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MDW - DAL

$88 Find cheap flights from Chicago Midway Airport to Dallas Love Field

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Love Field departing on 9/21. 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
sáb. 6/29
sáb. 7/6

Search hundreds of travel sites at once for deals on flights to Dallas Love Field

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Dallas, 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 Chicago to Dallas, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

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Cheap flight deals from Midway to Love Field (MDW-DAL)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Love Field 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 and deals for you by selecting your travel dates.
Choose your dates
10:28 am - 5:14 pmMDW-DAL
6h 46m1 stop
6:00 am - 11:44 amDAL-MDW
5h 44m1 stop
$178Delta
Find Deal
mar., ago. 13 - sáb., ago. 17
11:00 am - 1:15 pmMDW-DAL
2h 15mnonstop
10:20 pm - 12:30 amDAL-MDW
2h 10mnonstop
$271Southwest
Find Deal
jue., jun. 13 - jue., jun. 13
11:00 am - 1:15 pmMDW-DAL
2h 15mnonstop
10:20 pm - 12:30 amDAL-MDW
2h 10mnonstop
$276Southwest
Find Deal
jue., jun. 13 - vie., jun. 14
11:10 am - 2:40 pmMDW-DAL
3h 30m1 stop
10:20 pm - 12:30 amDAL-MDW
2h 10mnonstop
$281Southwest
Find Deal
jue., jun. 13 - jue., jun. 13
5:40 am - 7:55 amMDW-DAL
2h 15mnonstop
6:00 am - 8:15 amDAL-MDW
2h 15mnonstop
$285Southwest
Find Deal
lun., jun. 10 - mié., jun. 12
6:05 am - 12:05 pmMDW-DAL
6h 00m2 stops
10:20 pm - 12:30 amDAL-MDW
2h 10mnonstop
$290Southwest
Find Deal
jue., jun. 13 - jue., jun. 13
10:35 am - 2:50 pmMDW-DAL
4h 15m1 stop
6:00 am - 8:15 amDAL-MDW
2h 15mnonstop
$294Southwest
Find Deal
lun., jun. 10 - mié., jun. 12
5:40 am - 7:55 amMDW-DAL
2h 15mnonstop
3:45 pm - 10:55 pmDAL-MDW
7h 10m2 stops
$304Southwest
Find Deal
lun., jun. 10 - mié., jun. 12
12:45 pm - 5:48 pmMDW-DAL
5h 03m1 stop
6:00 am - 11:55 amDAL-MDW
5h 55m1 stop
$306Delta
Find Deal
sáb., jun. 15 - dom., jun. 16
6:05 am - 12:05 pmMDW-DAL
6h 00m2 stops
8:00 pm - 12:30 amDAL-MDW
4h 30m1 stop
$309Southwest
Find Deal
jue., jun. 13 - jue., jun. 13

Flights from Midway to Love Field - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Love Field 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 Chicago Midway Airport to Dallas Love Field?

The average price of all flights from Chicago Midway Airport to Dallas Love Field Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago Midway Airport to Dallas Love Field, look for departures on Sundays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Dallas Love Field, Saturday is the cheapest day to fly and Friday is the most expensive.

What is the cheapest month to fly from Chicago Midway Airport to Dallas Love Field Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Dallas Love Field 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 Chicago Midway Airport to Dallas Love Field Airport is August, where tickets cost $196 on average. On the other hand, the most expensive months are July and April, where the average cost of tickets is $420 and $307 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Dallas Love Field Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Dallas Love Field 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 Chicago Midway Airport to Dallas Love Field Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 54 days before departure.

Which airlines provide the cheapest flights from Chicago Midway Airport to Dallas Love Field?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Chicago Midway Airport to Dallas Love Field were found on Delta ($178) and Southwest ($271). Delta proposed the cheapest one-way flight at $88.

How many flights are there between Chicago Midway Airport and Dallas Love Field Airport per day?

Each day, there are between 5 and 7 nonstop flights that take off from Chicago Midway Airport and land in Dallas Love Field Airport, with an average flight time of 2h 14m. The most common departure time is 8:00 pm and most flights take off in the morning. Each week, there are 46 flights. The most frequent day of departure is Wednesday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago Midway Airport and Dallas Love Field Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago Midway Airport to Dallas Love Field take?

Nonstop flights from Chicago Midway Airport generally make it to Dallas Love Field in 2h 15m. The flying distance between the two cities is 793 miles.

What’s the earliest departure time from Chicago Midway Airport to Dallas Love Field?

Early birds can take the earliest flight from Chicago Midway Airport at 5:35 am and will be landing in Dallas Love Field Airport at 7:50 am.

What’s the latest departure time from Chicago Midway Airport to Dallas Love Field?

If you prefer to fly at night, the latest flight from Chicago Midway Airport to Dallas Love Field Airport jets off at 9:10 pm and lands at 11:20 pm.

