$149+ 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DAL
Sep 25 — Oct 21
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
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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 September, booked 30 days in advance, depart on a Thursday or Saturday 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 August 26, 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 August 26, 2026.
This Southwest deal was found by Cheapflights users on 8/24. 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 9/175:30 am -
Nonstop2h 10m
Mon 9/219:10 pm -
Nonstop2h 15m
Deal found 8/24![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 8/24. 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 10/73:30 pm -
1 stop4h 00m
Mon 10/1210:55 pm -
Nonstop2h 10m
Deal found 8/24![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 8/25. 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.
Sat 9/1910:15 am -
1 stop6h 05m
Sat 9/265:00 pm -
Nonstop2h 15m
Deal found 8/25![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 8/21. 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 9/129:05 am -
2 stops7h 30m
Tue 9/155:05 pm -
Nonstop2h 10m
Deal found 8/21![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 8/23. 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 10/99:20 pm -
Nonstop2h 10m
Mon 10/1210:55 pm -
Nonstop2h 10m
Deal found 8/23![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 8/25. 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.
Thu 10/14:15 pm -
1 stop4h 25m
Sat 10/311:35 am -
1 stop3h 45m
Deal found 8/25![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 8/23. 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.
Sat 9/269:05 am -
2 stops7h 30m
Sat 10/311:50 am -
1 stop3h 25m
Deal found 8/23![Southwest logo]()
$313
This Southwest deal was found by Cheapflights users on 8/24. 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 9/122:15 pm -
Nonstop2h 15m
Sat 9/265:00 pm -
Nonstop2h 15m
Deal found 8/24![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 8/25. 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 9/181:40 pm -
1 stop4h 45m
Wed 9/231:10 pm -
Nonstop2h 10m
Deal found 8/25![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 8/24. 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 9/1912:00 pm -
1 stop5h 20m
Mon 9/216:30 pm -
1 stop3h 30m
Deal found 8/24![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 8/25. 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 9/158:40 am -
2 stops6h 00m
Wed 9/165:15 pm -
1 stop5h 10m
Deal found 8/25![Southwest logo]()
$318
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 August 26, 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 August 26, 2026.
This Southwest deal was found by Cheapflights users on 8/25. 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.
Thu 10/85:15 am -
Nonstop2h 15m
Mon 10/1210:55 pm -
Nonstop2h 10m
Deal found 8/25![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 8/25. 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.
Sat 10/106:55 pm -
Nonstop2h 15m
Sat 10/176:20 pm -
Nonstop2h 15m
Deal found 8/25![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 8/25. 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 9/1510:30 am -
1 stop3h 45m
Wed 9/166:30 pm -
Nonstop2h 15m
Deal found 8/25![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 8/25. 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 9/2210:30 am -
1 stop3h 45m
Tue 9/299:50 am -
Nonstop2h 10m
Deal found 8/25![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 8/25. 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.
Mon 11/167:05 am -
Nonstop2h 30m
Tue 11/171:20 pm -
1 stop3h 50m
Deal found 8/25![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 8/25. 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 9/184:30 pm -
Nonstop2h 15m
Wed 9/236:00 am -
Nonstop2h 10m
Deal found 8/25![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 8/21. 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 9/115:30 am -
Nonstop2h 10m
Tue 9/155:05 pm -
Nonstop2h 10m
Deal found 8/21![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 8/24. 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 10/224:15 pm -
1 stop4h 25m
Sat 10/2411:35 am -
1 stop3h 45m
Deal found 8/24![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 8/23. 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 9/245:30 am -
1 stop4h 15m
Mon 9/285:20 pm -
1 stop5h 05m
Deal found 8/23![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 8/25. 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.
Thu 10/17:50 am -
1 stop3h 55m
Mon 10/54:05 pm -
1 stop4h 50m
Deal found 8/25![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 8/21. 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 9/129:05 am -
2 stops7h 30m
Tue 9/156:00 am -
1 stop4h 30m
Deal found 8/21![Southwest logo]()
$318
Last-minute flights from Midway to Love FieldDiscover last-minute flight deals from Midway to Love Field. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Love Field. Data last updated August 26, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/21. 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 9/1210:05 am -
1 stop4h 00m
Tue 9/158:15 am -
Nonstop2h 15m
Deal found 8/21![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 8/21. 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 9/129:05 am -
2 stops7h 30m
Mon 9/149:10 pm -
Nonstop2h 15m
Deal found 8/21![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 8/24. 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 9/122:15 pm -
Nonstop2h 15m
Sat 9/265:00 pm -
Nonstop2h 15m
Deal found 8/24![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 8/25. 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 9/158:40 am -
2 stops6h 00m
Wed 9/165:15 pm -
1 stop5h 10m
Deal found 8/25![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 8/24. 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 9/175:30 am -
Nonstop2h 10m
Mon 9/219:10 pm -
Nonstop2h 15m
Deal found 8/24![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 8/25. 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 9/184:30 pm -
Nonstop2h 15m
Wed 9/236:00 am -
Nonstop2h 10m
Deal found 8/25![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 8/25. 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.
