HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$138+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — MDW
May 23 — May 301
Sat 5/23
Sat 5/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Dayton to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
Sat 8/12:50 pm
DAY
-
MDW
1 stop18h 28m
Allegiant Air
Thu 8/62:49 pm
MDW
-
DAY
2 stops23h 35m
Allegiant Air
Deal found 4/21$356
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 4/3010:19 am
DAY
-
MDW
1 stop25h 09m
Multiple Airlines
Tue 5/512:24 pm
MDW
-
DAY
2 stops44h 05m
Multiple Airlines
Deal found 4/23$375
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 4/3010:19 am
DAY
-
MDW
1 stop25h 09m
Multiple Airlines
Sat 5/29:14 am
MDW
-
DAY
1 stop23h 15m
Multiple Airlines
Deal found 4/23$392
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/310:19 am
DAY
-
MDW
1 stop22h 27m
Multiple Airlines
Wed 5/66:00 am
MDW
-
DAY
2 stops26h 29m
Multiple Airlines
Deal found 4/23$396
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 4/3010:19 am
DAY
-
MDW
1 stop25h 09m
Multiple Airlines
Wed 5/66:00 am
MDW
-
DAY
2 stops26h 29m
Multiple Airlines
Deal found 4/23$406
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/310:19 am
DAY
-
MDW
1 stop22h 27m
Multiple Airlines
Thu 5/76:00 am
MDW
-
DAY
2 stops34h 38m
Multiple Airlines
Deal found 4/23$438
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 4/3010:19 am
DAY
-
MDW
1 stop25h 09m
Multiple Airlines
Thu 5/76:00 am
MDW
-
DAY
2 stops34h 38m
Multiple Airlines
Deal found 4/23$447
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
Wed 7/2911:02 am
DAY
-
MDW
1 stop22h 16m
Allegiant Air
Sun 8/22:48 pm
MDW
-
DAY
2 stops23h 49m
Allegiant Air
Deal found 4/21$451
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 4/3010:19 am
DAY
-
MDW
1 stop25h 09m
Multiple Airlines
Sun 5/39:16 am
MDW
-
DAY
1 stop7h 41m
Multiple Airlines
Deal found 4/23$531

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 April 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$356
(Kiwi.com)

One-way from

$138
(Kiwi.com)

Popular in

June

Cheapest in

December

Average price

$254
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. 14% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 23, 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

Sat 8/22

11:05 am-3:27 pm

1 stop5h 22m

Chicago Midway

Sun 8/23

5:25 pm-11:15 pm

1 stop4h 50m

$1,601

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Tue 6/16

6:00 am-12:00 pm

1 stop7h 00m

Chicago Midway

Tue 6/16

5:11 pm-11:54 pm

1 stop5h 43m

$1,601

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Thu 10/1

11:05 am-4:27 pm

1 stop6h 22m

Chicago Midway

Mon 10/5

5:25 pm-11:15 pm

1 stop4h 50m

$1,601
Quickest round-trip

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Thu 9/10

6:00 am-9:50 am

1 stop4h 50m

Chicago Midway

Sun 9/13

5:25 pm-11:15 pm

1 stop4h 50m

$1,601

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Sun 5/3

6:44 pm-10:28 pm

1 stop4h 44m

Chicago Midway

Tue 5/12

10:59 am-6:00 pm

1 stop6h 01m

$1,601

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Sat 8/1

11:23 am-3:37 pm

1 stop5h 14m

Chicago Midway

Tue 8/4

11:05 am-5:50 pm

1 stop5h 45m

$1,601

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 8/21

6:00 am-11:54 am

1 stop6h 54m

Chicago Midway

Sun 8/23

10:35 am-5:51 pm

1 stop6h 16m

$1,601

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Sat 5/23

11:20 am-4:12 pm

1 stop5h 52m

Chicago Midway

Mon 5/25

5:08 pm-11:32 pm

1 stop5h 24m

$1,601

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Tue 9/29

11:05 am-4:27 pm

1 stop6h 22m

Chicago Midway

Tue 10/6

10:35 am-5:49 pm

1 stop6h 14m

$1,601

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Mon 5/18

11:20 am-4:12 pm

1 stop5h 52m

Chicago Midway

Mon 5/25

5:08 pm-11:32 pm

1 stop5h 24m

$1,611

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/18

Showing 1-10 of 20 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 April.
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.

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 5h 22m. 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.

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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.