DFW - MDW

$91 Find Cheap Flights from Dallas/Fort Worth Airport to Chicago Midway Airport

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/Fort Worth to Midway departing on 8/1. 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
1 adult, Economy, 0 bags

KAYAK searches 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
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Everything you should know

Cheapest round-trip
$188
Typical prices: $166-$320
Frontier
Sat 7/25Tue 7/28
DFW - MDW • Non-stop
Cheapest non-stop
$186
Typical prices: $163-$308
Frontier
Thu 8/6Sat 8/8
DFW - MDW • Non-stop
Nonstop flights
You can fly direct with Frontier. Average duration is 2h 20m
Direct flights
Direct flights
+1
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Direct flights
Direct flights
+1
Avoid delays
Most punctual • 77% on-time
Best time • Fewest delays
Insights
Insights
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Insights
Top layover airports
Cheapest • Avg $171 (round-trip)
Shortest trip • 6h 10m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 35% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 26% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Dallas/Fort Worth to Midway (DFW-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Dallas/Fort Worth 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Dallas/Fort Worth to Midway

Sat, Jul 25 - Tue, Jul 28
Frontier Logo
3:01 pm - 5:26 pm
DFW
-
MDW
2h 25mnonstop
Frontier Logo
5:46 pm - 8:20 pm
MDW
-
DFW
2h 34mnonstop
$188Frontier
Mon, Aug 10 - Thu, Aug 13
Frontier Logo
3:01 pm - 5:22 pm
DFW
-
MDW
2h 21mnonstop
Frontier Logo
9:27 pm - 11:59 pm
MDW
-
DFW
2h 32mnonstop
$189Frontier
Thu, Aug 6 - Mon, Aug 17
Frontier Logo
6:08 pm - 8:32 pm
DFW
-
MDW
2h 24mnonstop
Frontier Logo
6:17 pm - 8:54 pm
MDW
-
DFW
2h 37mnonstop
$192Frontier
Thu, Aug 13 - Mon, Aug 17
Frontier Logo
6:08 pm - 8:32 pm
DFW
-
MDW
2h 24mnonstop
Frontier Logo
6:17 pm - 8:54 pm
MDW
-
DFW
2h 37mnonstop
$193Frontier
Wed, Aug 12 - Mon, Aug 17
Frontier Logo
1:30 pm - 3:50 pm
DFW
-
MDW
2h 20mnonstop
Frontier Logo
6:17 pm - 8:54 pm
MDW
-
DFW
2h 37mnonstop
$195Frontier
Thu, Aug 13 - Mon, Aug 17
Frontier Logo
6:08 pm - 8:32 pm
DFW
-
MDW
2h 24mnonstop
Frontier Logo
6:17 pm - 8:54 pm
MDW
-
DFW
2h 37mnonstop
$196Frontier
Tue, Oct 20 - Thu, Oct 29
Frontier Logo
3:59 pm - 9:58 pm
DFW
-
MDW
5h 59m
1 stop
Frontier Logo
1:12 pm - 3:45 pm
MDW
-
DFW
2h 33mnonstop
$197Frontier
Thu, Aug 20 - Mon, Aug 24
Frontier Logo
6:07 pm - 8:31 pm
DFW
-
MDW
2h 24mnonstop
Frontier Logo
9:26 pm - 11:59 pm
MDW
-
DFW
2h 33mnonstop
$199Frontier
Wed, Aug 12 - Thu, Aug 27
Frontier Logo
1:30 pm - 3:50 pm
DFW
-
MDW
2h 20mnonstop
Frontier Logo
9:26 pm - 11:59 pm
MDW
-
DFW
2h 33mnonstop
$200Frontier
Sat, Aug 15 - Wed, Aug 19
Frontier Logo
3:01 pm - 5:26 pm
DFW
-
MDW
2h 25mnonstop
Frontier Logo
11:50 am - 10:31 pm
MDW
-
DFW
10h 41m
1 stop
$201Frontier
Booking Insights

KAYAK's insights & trends for Dallas/Fort Worth to Midway flights

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

How much is a round-trip flight from Dallas/Fort Worth Airport to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Dallas/Fort Worth Airport to Chicago Midway Airport departing in July.

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

The average price of all round-trip flights from Dallas/Fort Worth Airport to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago Midway Airport on a Saturday and more expensive on a Monday. On your return trip to Dallas/Fort Worth Airport, you should consider flying back on a Saturday, and avoid Sundays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Dallas/Fort Worth Airport 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/Fort Worth Airport to Chicago Midway Airport is December, where tickets cost $166 (return) on average. On the other hand, the most expensive months are June and May, where the average cost of round-trip tickets is $323 and $282 respectively.

