$72+ Cheap flights from Midway (MDW) to Love Field (DAL)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DAL
Mar 29 — Apr 51
1 adult, Economy
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Find cheap flights from Midway to Love Field with Cheapflights
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Cheapest flights from Midway to Love FieldExplore the most affordable flight options available from Midway to Love Field. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 27, 2026.
Explore the most affordable flight options available from Midway to Love Field. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 27, 2026.
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:45 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Wed 4/296:15 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/23![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/88:45 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Wed 4/157:35 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/23![Southwest logo]()
$147
This Southwest deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:45 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Wed 5/67:35 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/25![Southwest logo]()
$150
This Southwest deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/78:45 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Wed 4/87:35 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/25![Southwest logo]()
$155
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:15 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Mon 4/139:45 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/24![Southwest logo]()
$161
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:45 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Thu 4/239:45 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/24![Southwest logo]()
$162
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:00 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Tue 4/147:35 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/23![Southwest logo]()
$163
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/318:35 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Tue 4/76:15 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/26![Southwest logo]()
$164
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/78:45 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Thu 4/99:45 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/26![Southwest logo]()
$165
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:10 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Sun 5/36:00 am
DAL
- MDW
Nonstop2h 15m
Southwest
Deal found 2/23![Southwest logo]()
$171
Best flights from Midway to Love FieldDiscover carefully curated flight deals from Midway to Love Field that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 27, 2026.
Discover carefully curated flight deals from Midway to Love Field that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 27, 2026.
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:30 am
MDW
- DAL
Nonstop2h 25m
Southwest
Wed 5/276:15 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/23![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/37:00 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Sat 4/1112:05 pm
DAL
- MDW
Nonstop2h 15m
Southwest
Deal found 2/24![Southwest logo]()
$265
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/810:10 am
MDW
- DAL
2 stops5h 35m
Southwest
Wed 4/156:40 am
DAL
- MDW
1 stop4h 05m
Southwest
Deal found 2/23![Southwest logo]()
$279
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/145:40 pm
MDW
- DAL
1 stop5h 50m
Southwest
Thu 3/197:50 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/26![Southwest logo]()
$291
This Southwest deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1012:45 pm
MDW
- DAL
1 stop5h 10m
Southwest
Mon 4/137:45 pm
DAL
- MDW
1 stop4h 10m
Southwest
Deal found 2/25![Southwest logo]()
$298
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/175:35 pm
MDW
- DAL
1 stop5h 05m
Southwest
Sun 3/227:10 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/24![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1811:00 am
MDW
- DAL
1 stop4h 00m
Southwest
Sun 3/227:10 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/23![Southwest logo]()
$305
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:05 am
MDW
- DAL
Nonstop2h 30m
Southwest
Tue 3/106:00 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/23![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:05 am
MDW
- DAL
Nonstop2h 30m
Southwest
Tue 3/107:10 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/23![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:55 am
MDW
- DAL
Nonstop2h 35m
Southwest
Sat 3/79:50 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/24![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:00 am
MDW
- DAL
Nonstop2h 35m
Southwest
Sat 3/147:30 am
DAL
- MDW
1 stop4h 20m
Southwest
Deal found 2/25![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:55 pm
MDW
- DAL
1 stop4h 55m
Southwest
Sun 4/266:00 am
DAL
- MDW
2 stops7h 05m
Southwest
Deal found 2/24![Southwest logo]()
$344
Last-minute flights from Midway to Love FieldDiscover last-minute flight deals from Midway to Love Field. Data last updated February 27, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Love Field. Data last updated February 27, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/108:35 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Tue 4/77:35 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/24![Southwest logo]()
$203
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:00 am
MDW
- DAL
Nonstop2h 35m
Southwest
Tue 3/176:00 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/23![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:25 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Wed 4/87:35 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/25![Southwest logo]()
$212
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:00 am
MDW
- DAL
Nonstop2h 35m
Southwest
Tue 3/1710:00 pm
DAL
- MDW
Nonstop2h 05m
Southwest
Deal found 2/23![Southwest logo]()
$186
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:35 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Wed 4/157:35 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/26![Southwest logo]()
$173
This Southwest deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:35 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Tue 3/316:00 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/27![Southwest logo]()
$179
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:35 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Sat 3/286:00 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/24![Southwest logo]()
$204
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:35 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Mon 3/306:00 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/24![Southwest logo]()
$208
This Southwest deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:00 am
MDW
- DAL
Nonstop2h 35m
Southwest
Wed 4/110:00 pm
DAL
- MDW
Nonstop2h 05m
Southwest
Deal found 2/25![Southwest logo]()
$214
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/318:35 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Tue 4/76:15 am
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/26![Southwest logo]()
$164
One-way flights from Midway to Love FieldSearch for one-way flight options from Midway to Love Field. Find affordable one-way fares based on user searches. Data last updated February 27, 2026.
Search for one-way flight options from Midway to Love Field. Find affordable one-way fares based on user searches. Data last updated February 27, 2026.
