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Find cheap flights from Dallas to Chicago Midway Airport from $37

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Dallas to Midway departing on 6/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Mon 6/3
Mon 6/10

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Dallas to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Dallas to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

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Cheap flight deals from Dallas to Midway

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Dallas to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:12 pm - 9:38 pmDFW-MDW
2h 26mnonstop
7:05 am - 9:39 amMDW-DFW
2h 34mnonstop
$48Frontier
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Sat, May 18 - Tue, May 21
9:25 pm - 11:50 pmDFW-MDW
2h 25mnonstop
7:05 am - 9:39 amMDW-DFW
2h 34mnonstop
$49Frontier
Find Deal
Wed, May 29 - Tue, Jun 4
6:30 am - 8:51 amDFW-MDW
2h 21mnonstop
10:33 pm - 1:11 amMDW-DFW
2h 38mnonstop
$50Frontier
Find Deal
Tue, May 14 - Sat, May 18
6:30 am - 8:51 amDFW-MDW
2h 21mnonstop
10:33 pm - 1:11 amMDW-DFW
2h 38mnonstop
$51Frontier
Find Deal
Tue, May 14 - Sat, May 18
4:24 pm - 9:41 pmDAL-MDW
5h 17m1 stop
6:00 am - 2:00 pmMDW-DAL
8h 00m1 stop
$208Delta
Find Deal
Tue, Jul 9 - Wed, Jul 10
6:00 am - 11:55 amDAL-MDW
5h 55m1 stop
6:49 pm - 11:56 pmMDW-DAL
5h 07m1 stop
$228Delta
Find Deal
Sat, Jun 15 - Tue, Jun 18
3:51 pm - 10:01 pmDAL-MDW
6h 10m1 stop
4:41 pm - 11:42 pmMDW-DAL
7h 01m1 stop
$258Delta
Find Deal
Tue, May 14 - Wed, May 15
4:30 pm - 6:40 pmDAL-MDW
2h 10mnonstop
8:25 am - 10:45 amMDW-DAL
2h 20mnonstop
$271Southwest
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Tue, May 14 - Wed, May 15
6:30 pm - 8:40 pmDAL-MDW
2h 10mnonstop
8:15 am - 1:35 pmMDW-DAL
5h 20m1 stop
$280Southwest
Find Deal
Tue, May 14 - Wed, May 15
4:30 pm - 6:40 pmDAL-MDW
2h 10mnonstop
8:20 am - 2:00 pmMDW-DAL
5h 40m2 stops
$285Southwest
Find Deal
Tue, May 14 - Wed, May 15

Flights from Dallas to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Dallas to Midway to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Dallas to Chicago Midway Airport flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Dallas to Chicago Midway Airport.
Our data shows that the cheapest route for a one-way flight from Dallas to Chicago Midway Airport cost $24 and was between Dallas/Fort Worth Airport and Chicago Midway Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $47.

What’s the cheapest day of the week to fly from Dallas to Chicago Midway Airport?

The average price of all flights from Dallas to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Dallas to Chicago Midway Airport. For your return ticket, we recommend flying on a Tuesday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Dallas to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Dallas to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Dallas to Chicago Midway Airport is October, where tickets cost $94 on average. On the other hand, the most expensive months are July and November, where the average cost of tickets is $215 and $188 respectively.

How far in advance should I book a flight from Dallas to Chicago Midway Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Dallas to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Dallas to Chicago Midway Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 53 days before departure.

Which airlines provide the cheapest flights from Dallas to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Frontier ($37) and Delta ($104). The cheapest round-trip tickets were found on Frontier ($48) and Delta ($208).

Which airlines fly non-stop between Dallas and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Dallas to Chicago Midway Airport.
There are 2 airlines that fly nonstop from Dallas to Chicago Midway Airport. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $58. On average, the best prices for this route can be found at Frontier.

How many flights are there between Dallas and Chicago Midway Airport per day?

Each day, there are between 7 and 17 nonstop flights that take off from Dallas and land in Chicago Midway Airport, with an average flight time of 2h 15m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 80 flights. The most frequent day of departure is Tuesday, when 21% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Dallas and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Dallas to Chicago Midway Airport take?

