$117+ Cheap flights from Midway (MDW) to Love Field (DAL)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DAL
Nov 11 — Nov 181
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Love Field with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago Midway to Dallas Love Field are usually found in December or January, booked 30 days in advance, depart on a Thursday or Friday and return on a Saturday
Cheap flight deals from Midway to Love Field
Cheapest
Best
Last-minute
One-way
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 October 12, 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 October 12, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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 11/113:10 pm -
Nonstop2h 25m
Wed 11/188:25 pm -
Nonstop2h 15m
Deal found 10/8![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 10/8. 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 10/276:00 am -
Nonstop2h 15m
Thu 10/2911:55 am -
Nonstop2h 15m
Deal found 10/8![Southwest logo]()
$234
This Southwest deal was found by Cheapflights users on 10/8. 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 10/297:15 am -
Nonstop2h 15m
Mon 11/210:55 pm -
Nonstop2h 10m
Deal found 10/8![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 10/7. 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 11/113:45 pm -
1 stop4h 15m
Tue 11/178:25 pm -
Nonstop2h 15m
Deal found 10/7![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 10/8. 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 11/510:15 am -
1 stop4h 15m
Thu 11/1210:55 pm -
Nonstop2h 15m
Deal found 10/8![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 10/7. 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 11/37:05 am -
Nonstop2h 30m
Tue 11/312:20 pm -
1 stop5h 00m
Deal found 10/7![Southwest logo]()
$243
This Southwest deal was found by Cheapflights users on 10/8. 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 11/710:20 am -
1 stop4h 50m
Mon 11/910:55 pm -
Nonstop2h 15m
Deal found 10/8![Southwest logo]()
$244
This Southwest deal was found by Cheapflights users on 10/8. 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 10/265:15 am -
Nonstop2h 15m
Thu 10/2911:55 am -
Nonstop2h 15m
Deal found 10/8![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 10/7. 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 11/113:45 pm -
1 stop4h 15m
Sat 11/146:40 am -
1 stop5h 30m
Deal found 10/7![Southwest logo]()
$248
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 October 12, 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 October 12, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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 10/299:20 pm -
Nonstop2h 10m
Mon 11/210:55 pm -
Nonstop2h 10m
Deal found 10/8![Southwest logo]()
$235
This Delta deal was found by Cheapflights users on 10/10. 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.
Sat 12/511:28 am -
1 stop6h 38m
Sun 12/63:54 pm -
1 stop7h 00m
Deal found 10/10![Delta logo]()
$355
This Southwest deal was found by Cheapflights users on 10/8. 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 10/317:25 am -
1 stop5h 35m
Thu 11/57:35 pm -
1 stop4h 35m
Deal found 10/8![Southwest logo]()
$254
This Southwest deal was found by Cheapflights users on 10/10. 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 12/56:00 am -
Nonstop2h 35m
Mon 12/75:40 pm -
Nonstop2h 15m
Deal found 10/10![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 10/7. 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 10/273:30 pm -
1 stop4h 00m
Fri 10/3011:00 am -
1 stop4h 05m
Deal found 10/7![Southwest logo]()
$283
This Southwest deal was found by Cheapflights users on 10/7. 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 12/235:25 pm -
1 stop4h 15m
Fri 1/112:10 pm -
1 stop3h 20m
Deal found 10/7![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 10/9. 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 11/167:05 am -
Nonstop2h 30m
Thu 11/197:15 am -
1 stop4h 50m
Deal found 10/9![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 10/11. 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 11/1210:15 am -
1 stop4h 15m
Mon 11/166:50 pm -
1 stop3h 55m
Deal found 10/11![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 10/11. 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 12/243:45 pm -
1 stop4h 10m
Thu 12/317:15 am -
1 stop4h 50m
Deal found 10/11![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 10/11. 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 11/183:45 pm -
1 stop4h 15m
Sun 11/2210:55 pm -
Nonstop2h 15m
Deal found 10/11![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 10/9. 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 11/1310:15 am -
1 stop4h 15m
Sun 11/1510:55 pm -
Nonstop2h 15m
Deal found 10/9![Southwest logo]()
$341
This Southwest deal was found by Cheapflights users on 10/8. 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 11/2610:20 am -
1 stop3h 40m
Mon 11/308:10 pm -
Nonstop2h 10m
Deal found 10/8![Southwest logo]()
$351
Last-minute flights from Midway to Love FieldDiscover last-minute flight deals from Midway to Love Field. Data last updated October 12, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Love Field. Data last updated October 12, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/9. 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 10/176:35 am -
Nonstop2h 15m
Sat 10/2410:50 am -
Nonstop2h 15m
Deal found 10/9![Southwest logo]()
$497
This Southwest deal was found by Cheapflights users on 10/9. 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 10/172:20 pm -
1 stop3h 55m
Wed 10/2112:15 pm -
1 stop4h 45m
Deal found 10/9![Southwest logo]()
$500
This Southwest deal was found by Cheapflights users on 10/8. 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.
