DFW - MDW

$36 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 12/18. 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

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 46,646,933 times on KAYAK, and here is why:

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Cheap Flight Deals from Dallas/Fort Worth Airport to Chicago Midway Airport (DFW-MDW)

 
These are the cheapest deals for flights from Dallas/Fort Worth to Midway currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

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

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Dallas/Fort Worth to Midway.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$76Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$79Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
8:00 am - 10:50 amMDW-DFW
2h 50mnonstop
$85Frontier
Find Deal
Tue, Dec 17 - Thu, Dec 19
6:46 pm - 9:02 pmDFW-MDW
2h 16mnonstop
2:55 pm - 5:42 pmMDW-DFW
2h 47mnonstop
$86Frontier
Find Deal
Thu, Dec 5 - Mon, Dec 9
6:46 pm - 9:02 pmDFW-MDW
2h 16mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$87Frontier
Find Deal
Thu, Dec 12 - Wed, Dec 18
12:05 pm - 12:13 amDFW-MDW
12h 08m1 stop
6:20 am - 9:07 amMDW-DFW
2h 47mnonstop
$92Frontier
Find Deal
Mon, Dec 9 - Tue, Dec 17
6:46 pm - 9:02 pmDFW-MDW
2h 16mnonstop
4:27 pm - 11:59 pmMDW-DFW
7h 32m1 stop
$93Frontier
Find Deal
Thu, Dec 5 - Mon, Dec 9
8:22 pm - 10:39 pmDFW-MDW
2h 17mnonstop
4:41 pm - 7:26 pmMDW-DFW
2h 45mnonstop
$94Frontier
Find Deal
Mon, Jan 20 - Mon, Jan 27
7:00 am - 12:46 pmDFW-MDW
5h 46m1 stop
5:07 pm - 11:57 pmMDW-DFW
6h 50m1 stop
$196Delta
Find Deal
Tue, Jan 14 - Tue, Jan 14
1:30 pm - 6:14 pmDFW-MDW
4h 44m1 stop
9:34 am - 3:05 pmMDW-DFW
5h 31m1 stop
$206Delta
Find Deal
Tue, Jan 14 - Thu, Jan 16

Flights from Dallas/Fort Worth to Midway - Travel Insights & Trends

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 flights from Dallas/Fort Worth Airport to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
For Dallas/Fort Worth Airport to Chicago Midway Airport, Saturday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago Midway Airport back to Dallas/Fort Worth Airport, the best deals are generally found on Wednesday, with Monday being the most expensive.

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 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 April, where tickets cost $138 on average. On the other hand, the most expensive months are December and November, where the average cost of tickets is $208 and $204 respectively.

How far in advance should I book a flight from Dallas/Fort Worth Airport 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/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 month.
To get a below average price on the flight from Dallas/Fort Worth Airport to Chicago Midway Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 98 days before departure.

Good to know

Low season

February

High season

November

Cheapest flight

$36
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 23% 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 $36 for a one-way ticket and $76 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, and Alaska 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, Delta or Frontier?

    The two airlines most popular with KAYAK users for flights from Dallas to Chicago are Delta and Frontier. With an average price for the route of $341 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $158 and an overall rating of 6.1.

  • 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.

See more FAQs

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 $57 or less one-way and $118 or less round-trip.

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

Find which airlines fly direct from Dallas/Fort Worth Airport to Chicago Midway Airport, which days they fly and book direct flights.

Nonstop 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

Nonstop 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
See more direct flights

Top 4 airlines serving 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.
8.1
SouthwestOverall score based on 5005 reviews
7.7Entertainment
8.2Boarding
8.1Comfort
7.2Food
8.7Crew
Airline reviews

I like that it was on time and the staff was friendly.

6.0 GoodJavon, Oct 2024MSY - MDW
Read more Southwest reviews

I like that it was on time and the staff was friendly.

No space for our carryon and needed to check at plane before boarding !

Flight was ok. Boarding wasn’t fun. Flights were delayed by 12 minutes on each leg.

The flight was semi-full with enough space to spread out. Wonderful, smooth, and quick flight.

We boarded the flight and set two and a half hours on the jetway. Would have been better if they had not boarded us at all. Plane was hot and it was limited ability to access the restrooms or get a drink of water. Very unpleasant experience

The flight was great. We were not offered any beverages though. And there was no real turbulence, so not sure why.

I liked the boarding process with our loading group and numbers. I disliked that I couldn't guarantee our seats together. I didn't like that the Internet costs $8/ flight, but did love all the inflight options available through their app. I disliked no charging station at my seat for a 3+ hour flight.

Everything about our flight was good except for the boarding experience in Mexico. From checking in to boarding was a disaster for us even though our seats wasn't bad.

I think Southwest can offer a whole can of beverage instead of such a small cup

Wifi didn’t work, no service, seats are hard as rocks

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Crew was nice. Flight was timely. Seats could be better as well as the food considering it’s first class.

Left on time and arrived early this extending our 31 minute transfer. Bags made it also!

Good and consistent Printer in lounge did not work for me :(

Most of my discomfort was going through TSA. However, the Delta seats had inadequate leg room and I tried my very best to connect to the wi-fi and it was a cumbersome process that finally gave me the info that I needed to sign in AFTER I had completed the flight...Why make it so difficult to use? That said I really really appreciate the pilot taking a little extra time to avoid a bad storm area and both landings in Atlanta and Orlando were flawless to my delight!!!

