DFW - MDW

$57 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 6/24. 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

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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Cheap Flights from Dallas/Fort Worth to Midway

 
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.

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Dallas/Fort Worth to Midway.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Frontier Logo
2:40 pm - 5:07 pmDFW-MDW
2h 27mnonstop
Frontier Logo
8:00 am - 10:29 amMDW-DFW
2h 29mnonstop
$113Frontier
Find Deal
Tue, Jun 17 - Sat, Jun 21
Frontier Logo
2:40 pm - 5:07 pmDFW-MDW
2h 27mnonstop
Frontier Logo
8:00 am - 10:29 amMDW-DFW
2h 29mnonstop
$114Frontier
Find Deal
Tue, Jun 17 - Sat, Jun 21
Frontier Logo
2:40 pm - 5:07 pmDFW-MDW
2h 27mnonstop
Frontier Logo
8:00 am - 10:29 amMDW-DFW
2h 29mnonstop
$116Frontier
Find Deal
Tue, Jun 17 - Sat, Jun 21
Frontier Logo
2:40 pm - 5:03 pmDFW-MDW
2h 23mnonstop
Frontier Logo
6:02 pm - 8:39 pmMDW-DFW
2h 37mnonstop
$117Frontier
Find Deal
Wed, Jul 9 - Wed, Jul 16
Frontier Logo
2:40 pm - 5:07 pmDFW-MDW
2h 27mnonstop
Frontier Logo
6:02 pm - 8:39 pmMDW-DFW
2h 37mnonstop
$119Frontier
Find Deal
Tue, Jul 1 - Tue, Jul 8
Frontier Logo
6:12 pm - 8:33 pmDFW-MDW
2h 21mnonstop
Frontier Logo
2:45 pm - 5:17 pmMDW-DFW
2h 32mnonstop
$122Frontier
Find Deal
Mon, May 12 - Thu, May 15
Frontier Logo
11:06 am - 1:29 pmDFW-MDW
2h 23mnonstop
Frontier Logo
6:02 pm - 8:39 pmMDW-DFW
2h 37mnonstop
$123Frontier
Find Deal
Sun, Aug 3 - Wed, Aug 6
Frontier Logo
11:25 am - 1:48 pmDFW-MDW
2h 23mnonstop
Frontier Logo
6:02 pm - 8:39 pmMDW-DFW
2h 37mnonstop
$125Frontier
Find Deal
Sat, Jun 28 - Tue, Jul 15
Delta Logo
4:25 pm - 9:45 pmDFW-MDW
5h 20m1 stop
Delta Logo
6:00 am - 12:15 pmMDW-DFW
6h 15m1 stop
$199Delta
Find Deal
Tue, Jul 1 - Sat, Jul 5
Delta Logo
5:40 am - 11:53 amDFW-MDW
6h 13m1 stop
Delta Logo
6:00 am - 12:42 pmMDW-DFW
6h 42m1 stop
$207Delta
Find Deal
Wed, May 21 - Wed, May 28

Expert advice for your flight from Dallas/Fort Worth to Midway

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
DFW

Use the airport’s app to find security checkpoints with the shortest wait times, saving you time before your flight.

Read more about DFWby Ramsey Qubein
MDW

Take the CTA Orange Line from MDW to downtown Chicago in about 25-30 minutes, avoiding traffic delays.

Read more about MDWby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on DFW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

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 Sunday. On your return trip to Dallas/Fort Worth Airport, you should consider flying back on a Saturday, and avoid Mondays 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 September, where tickets cost $145 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $228 and $201 respectively.

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. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low season

January

High season

July

Cheapest flight

$57
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 5% 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 $57 for a one-way ticket and $113 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, Alaska Airlines, 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, Thursday, Friday, Saturday, and Sunday.

  • 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 $163 and an overall rating of 5.9.

  • 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 $78 or less one-way and $137 or less round-trip.

Prefer to fly direct 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.

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
See more direct flights

Top 3 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.
8.0
SouthwestOverall score based on 4287 reviews
8.2Boarding
8.6Crew
7.1Food
8.0Comfort
7.6Entertainment
Airline reviews

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

8.0 ExcellentJonathan, Apr 2025AUS - MSY
Read more Southwest reviews

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

Plz don't take away free bags and free seating

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Fine, but how to board on SW versus othrr airlines, is just lame. Goood staff though and all was solid otherwise.

The last 30 min or so, they put the heat on full. We thought we were being basted.

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 plane wasn’t full, so we got the best seats

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Landing in terminal 2, but my luggage is terminal 3. We (and others) were looking for it in terminal 1. We probably missed the crew broadcast, but the communication could have been clearer for non native (or elderly) passengers.

I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

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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