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$269+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — MDW
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$485
(Delta)

One-way from

$269
(Kiwi.com)

Popular in

June

Cheapest in

September

Average price

$364
Provider with most accurate pricing for Dayton-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Dayton-Chicago Midway flights.
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From Dayton to Chicago Midway
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One-way flight from Dayton to Chicago Midway
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Highest demand for flights based on searches. 11% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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 10/308:27 amDAY - MDW
1 stop10h 37mMultiple Airlines
Sat 11/11:37 pmMDW - DAY
2 stops28h 37mMultiple Airlines
Deal found 10/26$472
This Delta deal was found by Cheapflights users on 10/26. 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 11/126:34 pmDAY - MDW
2 stops15h 27mDelta
Wed 11/197:02 pmMDW - DAY
2 stops16h 35mDelta
Deal found 10/26$616
This Delta deal was found by Cheapflights users on 10/26. 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 11/136:00 amDAY - MDW
2 stops13h 18mDelta
Wed 11/197:02 pmMDW - DAY
2 stops16h 35mDelta
Deal found 10/26$636
This Delta deal was found by Cheapflights users on 10/26. 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 11/116:00 amDAY - MDW
2 stops13h 18mDelta
Wed 11/197:02 pmMDW - DAY
2 stops16h 35mDelta
Deal found 10/26$651
This Delta deal was found by Cheapflights users on 10/26. 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 11/121:22 pmDAY - MDW
2 stops20h 39mDelta
Sat 11/157:02 pmMDW - DAY
2 stops16h 35mDelta
Deal found 10/26$702
This Delta deal was found by Cheapflights users on 10/26. 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 11/136:00 amDAY - MDW
2 stops13h 18mDelta
Fri 11/147:02 pmMDW - DAY
2 stops19h 28mDelta
Deal found 10/26$722
This Delta deal was found by Cheapflights users on 10/26. 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 11/141:22 pmDAY - MDW
2 stops20h 39mDelta
Sat 11/154:28 pmMDW - DAY
1 stop19h 09mDelta
Deal found 10/26$735
This Delta deal was found by Cheapflights users on 10/26. 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 11/116:00 amDAY - MDW
2 stops13h 18mDelta
Fri 11/147:02 pmMDW - DAY
2 stops19h 28mDelta
Deal found 10/26$737
This Delta deal was found by Cheapflights users on 10/26. 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 11/126:34 pmDAY - MDW
2 stops15h 27mDelta
Mon 11/179:41 amMDW - DAY
2 stops12h 29mDelta
Deal found 10/26$741
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/239:21 pmDAY - MDW
1 stop20h 31mMultiple Airlines
Sun 11/304:24 pmMDW - DAY
2 stops24h 16mMultiple Airlines
Deal found 10/25$745
This Delta deal was found by Cheapflights users on 10/26. 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 11/136:00 amDAY - MDW
2 stops13h 18mDelta
Mon 11/177:02 pmMDW - DAY
2 stops19h 18mDelta
Deal found 10/26$761
This Delta deal was found by Cheapflights users on 10/26. 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 11/154:15 pmDAY - MDW
1 stop18h 37mDelta
Wed 11/195:34 pmMDW - DAY
1 stop20h 46mDelta
Deal found 10/26$763

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 October 28, 2025.
Use the filters below to find and compare flights from Dayton to Chicago Midway Airport that are best for you.

Fly from

Dayton

Fly to

Midway

Route

Depart

Return

Price

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 11/12

6:34 pm-9:01 am

2 stops15h 27m

Chicago Midway

Wed 11/19

7:02 pm-12:37 pm

2 stops16h 35m

$616

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 11/12

1:22 pm-9:01 am

2 stops20h 39m

Chicago Midway

Tue 11/18

9:41 am-11:10 pm

2 stops12h 29m

$616

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 11/14

1:22 pm-9:01 am

2 stops20h 39m

Chicago Midway

Wed 11/19

7:02 pm-12:37 pm

2 stops16h 35m

$616

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Tue 11/11

4:10 pm-9:01 am

2 stops17h 51m

Chicago Midway

Tue 11/18

9:41 am-11:10 pm

2 stops12h 29m

$651

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Tue 11/11

6:00 am-6:18 pm

2 stops13h 18m

Chicago Midway

Wed 11/19

7:02 pm-12:37 pm

2 stops16h 35m

$651

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 11/12

6:34 pm-1:07 pm

2 stops19h 33m

Chicago Midway

Fri 11/14

7:02 pm-3:30 pm

2 stops19h 28m

$702

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 11/12

1:22 pm-9:01 am

2 stops20h 39m

Chicago Midway

Sat 11/15

7:02 pm-12:37 pm

2 stops16h 35m

$702

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Thu 11/13

6:00 am-6:18 pm

2 stops13h 18m

Chicago Midway

Fri 11/14

7:02 pm-3:30 pm

2 stops19h 28m

$722

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 11/14

1:22 pm-9:01 am

2 stops20h 39m

Chicago Midway

Sat 11/15

4:28 pm-12:37 pm

1 stop19h 09m

$735

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Tue 11/11

6:34 pm-1:07 pm

2 stops19h 33m

Chicago Midway

Sat 11/15

7:02 pm-12:37 pm

2 stops16h 35m

$737

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 20 results
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Dayton-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 June is currently the most expensive (average of $216). 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.

What is the cheapest time of day to fly from DAY to MDW?

Find hourly flight availability from Dayton to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

When flying from Dayton to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 76% versus a flight at noon.

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 15h 27m. 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 June is currently the most expensive (average of $216). 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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