DFW - MDW

$54 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 6/15. 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
$118
Typical prices: $309-$176
Frontier
Wed 5/13Wed 5/20
DFW - MDW • Non-stop
Cheapest one-way
$54
Typical prices: $85-$153
Frontier
Mon 6/15
DFW - MDW • Non-stop
Nonstop flights
Every day
You can fly direct with Frontier. Average duration is 2h 17m
Direct flights
Direct flights
+1
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Direct flights
Direct flights
+1
Avoid delays
Most punctual • 78% on-time
Best time • Fewest delays
Insights
Insights
Insights
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 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 20% 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

Wed, May 13 - Wed, May 20
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$118Frontier
Thu, Jun 11 - Thu, Jun 25
Frontier Logo
12:49 pm - 3:15 pm
DFW
-
MDW
2h 26mnonstop
Frontier Logo
4:10 pm - 6:53 pm
MDW
-
DFW
2h 43mnonstop
$120Frontier
Sat, Jun 13 - Thu, Jun 18
Frontier Logo
12:49 pm - 3:15 pm
DFW
-
MDW
2h 26mnonstop
Frontier Logo
4:10 pm - 6:53 pm
MDW
-
DFW
2h 43mnonstop
$121Frontier
Sun, May 24 - Tue, Jun 2
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$122Frontier
Sat, May 16 - Wed, May 20
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$127Frontier
Thu, May 28 - Sun, May 31
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$129Frontier
Wed, May 20 - Fri, May 29
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$130Frontier
Mon, Jun 15 - Thu, Jun 18
Frontier Logo
12:49 pm - 3:15 pm
DFW
-
MDW
2h 26mnonstop
Frontier Logo
4:10 pm - 6:53 pm
MDW
-
DFW
2h 43mnonstop
$136Frontier
Sat, May 30 - Fri, Jun 5
Frontier Logo
10:00 am - 10:02 pm
DFW
-
MDW
12h 02m
1 stop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$137Frontier
Tue, May 12 - Wed, May 20
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$138Frontier
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 May.

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 Friday, 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 April and May, where the average cost of round-trip tickets is $251 and $251 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.

No, with an average price for the route of $178, prices are generally cheapest when you fly direct.

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 32% 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$54
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 20% increase in price.
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 3 days, the lowest price for a flight from Dallas/Fort Worth Airport to Chicago Midway Airport was $54 for a one-way ticket and $120 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, Air Canada, and United Airlines 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 $293 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 $185 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 $70 or less one-way and $114 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 4305 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

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

4.0 OkayCrystal, Apr 2026
MSY - MDW
Read more Southwest reviews

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

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

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.

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

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.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I elected to pay for the upgrades and found very little difference

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

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

Information on your arrival and departure airports