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/78:45 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$72
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:45 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$73
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:30 am
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$75
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:45 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$78
This Southwest deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/145:30 am
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 2/27![Southwest logo]()
$79
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:45 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 2/26![Southwest logo]()
$84
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1712:47 pm
MDW
- DAL
1 stop5h 07m
Delta
Deal found 2/23![Delta logo]()
$88
This Delta deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1410:41 am
MDW
- DAL
1 stop7h 09m
Delta
Deal found 2/24![Delta logo]()
$89
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:30 am
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$90
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:35 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Deal found 2/23![Southwest logo]()
$91
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:55 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$93
Find flight deals from Midway to Love Field
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Love Field (DAL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $144 (Southwest) |
One-way from | $72 (Southwest) |
Popular in | March |
Cheapest in | April |
Average price | $338 |
Good round-trip deal | $239 or less |
Good one-way deal | $152 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Love Field that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 27, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Dallas Love Field Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
ChicagoDallas
MDW - DAL
MDWDAL
Chicago Midway
Wed 5/20
5:30 am-7:55 am
Nonstop2h 25m
Dallas Love Field
Wed 5/27
6:15 am-8:25 am
Nonstop2h 10m
$252
ChicagoDallas
MDW - DAL
MDWDAL
Chicago Midway
Fri 4/3
7:00 pm-9:30 pm
Nonstop2h 30m
Dallas Love Field
Sat 4/11
12:05 pm-2:20 pm
Nonstop2h 15m
$265
ChicagoDallas
MDW - DAL
MDWDAL
Chicago Midway
Wed 4/8
10:10 am-3:45 pm
2 stops5h 35m
Dallas Love Field
Wed 4/15
6:40 am-10:45 am
1 stop4h 05m
$279
ChicagoDallas
MDW - DAL
MDWDAL
Chicago Midway
Sat 3/14
5:40 pm-11:30 pm
1 stop5h 50m
Dallas Love Field
Thu 3/19
7:50 pm-10:00 pm
Nonstop2h 10m
$291
ChicagoDallas
MDW - DAL
MDWDAL
Chicago Midway
Fri 4/10
12:45 pm-5:55 pm
1 stop5h 10m
Dallas Love Field
Mon 4/13
7:45 pm-11:55 pm
1 stop4h 10m
$298
ChicagoDallas
MDW - DAL
MDWDAL
Chicago Midway
Tue 3/17
5:35 pm-10:40 pm
1 stop5h 05m
Dallas Love Field
Sun 3/22
7:10 am-9:20 am
Nonstop2h 10m
$301
ChicagoDallas
MDW - DAL
MDWDAL
Chicago Midway
Wed 3/18
11:00 am-3:00 pm
1 stop4h 00m
Dallas Love Field
Sun 3/22
7:10 am-9:20 am
Nonstop2h 10m
$305
ChicagoDallas
MDW - DAL
MDWDAL
Chicago Midway
Fri 3/6
5:05 am-7:35 am
Nonstop2h 30m
Dallas Love Field
Tue 3/10
6:00 am-8:10 am
Nonstop2h 10m
$312
ChicagoDallas
MDW - DAL
MDWDAL
Chicago Midway
Thu 3/5
5:05 am-7:35 am
Nonstop2h 30m
Dallas Love Field
Tue 3/10
7:10 pm-9:20 pm
Nonstop2h 10m
$312
ChicagoDallas
MDW - DAL
MDWDAL
Chicago Midway
Tue 3/3
5:55 am-8:30 am
Nonstop2h 35m
Dallas Love Field
Sat 3/7
9:50 am-12:00 pm
Nonstop2h 10m
$327
Showing 1-10 of 24 resultsSorted by cheapest first
Compare providers for flights from Midway to Love Field
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Love Field in February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Dallas Love Field Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Dallas Love Field Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Dallas Love Field Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Dallas Love Field Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Dallas Love Field Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Love Field
Have a flexible travel schedule? Discover the best time to fly to Love Field from Midway with our price prediction graph.
MDW-DAL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Dallas Love Field Airport
What is the cheapest month to book a flight from Chicago Midway Airport to Dallas Love Field Airport?
Currently, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Dallas Love Field Airport (average of $86). Flying from Chicago Midway Airport to Dallas Love Field Airport in November is currently the most expensive (average of $188). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to DAL?
Find hourly flight availability from Midway to Love Field. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 27, 2026.
It’s optimal to fly from Chicago Midway Airport to Dallas Love Field Airport in the evening. By choosing this option you can save up to 28% on the cost of your flight, compared to a flight in the afternoon.
What is the cheapest day to fly from Chicago Midway Airport to Dallas Love Field Airport?
Use this chart to determine the cheapest time to fly round-trip from Midway to Love Field. Price data was last updated on February 21, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Dallas Love Field Airport flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Love Field
Get insights into the airlines that provide service to Love Field. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Love Field. Reviews last updated February 27, 2026.
Peruse reviews from past customers who have flown with Southwest and Frontier from Chicago Midway Airport to Dallas Love Field Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Love Field. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Other flights to Love Field
Explore flights to Love Field departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 27, 2026.
Midway and Love Field flights
Browse other Midway and Love Field flight options. Last updated on February 27, 2026.
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Top 2 airlines flying from Midway to Love Field
Discover the top 2 airlines that operate flights from Midway to Love Field. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$86 | Average$262 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$147 | Average$288 | FlexibilityNo cancel fee | On-time63% |