Delayed in taking off because no flight crew. The in seat entertainment was working properly.

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

Delta was really good about being transparent with why we were delayed it’s just that’s the plane was really old and outdated and a lot of the comfort and amenities we know Delta to have did not shine through

Bottom seat cushion is almost non existent. Very uncomfortable seat.

Delta was great the entertainment was outdated. Screen was very small and didn’t work.

Flight was ok with exception of the multiple delays. As with all Spirit flights, the sights are extremely uncomfortable and lack leg space. However, the price savings is the plus.

Okay for the most part but Good boarding and on time

The flight landed with a delay and we had to wait almost an hour to be off boarded. So typical of spirit.

The gate employees and the flight crew were friendly and professional. Afterboarding we waited 20 minutes for another flight; a complimentary beverage would have ben appreciated for the inconvenience.

Quick flight. But crew was late so boarding was delayed. No food or entertainment as flight was an hour so no possible eating there…flight was also delayed but I think that was the fault of SAN airport not spirit…

Awful. My flight was three hours late leaving DFW and we just arrived at LAX three hours late and stuck on the runway. I heard the Spirit workers at the desk in DFW say that we were waiting on a crew. I am extremely disappointed in Spirit.

You get what you pay for, but those tickets weren't cheap, so I expected better, but Spirit is just one of those airlines.

My flight was cancelled an hour before take off time.

Cancelled the return flight moments before boarding, horrible customer service in assisting with any rebooking. Never again will I fly Spirit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

There was no easy way to check in. I don't want to install an app to checkin. I will use alaska from now on because they have a web check in method that is easy.

The crew was ghetto lol I felt like I was on an inner city field trip

Horrible! The short distance flight ended up taking 5 hrs! There was a 3 hr delay for the flight to take off and there was a 70 min wait on the tarmac for some bogus reason that the pilot said the gate he was supposed to board was taken up. After a 30 min wait he said the plane that was supposed to push out of the gate called a medical emergency and 40 min later he ended up boarding another gate. For the initial 3 hr delay there was no information/alert about the gate or delay in the app or the boards up until the boarding time and even beyond! Had to walk all the way to the end of the terminal to find the frontier staff to ask what was going on. Avoid this airline at all costs! If you have carryon bags or checked bags , their prices come equivalent to the prices of more reliable airlines. They are the worst in timeliness at 60% (reported as delayed) this year (check the data) by a high margin even compared to the second worst airline. If you are ok with having a miserable flight experience with the odds close to flip of a coin, feel free to try them. If you value your time , money and flying experience, stay away.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

Delayed for two hours due to trivial issues. No reimbursment. Also on arrival further delay due to terminal malfunction.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Allowed me to chose my seat without extra charge (I purchased full-price ticket) and boarding was in group1. Didn't even serve water.

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.
12/18Wed
nonstopFrontier
2h 17mDFW-MDW
$36
2/22Sat
nonstopFrontier
2h 21mDFW-MDW
$37
2/15Sat
nonstopFrontier
2h 21mDFW-MDW
$38
12/17Tue
nonstopFrontier
2h 17mDFW-MDW
$39
12/5Thu
nonstopFrontier
2h 16mDFW-MDW
$40
12/19Thu
1 stopDelta
4h 58mDFW-MDW
$108
11/27Wed
1 stopDelta
5h 26mDFW-MDW
$178
11/27Wed
2 stops
20h 01mDFW-MDW
$230
11/27Wed
2 stops
20h 01mDFW-MDW
$263
12/2Mon
1 stopVolaris
11h 45mDFW-MDW
$343

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Last minute flights from Dallas/Fort Worth 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.
11/26Tue
nonstopFrontier
2h 24mDFW-MDW
12/2Mon
nonstopFrontier
2h 47mMDW-DFW
$171
11/26Tue
nonstopFrontier
2h 21mDFW-MDW
11/29Fri
nonstopFrontier
2h 53mMDW-DFW
$191
11/26Tue
nonstopFrontier
2h 21mDFW-MDW
12/2Mon
nonstopFrontier
2h 47mMDW-DFW
$193
11/26Tue
nonstopFrontier
2h 24mDFW-MDW
11/27Wed
nonstopFrontier
2h 42mMDW-DFW
$196
11/26Tue
nonstopFrontier
2h 24mDFW-MDW
11/28Thu
nonstopFrontier
2h 47mMDW-DFW
$200
11/26Tue
multi-stopDelta
7h 44mDFW-MDW
11/28Thu
multi-stopDelta
5h 00mMDW-DFW
$356
11/25Mon
multi-stopDelta
5h 50mDFW-MDW
11/27Wed
multi-stopDelta
5h 32mMDW-DFW
$557
11/26Tue
multi-stop
24h 31mDFW-MDW
11/29Fri
multi-stop
20h 37mMDW-DFW
$922
11/25Mon
multi-stopVolaris
11h 45mDFW-MDW
11/28Thu
multi-stopVolaris
22h 18mMDW-DFW
$972
11/26Tue
multi-stop
27h 15mDFW-MDW
11/29Fri
multi-stop
20h 37mMDW-DFW
$973

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

Information on your arrival and departure airports

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