Southwest Airlines flights from DAL to MDW
Find comprehensive Southwest Airlines flight information, schedules, and booking details for direct flights from DAL to MDW. Southwest Airlines operates 4-12 flights daily flights on this route.• Flight Duration: 2h 05m - 2h 15m (average flight time)• Distance: 798 miles (1284 km) (air miles between airports)• Daily Flights: 4-12 flights (scheduled departures per day)
DAL
MDW
FLIGHT TIME
2h 05m - 2h 15m
FLIGHT DISTANCE
798 miles (1284 km)
2h 10m - 2h 15m
06:00
22:35
798 miles (1284 km)
August
1 (Show)
49
Southwest Airlines Flight Schedule from DAL to MDW
| Flight | Airline | Departure | Arrival | Aircraft |
|---|---|---|---|---|
WN2237 |  Southwest Airlines | 06:00 | 08:15:00 | Boeing 737-700 (winglets) Passenger/BBJ1 |
WN504 | Southwest Airlines | 07:20 | 09:35:00 | Boeing 737-700 (winglets) Passenger/BBJ1 |
WN265 | Southwest Airlines | 11:00 | 13:10:00 | Boeing 737-700 (winglets) Passenger/BBJ1 |
WN5046 | Southwest Airlines | 12:00 | 14:15:00 | Boeing 737-700 (winglets) Passenger/BBJ1 |
WN1776 | Southwest Airlines | 14:35 | 16:50:00 | Boeing 737-700 (winglets) Passenger/BBJ1 |
WN2598 | Southwest Airlines | 16:45 | 19:00:00 | Boeing 737MAX 8 Passenger |
WN2143 | Southwest Airlines | 20:40 | 22:50:00 | Boeing 737-700 (winglets) Passenger/BBJ1 |
WN1595 | Southwest Airlines | 22:35 | 00:45:00 | Boeing 737MAX 8 Passenger |
Southwest Airlines Monthly Flight Calendar
December 2025
Route Insights
Duration variability: Flight duration on this route can vary based on aircraft type, wind conditions, and airline scheduling. Average duration is 2h 05m - 2h 15m.
Pricing patterns: August typically offers lower prices due to reduced demand outside peak travel seasons.
Best departure times: Peak departure times are 6:00, 7:00, 11:00, offering more flight options and potentially better connections.
DAL - MDW flight price statistics
$336
ApproximateThe numbers are average prices found based on user searches for direct flights between the airports. It's calculated from the cheapest prices found per month for a round-trip with 1 adult and can vary depending on the amount of data we have for this particular route.
$287
Jan$262
Feb$309
Mar$323
Apr$514
May$635
Jun$256
Jul$211
Aug$217
Sep$435
Oct$313
Nov$271
DecSouthwest Airlines Terminal Information
Terminal information for Southwest Airlines on this route is currently being updated. Please check back soon or contact the airports directly for terminal details.
Frequently Asked Questions about Southwest Airlines Flights
How many Southwest Airlines flights operate from DAL to MDW?
Southwest Airlines operates 8 flights from DAL to MDW.
What city does MDW airport serve?
MDW airport serves Chicago.
How long is the Southwest Airlines flight from DAL to MDW?
The flight duration is approximately 2h 05m - 2h 15m.
What is the distance from DAL to MDW?
The distance is 798 miles (1284 km).
What aircraft does Southwest Airlines use on this route?
Southwest Airlines uses Boeing 737-700 (winglets) Passenger/BBJ1, Boeing 737MAX 8 Passenger on this route.
What are the earliest and latest Southwest Airlines flight departure times?
The earliest Southwest Airlines flight departs at 06:00 and the latest departs at 22:35.
What is the cheapest month to fly Southwest Airlines from DAL to MDW?
August is typically the cheapest month to fly Southwest Airlines on this route.
What is the average price for a Southwest Airlines flight from DAL to MDW?
The average price for a round-trip Southwest Airlines flight on this route is approximately $336. Prices can vary based on booking time and demand.
How many Southwest Airlines flights operate per week on this route?
Southwest Airlines operates approximately 49 flights per week from DAL to MDW.