DFW - MDW

$48 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 4/16. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$87
Overall average: $247
Frontier
Tue 5/12Tue 5/19
DFW - MDW • Non-stop
Cheapest one-way
$48
Typical prices: $90-$158
Frontier
Thu 4/16
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
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Avoid delays
Most punctual • 80% 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 36% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 18% 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

Tue, May 12 - Tue, May 19
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$87Frontier
Wed, May 6 - Sat, May 9
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$88Frontier
Fri, May 1 - Tue, May 5
Frontier Logo
7:17 pm - 9:37 pm
DFW
-
MDW
2h 20mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$89Frontier
Thu, Apr 16 - Mon, Apr 20
Frontier Logo
8:04 pm - 10:22 pm
DFW
-
MDW
2h 18mnonstop
Frontier Logo
4:14 pm - 7:08 pm
MDW
-
DFW
2h 54mnonstop
$90Frontier
Thu, Apr 16 - Mon, Apr 20
Frontier Logo
8:04 pm - 10:22 pm
DFW
-
MDW
2h 18mnonstop
Frontier Logo
4:14 pm - 7:08 pm
MDW
-
DFW
2h 54mnonstop
$91Frontier
Wed, May 6 - Thu, May 7
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$92Frontier
Thu, Apr 16 - Mon, Apr 20
Frontier Logo
8:04 pm - 10:22 pm
DFW
-
MDW
2h 18mnonstop
Frontier Logo
4:14 pm - 7:08 pm
MDW
-
DFW
2h 54mnonstop
$95Frontier
Thu, Apr 16 - Sun, Apr 19
Frontier Logo
8:04 pm - 10:22 pm
DFW
-
MDW
2h 18mnonstop
Frontier Logo
4:11 pm - 7:05 pm
MDW
-
DFW
2h 54mnonstop
$96Frontier
Thu, May 28 - Sat, May 30
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$99Frontier
Tue, Jun 2 - Sat, Jun 6
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$100Frontier
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.

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 Tuesday. 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 May and April, where the average cost of round-trip tickets is $247 and $225 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 $167, 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 36% 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$48
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 2% 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 $48 for a one-way ticket and $87 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, and Delta 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?

    You can catch a nonstop flight from Dallas/Fort Worth Airport to Chicago Midway Airport on Monday, Wednesday, Thursday, Friday, Saturday, and Sunday.

  • 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 $279 and an overall rating of 8.0, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $184 and an overall rating of 5.7.

  • 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 $79 or less one-way and $107 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.
8.0
SouthwestOverall score based on 4319 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
8.6Crew
Airline reviews

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

6.0 GoodChris, Mar 2026
DAL - SAT
Read more Southwest reviews

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

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

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

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

Great vacation. Can't wait till next year for another one.

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

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

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

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

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

Information on your arrival and departure airports