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Cheap flights from Dayton to Chicago from $182

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 6/4. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:08 am - 8:24 am
DAY
-
MDW
22h 16m
1 stop
Multiple Airlines Logo
6:00 am - 5:41 pm
MDW
-
DAY
34h 41m
2 stops
$349Multiple Airlines
Wed, May 20 - Wed, May 27
Allegiant Air Logo
11:08 am - 8:24 am
DAY
-
MDW
22h 16m
1 stop
Allegiant Air Logo
2:47 pm - 3:38 pm
MDW
-
DAY
23h 51m
2 stops
$497Allegiant Air
Wed, May 27 - Sun, May 31
Allegiant Air Logo
11:03 am - 8:21 am
DAY
-
MDW
22h 18m
1 stop
Allegiant Air Logo
2:46 pm - 3:38 pm
MDW
-
DAY
23h 52m
2 stops
$593Allegiant Air
Wed, Jun 3 - Sun, Jun 7
Allegiant Air Logo
11:03 am - 8:21 am
DAY
-
MDW
22h 18m
1 stop
Allegiant Air Logo
2:46 pm - 3:38 pm
MDW
-
DAY
23h 52m
2 stops
$596Allegiant Air
Wed, Jun 3 - Sun, Jun 7
Delta Logo
6:00 am - 9:50 am
DAY
-
MDW
4h 50m
1 stop
Delta Logo
6:00 am - 1:59 pm
MDW
-
DAY
6h 59m
1 stop
$1,601Delta
Thu, Sep 10 - Sun, Sep 13
Delta Logo
6:00 am - 11:56 am
DAY
-
MDW
6h 56m
1 stop
Delta Logo
10:59 am - 6:00 pm
MDW
-
DAY
6h 01m
1 stop
$1,611Delta
Wed, May 27 - Thu, May 28
Delta Logo
6:00 am - 11:56 am
DAY
-
MDW
6h 56m
1 stop
Delta Logo
6:23 am - 2:29 pm
MDW
-
DAY
7h 06m
1 stop
$1,621Delta
Fri, May 29 - Fri, Jun 5
Delta Logo
4:25 pm - 9:09 pm
DAY
-
MDW
5h 44m
1 stop
Delta Logo
4:25 pm - 9:46 pm
MDW
-
DAY
4h 21m
1 stop
$1,631Delta
Sat, Jun 6 - Sat, Jun 20
Delta Logo
6:40 am - 10:09 am
DAY
-
MDW
4h 29m
1 stop
Delta Logo
4:25 pm - 9:46 pm
MDW
-
DAY
4h 21m
1 stop
$1,641Delta
Sat, Jun 20 - Mon, Jun 29
Delta Logo
6:00 am - 10:09 am
DAY
-
MDW
5h 09m
1 stop
Delta Logo
11:05 am - 5:48 pm
MDW
-
DAY
5h 43m
1 stop
$1,651Delta
Fri, Jun 12 - Wed, Jun 17

Allegiant Air flights from Dayton to Chicago Midway Airport

Our best Allegiant Air deals on Dayton to Chicago Midway Airport flight tickets
Allegiant Air
May 27
DAY11:08 amDayton
22h 16m
1 stop
MDW8:24 amChicago Midway
May 31
MDW2:47 pmChicago Midway
23h 51m
2 stops
DAY3:38 pmDayton
$497
Allegiant Air
Jun 3
DAY11:03 amDayton
22h 18m
1 stop
MDW8:21 amChicago Midway
Jun 7
MDW2:46 pmChicago Midway
23h 52m
2 stops
DAY3:38 pmDayton
$593
Allegiant Air
Jun 3
DAY11:03 amDayton
22h 18m
1 stop
MDW8:21 amChicago Midway
Jun 7
MDW2:46 pmChicago Midway
23h 52m
2 stops
DAY3:38 pmDayton
$596

Delta flights from Dayton to Chicago Midway Airport

Our best Delta deals on Dayton to Chicago Midway Airport flight tickets
Delta
Sep 10
DAY6:00 amDayton
4h 50m
1 stop
MDW9:50 amChicago Midway
Sep 13
MDW6:00 amChicago Midway
6h 59m
1 stop
DAY1:59 pmDayton
$1,601
Delta
May 27
DAY6:00 amDayton
6h 56m
1 stop
MDW11:56 amChicago Midway
May 28
MDW10:59 amChicago Midway
6h 01m
1 stop
DAY6:00 pmDayton
$1,611
Delta
May 29
DAY6:00 amDayton
6h 56m
1 stop
MDW11:56 amChicago Midway
Jun 5
MDW6:23 amChicago Midway
7h 06m
1 stop
DAY2:29 pmDayton
$1,621

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 May 8, 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

Wed 5/20

11:08 am-8:24 am

1 stop22h 16m

Chicago Midway

Wed 5/27

6:00 am-5:41 pm

2 stops34h 41m

$349

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 5/27

11:08 am-8:24 am

1 stop22h 16m

Chicago Midway

Sun 5/31

2:47 pm-3:38 pm

2 stops23h 51m

$497

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 6/3

11:03 am-8:21 am

1 stop22h 18m

Chicago Midway

Sun 6/7

2:46 pm-3:38 pm

2 stops23h 52m

$593

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 6/3

11:03 am-8:21 am

1 stop22h 18m

Chicago Midway

Sun 6/7

2:46 pm-3:38 pm

2 stops23h 52m

$596

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Thu 9/10

6:00 am-9:50 am

1 stop4h 50m

Chicago Midway

Sun 9/13

6:00 am-1:59 pm

1 stop6h 59m

$1,601

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 5/27

6:00 am-11:56 am

1 stop6h 56m

Chicago Midway

Thu 5/28

10:59 am-6:00 pm

1 stop6h 01m

$1,611

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 5/29

6:00 am-11:56 am

1 stop6h 56m

Chicago Midway

Fri 6/5

6:23 am-2:29 pm

1 stop7h 06m

$1,621

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Sat 6/6

4:25 pm-9:09 pm

1 stop5h 44m

Chicago Midway

Sat 6/20

4:25 pm-9:46 pm

1 stop4h 21m

$1,631
Quickest round-trip

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Sat 6/20

6:40 am-10:09 am

1 stop4h 29m

Chicago Midway

Mon 6/29

4:25 pm-9:46 pm

1 stop4h 21m

$1,641

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 6/12

6:00 am-10:09 am

1 stop5h 09m

Chicago Midway

Wed 6/17

11:05 am-5:48 pm

1 stop5h 43m

$1,651

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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?

Allegiant Air and Delta are the most popular carriers 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

Fastest flight time

4h 50m

Direct flights

None
The fastest flight from Dayton to Chicago Midway Airport takes 4h 50m
There are no direct flights from Dayton to Chicago Midway Airport. There are no popular flight routes from Dayton to Chicago Midway Airport.
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Frequently asked questions about flying 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 50m 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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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