Good to know

Low season

December

High season

July

Cheapest flight

$88
Best time to beat the crowds with an average 64% drop in price.
Most popular time to fly with an average 59% increase in price.
Flight from Chicago Midway Airport to Dallas Love Field

When to book flights from Midway to Love Field

Are your dates flexible? Find out the best times to travel from Midway to Love Field 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 Chicago Midway Airport to Dallas Love Field flights

  • What is the cheapest flight from Chicago Midway Airport to Dallas Love Field Airport?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Dallas Love Field Airport was $88 for a one-way ticket and $178 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Dallas Love Field?

    No, a passport isn't needed to fly from Chicago Midway Airport to Dallas Love Field. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago Midway Airport to Dallas Love Field?

    On your way to Dallas Love Field, you’ll fly out from Chicago Midway. You’ll be landing at Dallas Love Field.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Dallas Love Field?

    Only American Airlines offers inflight Wi-Fi service on the Chicago Midway Airport to Dallas Love Field flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Dallas Love Field?

    The Boeing 737-700 Passenger/BBJ1 (winglets) is the aircraft model that flies most regularly on the Chicago Midway Airport to Dallas Love Field flight route.

  • On which days can I fly direct from Chicago Midway Airport to Dallas Love Field?

    There are nonstop flights from Chicago Midway Airport to Dallas Love Field on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Dallas Love Field?

    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 Chicago Midway Airport to Dallas Love Field.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Dallas Love Field?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Dallas Love Field from Chicago Midway 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 Chicago Midway Airport to Dallas Love Field?

    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 Dallas Love Field with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and DAL 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 Chicago Midway Airport to Dallas Love Field?

    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 Dallas Love Field from Chicago Midway 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 Chicago Midway Airport to Dallas Love Field Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $185 or less one-way.

Prefer to fly non-stop from Chicago Midway Airport to Dallas Love Field?

Find which airlines fly direct from Midway to Love Field, which days they fly and book direct flights.

Nonstop departures

Chicago Midway to Dallas Love Field

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

Dallas Love Field to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top airlines flying from Midway to Love Field

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Dallas. 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 Midway to Love Field? 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
DeltaOverall score based on 10457 reviews
8.2Boarding
7.9Comfort
8.6Crew
7.4Food
8.0Entertainment
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Book cheap flights from Chicago to Dallas

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Dallas found on KAYAK in the last 72 hours.
9/21sáb.
1 stopDelta
5h 26mMDW-DAL
$88
9/19jue.
1 stopDelta
4h 51mMDW-DAL
$99
6/24lun.
nonstopSouthwest
2h 15mMDW-DAL
$129
6/27jue.
nonstopSouthwest
2h 15mMDW-DAL
$139
6/24lun.
1 stopSouthwest
6h 20mMDW-DAL
$147
9/14sáb.
1 stopDelta
5h 26mMDW-DAL
$149
6/24lun.
2 stopsSouthwest
7h 25mMDW-DAL
$152
6/27jue.
1 stopSouthwest
3h 30mMDW-DAL
$168
9/20vie.
1 stopDelta
7h 31mMDW-DAL
$169
6/27jue.
2 stopsSouthwest
6h 00mMDW-DAL
$178

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Last minute flights from Midway to Love Field

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 Chicago to Dallas that are departing in the next 10 days.
6/3lun.
nonstopSouthwest
2h 20mMDW-DAL
6/6jue.
nonstopSouthwest
2h 10mDAL-MDW
$411
6/3lun.
multi-stopSouthwest
4h 10mMDW-DAL
6/6jue.
nonstopSouthwest
2h 10mDAL-MDW
$416
6/3lun.
multi-stopSouthwest
4h 10mMDW-DAL
6/6jue.
multi-stopSouthwest
7h 00mDAL-MDW
$425
6/2dom.
nonstopSouthwest
2h 15mMDW-DAL
6/3lun.
nonstopSouthwest
2h 10mDAL-MDW
$519
6/2dom.
multi-stopSouthwest
4h 15mMDW-DAL
6/3lun.
nonstopSouthwest
2h 10mDAL-MDW
$524
6/2dom.
multi-stopSouthwest
4h 15mMDW-DAL
6/3lun.
multi-stopSouthwest
3h 35mDAL-MDW
$528
5/31vie.
multi-stopDelta
5h 20mMDW-DAL
6/3lun.
multi-stopDelta
6h 10mDAL-MDW
$616
5/31vie.
multi-stopDelta
4h 52mMDW-DAL
6/5mié.
multi-stopDelta
7h 50mDAL-MDW
$694
5/31vie.
multi-stopDelta
6h 16mMDW-DAL
6/3lun.
multi-stopDelta
4h 37mDAL-MDW
$697
5/31vie.
multi-stopDelta
4h 54mMDW-DAL
6/2dom.
multi-stopDelta
5h 52mDAL-MDW
$716

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Chicago Midway Airport - Dallas Love Field Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Dallas Love Field (DAL)United States

Return flight deals:

Dallas Love Field - Chicago Midway Airport

Cabin classes:

$301