Sun 10/185:00 am -
Nonstop2h 15m
Mon 10/2610:55 pm -
Nonstop2h 15m
Deal found 10/8![Southwest logo]()
$436
This Southwest deal was found by Cheapflights users on 10/8. 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.
Sun 10/185:00 am -
Nonstop2h 15m
Wed 10/218:05 pm -
Nonstop2h 15m
Deal found 10/8![Southwest logo]()
$506
This Southwest deal was found by Cheapflights users on 10/9. 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 10/206:00 am -
Nonstop2h 15m
Wed 10/212:50 pm -
1 stop4h 40m
Deal found 10/9![Southwest logo]()
$507
This Southwest deal was found by Cheapflights users on 10/8. 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 10/2112:00 pm -
Nonstop2h 15m
Mon 10/2610:55 pm -
Nonstop2h 15m
Deal found 10/8![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 10/8. 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 10/212:50 pm -
Nonstop2h 15m
Sat 10/246:20 pm -
Nonstop2h 20m
Deal found 10/8![Southwest logo]()
$485
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 October 12, 2026.
Search for one-way flight options from Midway to Love Field. Find affordable one-way fares based on user searches. Data last updated October 12, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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 12/56:00 am -
Nonstop2h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 10/8. 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 11/55:20 am -
Nonstop2h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$118
This Southwest deal was found by Cheapflights users on 10/8. 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 11/43:45 pm -
1 stop4h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$122
This Delta deal was found by Cheapflights users on 10/7. 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.
Sat 12/56:00 am -
1 stop8h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Delta logo]()
$127
This Southwest deal was found by Cheapflights users on 10/8. 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 11/912:50 pm -
1 stop4h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$128
This Southwest deal was found by Cheapflights users on 10/8. 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 10/265:15 am -
Nonstop2h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$129
This Southwest deal was found by Cheapflights users on 10/8. 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 12/127:40 am -
2 stops6h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$133
This Southwest deal was found by Cheapflights users on 10/9. 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 11/38:50 am -
Nonstop2h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Southwest logo]()
$139
This Delta deal was found by Cheapflights users on 10/7. 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.
Fri 12/46:00 am -
1 stop27h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Delta logo]()
$147
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 October 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $233 (Southwest) |
One-way from | $117 (Southwest) |
Popular in | October |
Cheapest in | December |
Average price | $527 |
Good round-trip deal | $450 or less |
Good one-way deal | $238 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 7,457,451 searches. Data last updated October 12, 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
Cheapest round-trip
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Wed 11/11
3:10 pm-5:35 pm
Nonstop2h 25m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$117
Quickest round-trip
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 10/29
5:15 am-7:30 am
Nonstop2h 15m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$118
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Sat 10/31
6:04 am-2:11 pm
1 stop8h 07m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Wed 12/9
1:02 pm-6:09 pm
1 stop5h 07m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Tue 11/17
8:45 pm-11:15 pm
Nonstop2h 30m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Fri 12/11
2:30 pm-4:55 pm
Nonstop2h 25m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 12/17
10:15 am-2:30 pm
1 stop4h 15m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$144
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Tue 12/8
6:00 am-2:17 pm
1 stop8h 17m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Sat 12/5
11:05 am-4:05 pm
1 stop5h 00m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Fri 11/6
8:20 pm-10:50 pm
Nonstop2h 30m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$152
Showing 1-10 of 23 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | 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
How far ahead should I book a flight from Chicago Midway Airport to Dallas Love Field Airport?
The price you pay for your flight from Chicago Midway Airport to Dallas Love Field Airport may vary depending on when you book. For the best chance of a lower fare, look to book 29 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago Midway Airport to Dallas Love Field Airport?
Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Dallas Love Field Airport (average of $307). Flying from Chicago Midway Airport to Dallas Love Field Airport in October is currently the most expensive (average of $527). 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 October 12, 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 18% 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 October 10, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Dallas Love Field Airport flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon 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 October 12, 2026.
Peruse reviews from past customers who have flown with Southwest 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
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Food
7.0
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Midway to Love Field
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Complete your trip
Complete your trip to Love Field by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to Love Field by cabin class
Find flights from Midway to Love Field, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 October 12, 2026.
Midway and Love Field flights
Browse other Midway and Love Field flight options. Last updated on October 12, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on October 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Midway to Love Field
Discover the top airline 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 7,457,451 searches. Data last updated October 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$218 | Average$428 | FlexibilityNo cancel fee | On-time63% |