Flying to Chicago Midway Airport from Dallas requires at least one layover, as there are no direct flights for this route. The shortest flight duration is 2h 18m.

Good to know

Cheapest flight

$37
Flight from Dallas/Fort Worth Airport to Chicago Midway Airport

When to book flights from Dallas to Midway

Are your dates flexible? Find out the best times to travel from Dallas to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Dallas to Chicago Midway Airport flights

  • What is the cheapest flight from Dallas to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Dallas to Chicago Midway Airport was $37 for a one-way ticket and $48 for a round-trip.

  • Do I need a passport to fly between Dallas and Chicago Midway Airport?

    A passport is required to fly from Dallas to Chicago Midway Airport.

  • Which airports will I be using when flying from Dallas to Chicago Midway Airport?

    On your way to Chicago Midway Airport, you’ll fly out from one of these Dallas airports: Dallas Love Field or Dallas/Fort Worth. You’ll be landing at Chicago Midway.

  • Which aircraft models fly most regularly from Dallas to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Dallas to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Dallas and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from Dallas to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Dallas to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Dallas to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Dallas is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Dallas to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Dallas with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Dallas to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Dallas up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Dallas to Chicago Midway Airport?

Find which airlines fly direct from Dallas to Midway, which days they fly and book direct flights.

Nonstop departures

Dallas to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Nonstop returns

Chicago Midway to Dallas

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Book cheap flights from Dallas to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Dallas to Chicago found on KAYAK in the last 72 hours.
6/18Tue
nonstopFrontier
2h 23mDFW-MDW
$37
6/6Thu
nonstopFrontier
2h 23mDFW-MDW
$39
6/6Thu
1 stopDelta
7h 00mDFW-MDW
$104
7/27Sat
1 stopDelta
6h 51mDAL-MDW
$114
5/11Sat
nonstopSouthwest
2h 10mDAL-MDW
$136
5/11Sat
1 stopSouthwest
5h 30mDAL-MDW
$143
6/20Thu
2 stops
26h 03mDFW-MDW
$181
6/27Thu
2 stops
31h 06mDFW-MDW
$198
6/30Sun
2 stopsVolaris
15h 48mDFW-MDW
$388
6/26Wed
2 stopsVolaris
17h 19mDFW-MDW
$399

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Last minute flights from Dallas to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Dallas to Chicago that are departing in the next 10 days.
5/8Wed
nonstopFrontier
2h 22mDFW-MDW
5/15Wed
multi-stopFrontier
5h 42mMDW-DFW
$95
5/9Thu
nonstopFrontier
2h 24mDFW-MDW
5/11Sat
nonstopFrontier
2h 44mMDW-DFW
$96
5/8Wed
multi-stopDelta
7h 00mDFW-MDW
5/11Sat
multi-stopDelta
5h 15mMDW-DFW
$279
5/7Tue
multi-stopDelta
7h 00mDFW-MDW
5/7Tue
multi-stopDelta
5h 55mMDW-DFW
$300
5/7Tue
nonstopSouthwest
2h 15mDAL-MDW
5/12Sun
nonstopSouthwest
2h 20mMDW-DAL
$311
5/7Tue
nonstopSouthwest
2h 15mDAL-MDW
5/12Sun
multi-stopSouthwest
11h 35mMDW-DAL
$318
5/7Tue
multi-stop
26h 30mDFW-MDW
5/13Mon
multi-stop
26h 14mMDW-DFW
$722
5/7Tue
multi-stop
21h 50mDFW-MDW
5/13Mon
multi-stop
26h 14mMDW-DFW
$773
5/8Wed
multi-stopVolaris
17h 19mDFW-MDW
5/12Sun
multi-stopVolaris
13h 39mMDW-DFW
$1,032
5/8Wed
multi-stopVolaris
17h 19mDFW-MDW
5/11Sat
multi-stopVolaris
22h 26mMDW-DFW
$1,085

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Flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Dallas

Cabin classes:

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