Cheap flights from Dayton to Chicago from $266

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Dayton to Chicago departing on 9/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Dayton to Chicago (DAY-MDW)

Cheap round-trip flights

Delta Logo
6:34 pm - 3:43 pmDAY-MDW
22h 09m1 stop
Delta Logo
9:41 am - 7:16 pmMDW-DAY
8h 35m2 stops
$435Delta
Find Deal
Fri, Nov 21 - Thu, Nov 27
Delta Logo
6:34 pm - 8:52 amDAY-MDW
15h 18m2 stops
Delta Logo
9:41 am - 7:16 pmMDW-DAY
8h 35m2 stops
$441Delta
Find Deal
Fri, Nov 21 - Thu, Nov 27
Delta Logo
11:15 am - 9:36 pmDAY-MDW
11h 21m1 stop
Delta Logo
6:00 am - 2:32 pmMDW-DAY
7h 32m1 stop
$465Delta
Find Deal
Tue, Sep 16 - Wed, Oct 15
Delta Logo
4:15 pm - 11:52 amDAY-MDW
20h 37m1 stop
Delta Logo
9:41 am - 7:16 pmMDW-DAY
8h 35m2 stops
$468Delta
Find Deal
Sat, Nov 22 - Thu, Nov 27
Delta Logo
1:16 pm - 9:36 pmDAY-MDW
9h 20m1 stop
Delta Logo
6:00 am - 4:45 pmMDW-DAY
9h 45m1 stop
$475Delta
Find Deal
Tue, Sep 16 - Sat, Oct 18
Delta Logo
6:37 pm - 8:53 amDAY-MDW
15h 16m2 stops
Delta Logo
7:10 pm - 12:44 pmMDW-DAY
16h 34m2 stops
$491Delta
Find Deal
Mon, Sep 15 - Tue, Oct 14
Delta Logo
11:15 am - 9:36 pmDAY-MDW
11h 21m1 stop
Delta Logo
9:35 am - 10:44 pmMDW-DAY
12h 09m2 stops
$505Delta
Find Deal
Tue, Sep 16 - Tue, Oct 14
Delta Logo
6:37 pm - 8:40 amDAY-MDW
15h 03m2 stops
Delta Logo
6:00 am - 2:32 pmMDW-DAY
7h 32m1 stop
$510Delta
Find Deal
Tue, Sep 16 - Wed, Oct 15
Allegiant Air Logo
9:13 pm - 6:46 pmDAY-MDW
22h 33m2 stops
Allegiant Air Logo
10:22 am - 8:23 pmMDW-DAY
9h 01m1 stop
$588Allegiant Air
Find Deal
Thu, Nov 20 - Tue, Nov 25
 Logo
9:30 pm - 1:37 pmDAY-MDW
17h 07m1 stop
 Logo
4:24 pm - 5:40 pmMDW-DAY
24h 16m2 stops
Mon, Nov 24 - Sun, Nov 30

Delta flights from Dayton to Chicago Midway Airport

Our best Delta deals on Dayton to Chicago Midway Airport flight tickets
Delta
Nov 21
DAY6:34 pmDayton
22h 09m
1 stop
MDW3:43 pmChicago Midway
Nov 27
MDW9:41 amChicago Midway
8h 35m
2 stops
DAY7:16 pmDayton
Delta
Nov 21
DAY6:34 pmDayton
15h 18m
2 stops
MDW8:52 amChicago Midway
Nov 27
MDW9:41 amChicago Midway
8h 35m
2 stops
DAY7:16 pmDayton
Delta
Sep 16
DAY11:15 amDayton
11h 21m
1 stop
MDW9:36 pmChicago Midway
Oct 15
MDW6:00 amChicago Midway
7h 32m
1 stop
DAY2:32 pmDayton

momondo Fare Finder

 
Customize your flight search to find flights from Dayton to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated August 28, 2025.
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

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 11/21

6:34 pm-3:43 pm

1 stop22h 09m

Chicago Midway

Thu 11/27

9:41 am-7:16 pm

2 stops8h 35m

$435

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 11/21

6:34 pm-8:52 am

2 stops15h 18m

Chicago Midway

Thu 11/27

9:41 am-7:16 pm

2 stops8h 35m

$441

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Tue 9/16

11:15 am-9:36 pm

1 stop11h 21m

Chicago Midway

Wed 10/15

6:00 am-2:32 pm

1 stop7h 32m

$465

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Sat 11/22

4:15 pm-11:52 am

1 stop20h 37m

Chicago Midway

Thu 11/27

9:41 am-7:16 pm

2 stops8h 35m

$468

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Tue 9/16

1:16 pm-9:36 pm

1 stop9h 20m

Chicago Midway

Sat 10/18

6:00 am-4:45 pm

1 stop9h 45m

$475

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Mon 9/15

6:37 pm-8:53 am

2 stops15h 16m

Chicago Midway

Tue 10/14

7:10 pm-12:44 pm

2 stops16h 34m

$491

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Tue 9/16

11:15 am-9:36 pm

1 stop11h 21m

Chicago Midway

Tue 10/14

9:35 am-10:44 pm

2 stops12h 09m

$505

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Tue 9/16

6:37 pm-8:40 am

2 stops15h 03m

Chicago Midway

Wed 10/15

6:00 am-2:32 pm

1 stop7h 32m

$510

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Thu 11/20

9:13 pm-6:46 pm

2 stops22h 33m

Chicago Midway

Tue 11/25

10:22 am-8:23 pm

1 stop9h 01m

$588

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Mon 11/24

9:30 pm-1:37 pm

1 stop17h 07m

Chicago Midway

Sun 11/30

4:24 pm-5:40 pm

2 stops24h 16m

$894

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Dayton to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Dayton to Chicago Midway?

Delta is the most popular carrier operating from Dayton to Chicago Midway

When to book flights from Dayton to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Dayton to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Dayton to Chicago Midway Airport (DAY to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dayton to Chicago Midway Airport

Direct flights

None
There are no direct flights from Dayton to Chicago Midway Airport. There are no popular flight routes from Dayton to Chicago Midway Airport.
  • How far is Dayton to Chicago Midway by plane?

    Chicago Midway is 232.6 mi away from Dayton. 4h 34m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Dayton Airport to Chicago Midway Airport?

    Prices for flights from Dayton Airport to Chicago Midway Airport refresh daily.

  • How old do you have to be to fly from Dayton Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Dayton Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Dayton to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Dayton.

Can I find flights from Dayton to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Dayton which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Dayton to Chicago?

momondo helps you find the best flight between Dayton and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Dayton to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Dayton to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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1 adult
Tue 9/2
Tue 9/9

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