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Find cheap flights from Dallas to Chicago Midway Airport from $49

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 6/3. 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
Wed 6/12
Wed 6/19

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 41,771,603 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
2:32 pm - 5:01 pmMDW-DFW
2h 29mnonstop
$58Frontier
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Sat, Jun 1 - Wed, Jun 5
7:12 pm - 9:38 pmDFW-MDW
2h 26mnonstop
2:32 pm - 5:01 pmMDW-DFW
2h 29mnonstop
$59Frontier
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Sat, Jun 1 - Wed, Jun 5
9:25 pm - 11:50 pmDFW-MDW
2h 25mnonstop
10:33 pm - 1:11 amMDW-DFW
2h 38mnonstop
$60Frontier
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Wed, May 29 - Sat, Jun 1
7:12 pm - 9:38 pmDFW-MDW
2h 26mnonstop
2:04 pm - 4:35 pmMDW-DFW
2h 31mnonstop
$63Frontier
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Sat, Jun 1 - Tue, Jun 4
8:25 am - 10:40 amDAL-MDW
2h 15mnonstop
3:05 pm - 5:20 pmMDW-DAL
2h 15mnonstop
$190Southwest
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Mon, Jul 1 - Wed, Jul 3
12:01 pm - 5:14 pmDAL-MDW
5h 13m1 stop
2:05 pm - 7:46 pmMDW-DAL
5h 41m1 stop
$196Delta
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Sat, Aug 10 - Sat, Aug 17
11:30 am - 5:04 pmDFW-MDW
5h 34m1 stop
3:45 pm - 11:59 pmMDW-DFW
8h 14m1 stop
$196Delta
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Tue, Jun 11 - Tue, Jun 18
10:54 am - 6:07 pmDFW-MDW
7h 13m1 stop
2:15 pm - 10:15 pmMDW-DFW
8h 00m1 stop
$202Delta
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Wed, May 29 - Wed, Jun 5
7:50 pm - 10:00 pmDAL-MDW
2h 10mnonstop
5:45 am - 8:00 amMDW-DAL
2h 15mnonstop
$258Southwest
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Mon, Jun 17 - Sun, Jun 23
3:20 pm - 9:25 pmDAL-MDW
6h 05m1 stop
5:45 am - 8:00 amMDW-DAL
2h 15mnonstop
$271Southwest
Find Deal
Mon, Jun 17 - Sun, Jun 23

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 $23 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 $50.

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 ($49) and Delta ($98). The cheapest round-trip tickets were found on Frontier ($58) and Southwest ($190).

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 12 and 17 nonstop flights that take off from Dallas and land in Chicago Midway Airport, with an average flight time of 2h 13m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 110 flights. The most frequent day of departure is Tuesday, when 15% 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 10m.

Good to know

Cheapest flight

$49
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 $49 for a one-way ticket and $58 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.
6/3Mon
nonstopFrontier
2h 23mDFW-MDW
$49
7/14Sun
nonstopFrontier
2h 22mDFW-MDW
$50
6/17Mon
nonstopFrontier
2h 21mDFW-MDW
$52
5/25Sat
nonstopFrontier
2h 26mDFW-MDW
$53
6/11Tue
1 stopDelta
5h 08mDAL-MDW
$98
6/18Tue
1 stopDelta
7h 03mDFW-MDW
$98
8/11Sun
2 stops
22h 47mDFW-MDW
$179
9/6Fri
3 stops
11h 26mDFW-MDW
$251
5/20Mon
1 stopVolaris
11h 44mDFW-MDW
$427
6/3Mon
3 stopsVolaris
22h 57mDFW-MDW
$459

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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.
5/15Wed
nonstopFrontier
2h 24mDFW-MDW
5/18Sat
nonstopFrontier
2h 38mMDW-DFW
$95
5/15Wed
nonstopFrontier
2h 22mDFW-MDW
5/21Tue
nonstopFrontier
2h 34mMDW-DFW
$98
5/14Tue
nonstopFrontier
2h 21mDFW-MDW
5/25Sat
nonstopFrontier
2h 38mMDW-DFW
$104
5/18Sat
nonstopFrontier
2h 23mDFW-MDW
5/22Wed
nonstopFrontier
2h 34mMDW-DFW
$105
5/15Wed
multi-stopDelta
6h 35mDFW-MDW
5/31Fri
multi-stopDelta
4h 42mMDW-DFW
$254
5/15Wed
multi-stopDelta
6h 35mDFW-MDW
5/21Tue
multi-stopDelta
5h 09mMDW-DFW
$279
5/14Tue
nonstopSouthwest
2h 10mDAL-MDW
5/15Wed
nonstopSouthwest
2h 15mMDW-DAL
$307
5/14Tue
multi-stopSouthwest
3h 50mDAL-MDW
5/15Wed
nonstopSouthwest
2h 15mMDW-DAL
$316
5/16Thu
multi-stop
27h 54mDFW-MDW
5/19Sun
multi-stop
13h 39mMDW-DFW
$746
5/16Thu
multi-stop
27h 54mDFW-MDW
5/18Sat
multi-stop
13h 39mMDW-DFW
$785

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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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