Intl. Airport (MDW)?
There aren't any daily direct flights departing from Daytona Beach Intl. Airport (DAB) to Midway Intl. Airport (MDW). But you can choose flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way before you know it.
What day of the week has the most flights from DAB to MDW?
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 public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Daytona Beach Intl. Airport (DAB) to Midway Intl. Airport (MDW)?
To touch down at Midway Intl. Airport (MDW) on time, book a flight that leaves Daytona Beach Intl. Airport (DAB) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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 Daytona Beach Intl. Airport (DAB) to Midway Intl. Airport (MDW) last-minute?
Waiting until just before your trip to book your flight from DAB to MDW often results in higher prices. While it's possible to find some last-minute deals, they aren't always guaranteed. Be flexible with your travel plans to maximize your chances of landing a bargain.
Is it cheaper to book a DAB to MDW flight and hotel package?
You can save money by booking a DAB to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. Once you've chosen your preferred accommodations and flights, consider adding extras including tours, car rentals and activities.
Can I cancel or change the date of my flight from Daytona Beach Intl. Airport (DAB) to Midway Intl. Airport (MDW)?
Typically, you can reschedule or cancel your DAB to MDW flight. However, additional charges may apply, especially if your booking was made more than 24 hours ago. Double-check your itinerary for the airline's policies and fees on flight changes, or if you want more details, head to our Customer Service portal.

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Chicago nearby Airports

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Daytona Beach to O'Hare Intl.
$267.13
*Available to One Key members.