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$153+ Cheap flights from Dayton (DAY) to Midway (MDW)

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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — MDW
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
1 adult, Economy
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Cheap flight deals from Dayton to Midway

Cheapest flights from Dayton to Midway
Explore the most affordable flight options available from Dayton to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2610:19 am
DAY
-
MDW
1 stop22h 45m
Multiple Airlines
Thu 4/302:15 pm
MDW
-
DAY
2 stops29h 14m
Multiple Airlines
Deal found 3/11$359
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2610:19 am
DAY
-
MDW
1 stop22h 45m
Multiple Airlines
Wed 4/292:15 pm
MDW
-
DAY
2 stops18h 14m
Multiple Airlines
Deal found 3/11$360
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/710:19 am
DAY
-
MDW
2 stops25h 50m
Multiple Airlines
Sun 5/109:16 am
MDW
-
DAY
1 stop7h 15m
Multiple Airlines
Deal found 3/12$377
This Delta deal was found by Cheapflights users on 3/11. 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.
Tue 4/216:44 pm
DAY
-
MDW
2 stops15h 02m
Delta
Mon 4/279:29 am
MDW
-
DAY
2 stops13h 48m
Delta
Deal found 3/11$415
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/249:19 pm
DAY
-
MDW
2 stops22h 18m
Multiple Airlines
Thu 4/309:16 am
MDW
-
DAY
1 stop7h 41m
Multiple Airlines
Deal found 3/11$451
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2310:19 am
DAY
-
MDW
2 stops34h 12m
Multiple Airlines
Thu 4/309:16 am
MDW
-
DAY
1 stop7h 41m
Multiple Airlines
Deal found 3/11$476
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/910:19 am
DAY
-
MDW
1 stop12h 02m
Multiple Airlines
Sat 4/116:00 am
MDW
-
DAY
1 stop25h 29m
Multiple Airlines
Deal found 3/11$477
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/910:19 am
DAY
-
MDW
1 stop12h 02m
Multiple Airlines
Thu 4/162:15 pm
MDW
-
DAY
2 stops26h 23m
Multiple Airlines
Deal found 3/12$486
This Delta deal was found by Cheapflights users on 3/11. 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.
Tue 4/216:44 pm
DAY
-
MDW
2 stops15h 02m
Delta
Thu 4/309:29 am
MDW
-
DAY
2 stops13h 48m
Delta
Deal found 3/11$494
This Delta deal was found by Cheapflights users on 3/11. 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.
Tue 4/216:44 pm
DAY
-
MDW
2 stops15h 02m
Delta
Tue 4/289:29 am
MDW
-
DAY
2 stops13h 48m
Delta
Deal found 3/11$500
This Delta deal was found by Cheapflights users on 3/11. 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.
Tue 4/216:44 pm
DAY
-
MDW
2 stops15h 02m
Delta
Sat 4/259:46 am
MDW
-
DAY
2 stops12h 01m
Delta
Deal found 3/11$529

Find flight deals from Dayton to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Dayton (DAY) to Midway (MDW). 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 March 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$359
(Kiwi.com)

One-way from

$153
(Kiwi.com)

Popular in

March

Cheapest in

December

Average price

$403
Provider with most accurate pricing for Dayton-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Dayton-Chicago Midway flights.
Search Deals
From Dayton to Chicago Midway
Search Deals
One-way flight from Dayton to Chicago Midway
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dayton to Midway 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 March 13, 2026.
Use the filters below to find and compare flights from Dayton to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Tue 4/21

2:49 pm-10:28 pm

1 stop8h 39m

Chicago Midway

Fri 4/24

6:38 pm-10:43 am

2 stops15h 05m

$591

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 4/24

2:49 pm-10:28 pm

1 stop8h 39m

Chicago Midway

Wed 4/29

6:38 pm-10:43 am

2 stops15h 05m

$611

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Thu 4/2

9:12 pm-11:13 pm

2 stops27h 01m

Chicago Midway

Sun 4/5

5:05 am-8:22 pm

1 stop14h 17m

$649

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Thu 7/2

6:00 am-11:56 am

1 stop6h 56m

Chicago Midway

Sat 7/4

10:35 am-5:50 pm

1 stop6h 15m

$1,073

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 5/1

6:00 am-12:07 pm

1 stop7h 07m

Chicago Midway

Sun 5/3

6:00 am-2:04 pm

1 stop7h 04m

$1,401

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 4/8

11:31 am-5:22 pm

1 stop6h 51m

Chicago Midway

Wed 4/15

6:00 am-2:04 pm

1 stop7h 04m

$1,401

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 8/14

6:00 am-11:54 am

1 stop6h 54m

Chicago Midway

Sun 8/16

5:25 pm-11:15 pm

1 stop4h 50m

$1,401
Quickest round-trip

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 5/29

6:00 am-10:00 am

1 stop5h 00m

Chicago Midway

Fri 6/5

5:08 pm-11:32 pm

1 stop5h 24m

$1,401

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 4/15

6:00 am-9:56 am

1 stop4h 56m

Chicago Midway

Fri 4/17

10:41 am-5:59 pm

1 stop6h 18m

$1,401
Cheapest one-way

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Sat 8/1

2:50 pm-8:18 am

1 stop18h 28m

$166

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Compare providers for flights from Dayton to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Dayton to Midway in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Dayton-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Dayton-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Dayton-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Dayton-Chicago Midway Airport 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 Dayton-Chicago Midway Airport 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 Dayton to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Dayton 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 Dayton to Chicago Midway Airport

What is the cheapest month to book a flight from Dayton to Chicago Midway Airport?

Currently, August is the cheapest month in which you can book a flight from Dayton to Chicago Midway Airport (average of $106). Flying from Dayton to Chicago Midway Airport in January is currently the most expensive (average of $227). 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 Dayton to Midway. 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 Dayton to Chicago Midway?

    For a flight from Dayton to Chicago Midway, you will be flying from Dayton. Dayton (DAY) is just 10.0 mi from the center of the city. Dayton is the only Dayton airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Dayton on a regular basis.

  • How long is the flight from Dayton to Chicago Midway Airport?

    Airlines like Delta fly from Dayton to Chicago Midway Airport in about 8h 39m. The time it takes to get you to your destination can typically vary by up to . Dayton and Chicago Midway Airport are separated by a distance of 225 mi.

  • Can I find deals for flights from Dayton to Midway that include hotel bookings?

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

  • How can I find direct flights from Dayton to Midway?

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

  • Can I find deals for business class flights from Dayton to Midway?

    Yes. Cheapflights offers flight deals from Dayton to Midway 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 Dayton to Chicago Midway Airport?

    Currently, August is the cheapest month in which you can book a flight from Dayton to Chicago Midway Airport (average of $106). Flying from Dayton to Chicago Midway Airport in January is currently the most expensive (average of $227). 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 Midway Airport?

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

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