Can I save money by flying with a layover from Dallas/Fort Worth Airport to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $202 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Dallas/Fort Worth Airport to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Dallas/Fort Worth Airport to Chicago Midway Airport, you should book around 2 weeks before departure, which saves you about 35% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$91
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Dallas/Fort Worth Airport to Chicago Midway Airport

When to book flights from Dallas/Fort Worth to Midway

Are your dates flexible? Find out the best times to travel from Dallas/Fort Worth 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/Fort Worth Airport to Chicago Midway Airport flights

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

    In the last 5 days, the lowest price for a flight from Dallas/Fort Worth Airport to Chicago Midway Airport was $91 for a one-way ticket and $188 for a round-trip.

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

    A passport is not required to fly from Dallas/Fort Worth Airport to Chicago Midway Airport.

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

    On your way to Chicago Midway Airport, you’ll fly out from Dallas/Fort Worth. You’ll be landing at Chicago Midway.

  • Which airlines offer Wi-Fi service onboard planes from Dallas/Fort Worth Airport to Chicago Midway Airport?

    American Airlines, JetBlue, Porter Airlines, United Airlines, and Air Canada offer inflight Wi-Fi service on the Dallas/Fort Worth Airport to Chicago Midway Airport flight route.

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

    The Airbus A320neo is the aircraft model that flies most regularly on the Dallas/Fort Worth Airport to Chicago Midway Airport flight route.

  • On which days can I fly direct from Dallas/Fort Worth Airport to Chicago Midway Airport?

    There are nonstop flights from Dallas/Fort Worth Airport to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Dallas to Chicago, Southwest or Frontier?

    The two airlines most popular with KAYAK users for flights from Dallas to Chicago are Southwest and Frontier. With an average price for the route of $338 and an overall rating of 7.9, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $190 and an overall rating of 5.6.

  • How does KAYAK find such low prices on flights from Dallas/Fort Worth Airport 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/Fort Worth Airport 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/Fort Worth Airport 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/Fort Worth Airport 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/Fort Worth Airport 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/Fort Worth Airport with another airline. Booking your flights between Dallas/Fort Worth Airport and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Dallas/Fort Worth Airport 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/Fort Worth Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Dallas/Fort Worth Airport to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $105 or less one-way and $197 or less round-trip.

Prefer to fly direct from Dallas/Fort Worth Airport to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Dallas/Fort Worth to Chicago Midway.
Find which airlines fly direct from Dallas/Fort Worth Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Dallas/Fort Worth to Chicago Midway

Monday

Frontier

Frontier

Tuesday

Frontier

Frontier

Wednesday

Frontier

Frontier

Thursday

Frontier

Frontier

Friday

Frontier

Frontier

Saturday

Frontier

Frontier

Sunday

Frontier

Frontier

See more direct flights

Direct returns

Chicago Midway to Dallas/Fort Worth

Monday

Frontier

Frontier

Tuesday

Frontier

Frontier

Wednesday

Frontier

Frontier

Thursday

Frontier

Frontier

Friday

Frontier

Frontier

Saturday

Frontier

Frontier

Sunday

Frontier

Frontier

See more direct flights

Reviews of the top airlines flying from Dallas/Fort Worth to Midway

 
See real verified KAYAK customer reviews for airlines flying from Dallas to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Dallas/Fort Worth to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4244 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.0Comfort
8.6Crew
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

The seats were comfortable, and the boarding process was pretty smooth.

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

We were delayed three times ,and that destroyed my plans, and reservations

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

terrible cascading delays and unhelpful customer service. uncomfortable plane. crew was great, however!

The trip was unremarkable which is good. Crew was very professional and courteous.

I was singled out for being a Latina flying solo and the attendants took me out of line to put my luggage in the personal item bin to see if it would fly. Keep In mind I had just flown with the same luggage with no problem not even 5 days ago. The tag was sticking out a bit and the attendant was belligerent about charging me $100. I could not refuse because I didn’t wanna cause a scene. But today I felt targeted and embarrassed. I went online and found out that this happens a lot with this airline and to many minority women.

Nothing I missed my first flight because my boarding pass said one thing and another passenger on the same flight said another. I didn’t get notified of a gate change until 8:39 pm which was one minute before the flight departed at 8:40pm when we explained this to gate agent Dorsey prior to the flight departing she was extremely short and had nasty attitude. Some of the passengers in my party including myself needed to catch that flight due work the next which included presentations and court litigation. We were deeply saddened and frustrated how Frontier handled this situation. We were told that the flight was over booked by 19 seats and they constantly change gates to make people miss their flight. If that is true I will ensure there will be a class action lawsuit against frontier airlines.

Everything you need to know for your flight from Dallas/Fort Worth to Midway

Information on your arrival and departure airports