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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 7/2. 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
Fri 7/12
Fri 7/19

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 44,148,666 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
6:00 am - 8:20 amMDW-DAL
2h 20mnonstop
8:55 pm - 11:05 pmDAL-MDW
2h 10mnonstop
$242Southwest
Find Deal
Tue, Jul 16 - Wed, Jul 17
6:00 am - 8:20 amMDW-DAL
2h 20mnonstop
9:25 am - 2:20 pmDAL-MDW
4h 55m1 stop
$246Southwest
Find Deal
Tue, Jul 16 - Wed, Jul 17
6:00 am - 8:20 amMDW-DAL
2h 20mnonstop
3:45 pm - 10:55 pmDAL-MDW
7h 10m2 stops
$256Southwest
Find Deal
Tue, Jul 16 - Wed, Jul 17
6:00 am - 11:26 amMDW-DAL
5h 26m1 stop
4:54 pm - 9:46 pmDAL-MDW
4h 52m1 stop
$258Delta
Find Deal
Tue, Jun 25 - Thu, Jul 4
8:15 pm - 10:25 pmMDW-DAL
2h 10mnonstop
10:20 pm - 12:30 amDAL-MDW
2h 10mnonstop
$299Southwest
Find Deal
Mon, Jun 24 - Thu, Jun 27
8:15 pm - 10:25 pmMDW-DAL
2h 10mnonstop
6:55 am - 11:10 amDAL-MDW
4h 15m1 stop
$308Southwest
Find Deal
Mon, Jun 24 - Thu, Jun 27
6:05 am - 12:05 pmMDW-DAL
6h 00m2 stops
10:20 pm - 12:30 amDAL-MDW
2h 10mnonstop
$313Southwest
Find Deal
Mon, Jun 24 - Thu, Jun 27
6:05 am - 1:35 pmMDW-DAL
7h 30m2 stops
8:15 pm - 1:25 amDAL-MDW
5h 10m1 stop
$322Southwest
Find Deal
Mon, Jun 24 - Thu, Jun 27
6:00 am - 11:10 amMDW-DAL
5h 10m1 stop
3:33 pm - 9:46 pmDAL-MDW
6h 13m1 stop
$338Delta
Find Deal
Sat, Aug 3 - Wed, Aug 7
11:10 am - 2:30 pmMDW-DAL
3h 20m1 stop
5:00 pm - 12:30 amDAL-MDW
7h 30m2 stops
$339Southwest
Find Deal
Tue, Jul 16 - Wed, Jul 17

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 Wednesday, 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.

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

Each day, there are between 5 and 13 nonstop flights that take off from Chicago Midway Airport and land in Dallas Love Field Airport, with an average flight time of 2h 13m. The most common departure time is 3:00 pm and most flights take off in the morning. Each week, there are 67 flights. The most frequent day of departure is Monday, when 19% 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 10m. 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 $242 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 10000 reviews
7.9Comfort
8.2Boarding
8.6Crew
7.4Food
8.0Entertainment
Airline reviews

It was very cold because the air conditioner was on high power, and my son got sick.

4.0 OkayAnonymous, Jun 2024ORD - SEA
Read more about Delta reviews

It was very cold because the air conditioner was on high power, and my son got sick.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

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.
7/2Tue
1 stopDelta
7h 47mMDW-DAL
$88
6/25Tue
1 stopDelta
5h 26mMDW-DAL
$124
6/22Sat
1 stopDelta
5h 26mMDW-DAL
$154
6/18Tue
1 stopDelta
5h 07mMDW-DAL
$168
7/9Tue
1 stopDelta
8h 02mMDW-DAL
$169
6/21Fri
1 stopDelta
5h 07mMDW-DAL
$178
7/1Mon
1 stopDelta
6h 34mMDW-DAL
$179
6/19Wed
1 stopDelta
8h 11mMDW-DAL
$188
7/18Thu
1 stopDelta
5h 10mMDW-DAL
$218
6/27Thu
1 stopDelta
7h 47mMDW-DAL
$230

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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.
6/17Mon
multi-stopDelta
5h 07mMDW-DAL
6/18Tue
multi-stopDelta
5h 55mDAL-MDW
$478
6/16Sun
multi-stopDelta
7h 47mMDW-DAL
6/25Tue
multi-stopDelta
7h 09mDAL-MDW
$574
6/15Sat
multi-stopDelta
5h 03mMDW-DAL
6/17Mon
multi-stopDelta
5h 08mDAL-MDW
$636
6/13Thu
multi-stopDelta
5h 07mMDW-DAL
6/26Wed
multi-stopDelta
7h 09mDAL-MDW
$668
6/13Thu
multi-stopDelta
5h 07mMDW-DAL
6/20Thu
multi-stopDelta
5h 55mDAL-MDW
$712
6/13Thu
multi-stopDelta
7h 47mMDW-DAL
6/15Sat
multi-stopDelta
5h 55mDAL-MDW
$717
6/14Fri
multi-stopDelta
5h 07mMDW-DAL
6/20Thu
multi-stopDelta
7h 35mDAL-MDW
$732
6/13Thu
multi-stopDelta
7h 47mMDW-DAL
6/16Sun
multi-stopDelta
7h 26mDAL-MDW
$736
6/16Sun
multi-stopDelta
5h 26mMDW-DAL
6/23Sun
multi-stopDelta
7h 26mDAL-MDW
$792
6/14Fri
multi-stopDelta
5h 07mMDW-DAL
6/25Tue
multi-stopDelta
7h 09mDAL-MDW
$874

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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:

$377