Sat 9/1910:15 am -
1 stop6h 05m
Sat 9/265:00 pm -
Nonstop2h 15m
Deal found 8/25![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 8/24. 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 9/1912:00 pm -
1 stop5h 20m
Mon 9/216:30 pm -
1 stop3h 30m
Deal found 8/24![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 8/25. 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 9/2210:30 am -
1 stop3h 45m
Tue 9/2912:30 pm -
1 stop4h 40m
Deal found 8/25![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 8/23. 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.
Sat 9/269:05 am -
2 stops7h 30m
Sat 10/311:50 am -
1 stop3h 25m
Deal found 8/23![Southwest logo]()
$313
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 August 26, 2026.
Search for one-way flight options from Midway to Love Field. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Southwest deal was found by Cheapflights users on 8/25. 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.
Thu 9/177:25 am -
Nonstop2h 10m
Deal found 8/25![Southwest logo]()
$149
This Southwest deal was found by Cheapflights users on 8/26. 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 9/2210:30 am -
1 stop3h 45m
Deal found 8/26![Southwest logo]()
$154
This Southwest deal was found by Cheapflights users on 8/26. 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 9/192:05 pm -
1 stop6h 25m
Deal found 8/26![Southwest logo]()
$159
This Southwest deal was found by Cheapflights users on 8/26. 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.
Fri 9/184:30 pm -
Nonstop2h 15m
Deal found 8/26![Southwest logo]()
$162
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:27 pm -
2 stops8h 31m
Deal found 8/25![Delta logo]()
$164
This Southwest deal was found by Cheapflights users on 8/25. 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.
Sat 9/57:30 pm -
Nonstop2h 10m
Deal found 8/25![Southwest logo]()
$166
This Southwest deal was found by Cheapflights users on 8/24. 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 9/145:25 am -
1 stop5h 15m
Deal found 8/24![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 8/25. 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.
Thu 9/105:55 am -
2 stops5h 00m
Deal found 8/25![Southwest logo]()
$181
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 August 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $297 (Southwest) |
One-way from | $149 (Southwest) |
Popular in | March |
Cheapest in | December |
Average price | $476 |
Good round-trip deal | $351 or less |
Good one-way deal | $218 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 August 26, 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
Thu 10/8
5:15 am-7:30 am
Nonstop2h 15m
Dallas Love Field
Mon 10/12
10:55 pm-1:05 am
Nonstop2h 10m
$297
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Sat 10/10
6:55 pm-9:10 pm
Nonstop2h 15m
Dallas Love Field
Sat 10/17
6:20 pm-8:35 pm
Nonstop2h 15m
$297
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Tue 9/15
10:30 am-2:15 pm
1 stop3h 45m
Dallas Love Field
Wed 9/16
6:30 pm-8:45 pm
Nonstop2h 15m
$303
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Tue 9/22
10:30 am-2:15 pm
1 stop3h 45m
Dallas Love Field
Tue 9/29
9:50 am-12:00 pm
Nonstop2h 10m
$303
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Mon 11/16
7:05 am-9:35 am
Nonstop2h 30m
Dallas Love Field
Tue 11/17
1:20 pm-5:10 pm
1 stop3h 50m
$303
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Fri 9/18
4:30 pm-6:45 pm
Nonstop2h 15m
Dallas Love Field
Wed 9/23
6:00 am-8:10 am
Nonstop2h 10m
$310
Quickest round-trip
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Fri 9/11
5:30 am-7:40 am
Nonstop2h 10m
Dallas Love Field
Tue 9/15
5:05 pm-7:15 pm
Nonstop2h 10m
$310
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 10/22
4:15 pm-8:40 pm
1 stop4h 25m
Dallas Love Field
Sat 10/24
11:35 am-3:20 pm
1 stop3h 45m
$312
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 9/24
5:30 am-9:45 am
1 stop4h 15m
Dallas Love Field
Mon 9/28
5:20 pm-10:25 pm
1 stop5h 05m
$317
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 10/1
7:50 am-11:45 am
1 stop3h 55m
Dallas Love Field
Mon 10/5
4:05 pm-8:55 pm
1 stop4h 50m
$317
Showing 1-10 of 22 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 August.
| 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 $276). Flying from Chicago Midway Airport to Dallas Love Field Airport in March is currently the most expensive (average of $483). 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 August 26, 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 August 22, 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 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 August 26, 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.
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
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.
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Alternative routes for Midway to Love Field
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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 August 26, 2026.
Midway and Love Field flights
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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 August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$204 | Average$401 | FlexibilityNo cancel fee | On-time63% |