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MDW - DAL

Find cheap flights from Chicago Midway Airport to Dallas Love Field from $109

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 6/25. 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
lø. 5/25
lø. 6/1

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 45,119,101 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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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
10:11 am - 4:37 pmMDW-DAL
6h 26m1 stop
10:25 am - 5:59 pmDAL-MDW
7h 34m1 stop
$218Delta
Find Deal
lø., jul. 13 - ti., jul. 16
8:25 am - 10:45 amMDW-DAL
2h 20mnonstop
6:05 am - 8:15 amDAL-MDW
2h 10mnonstop
$275Southwest
Find Deal
on., mai 1 - to., mai 2
12:42 pm - 5:34 pmMDW-DAL
4h 52m1 stop
4:30 pm - 10:01 pmDAL-MDW
5h 31m1 stop
$283Delta
Find Deal
ti., mai 7 - lø., mai 11
8:25 am - 10:45 amMDW-DAL
2h 20mnonstop
11:35 am - 3:45 pmDAL-MDW
4h 10m1 stop
$284Southwest
Find Deal
on., mai 1 - to., mai 2
5:00 pm - 11:50 pmMDW-DAL
6h 50m1 stop
6:00 am - 11:55 amDAL-MDW
5h 55m1 stop
$293Delta
Find Deal
ti., apr. 30 - on., mai 1
6:49 pm - 11:56 pmMDW-DAL
5h 07m1 stop
7:29 am - 2:55 pmDAL-MDW
7h 26m1 stop
$298Delta
Find Deal
ma., jun. 24 - sø., jun. 30
6:00 am - 2:00 pmMDW-DAL
8h 00m1 stop
10:20 am - 5:59 pmDAL-MDW
7h 39m1 stop
$312Delta
Find Deal
on., jul. 10 - to., aug. 15
7:00 am - 9:25 amMDW-DAL
2h 25mnonstop
4:30 pm - 6:40 pmDAL-MDW
2h 10mnonstop
$324Southwest
Find Deal
ma., apr. 29 - on., mai 1
9:45 am - 1:55 pmMDW-DAL
4h 10m1 stop
6:50 am - 9:00 amDAL-MDW
2h 10mnonstop
$328Southwest
Find Deal
ma., apr. 29 - on., mai 1
9:45 am - 1:55 pmMDW-DAL
4h 10m1 stop
11:55 am - 3:45 pmDAL-MDW
3h 50m1 stop
$337Southwest
Find Deal
ma., apr. 29 - on., mai 1

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, Wednesday 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 January, where tickets cost $137 on average. On the other hand, the most expensive months are May and July, where the average cost of tickets is $453 and $434 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 3 days before departure. For the absolute cheapest price, our data suggests you should book 47 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 ($218) and Southwest ($275). Delta proposed the cheapest one-way flight at $109.

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

Each day, there are between 5 and 9 nonstop flights that take off from Chicago Midway Airport and land in Dallas Love Field Airport, with an average flight time of 2h 17m. The most common departure time is 1:00 pm and most flights take off in the morning. Each week, there are 46 flights. The most frequent day of departure is Sunday, when 20% 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.

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 6:15 am and will be landing in Dallas Love Field Airport at 8:35 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 8:45 pm and lands at 11:00 pm.

Good to know

Low season

January

High season

July

Cheapest flight

$109
Best time to beat the crowds with an average 62% drop in price.
Most popular time to fly with an average 56% 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 $109 for a one-way ticket and $218 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 MAX 8 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

Top tips for finding a cheap flight from MDW to Dallas Love Field

  • 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 10975 reviews
7.9comfort
7.4food
8.2boarding
8.0entertainment
8.6crew
Airline reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

6.0 GoodDan, Apr 2024LGA - DEN
Read more about Delta reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

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.
6/25ti.
1 stopDelta
8h 05mMDW-DAL
$109
5/1on.
1 stopDelta
5h 15mMDW-DAL
$124
6/26on.
1 stopDelta
7h 47mMDW-DAL
$129
6/13to.
1 stopDelta
5h 26mMDW-DAL
$159
5/5sø.
nonstopSouthwest
2h 20mMDW-DAL
$160
6/24ma.
1 stopDelta
5h 07mMDW-DAL
$169
5/5sø.
1 stopSouthwest
4h 15mMDW-DAL
$200
6/27to.
1 stopDelta
5h 26mMDW-DAL
$213
5/6ma.
1 stopDelta
5h 01mMDW-DAL
$219
6/23sø.
1 stopDelta
7h 47mMDW-DAL
$256

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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.
4/30ti.
multi-stopDelta
6h 50mMDW-DAL
5/1on.
multi-stopDelta
5h 55mDAL-MDW
$293
4/27lø.
multi-stopDelta
7h 12mMDW-DAL
5/1on.
multi-stopDelta
5h 55mDAL-MDW
$314
4/29ma.
nonstopSouthwest
2h 25mMDW-DAL
5/1on.
nonstopSouthwest
2h 10mDAL-MDW
$324
4/29ma.
multi-stopSouthwest
4h 10mMDW-DAL
5/1on.
nonstopSouthwest
2h 10mDAL-MDW
$328
4/29ma.
multi-stopSouthwest
4h 10mMDW-DAL
5/1on.
multi-stopSouthwest
3h 50mDAL-MDW
$337
4/29ma.
multi-stopDelta
5h 03mMDW-DAL
4/30ti.
multi-stopDelta
5h 55mDAL-MDW
$340
4/29ma.
nonstopSouthwest
2h 20mMDW-DAL
5/2to.
nonstopSouthwest
2h 10mDAL-MDW
$350
4/29ma.
nonstopSouthwest
2h 20mMDW-DAL
5/2to.
multi-stopSouthwest
4h 10mDAL-MDW
$359
4/29ma.
multi-stopSouthwest
5h 45mMDW-DAL
5/2to.
multi-stopSouthwest
4h 15mDAL-MDW
$368
4/30ti.
multi-stopDelta
6h 50mMDW-DAL
5/2to.
multi-stopDelta
5h 55mDAL-MDW
$459

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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:

$354