133 € Cheap Flights from Chicago Midway to Dallas Love Field

Compare Chicago Midway to Dallas Love Field flight deals

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Flight deals from Chicago Midway to Dallas Love Field

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to Dallas Love Field? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago Midway to Dallas Love Field

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Dallas Love Field flights are currently cheapest in March.

Direct flights from Chicago Midway to Dallas Love Field

Chicago Midway to Dallas Love Field: Alternative routes

Compare routes from Chicago Midway to Dallas below. You may find an airport to fly into that's cheaper, faster, or easier than Dallas Love Field.

Chicago to Dallas: Flight information

The things to know before you go.
Cheapest flight found133 €
Cheapest month to flyApril
Average flight time2 hrs, 24 mins
Most popular airlineSouthwest Airlines
Average flights per week37

Finding cheap flights from Chicago Midway to Dallas Love Field: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Dallas Love Field is 133 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 24 minutes is the average flight time from Chicago Midway to Dallas Love Field.
Southwest Airlines flies direct from Chicago Midway to Dallas Love Field.
As of February 2026, there are 37 flights per week flying from Chicago Midway to Dallas Love Field.
The cheapest month to fly from Chicago Midway to Dallas Love Field is usually April.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Dallas Love Field Airport on Tuesday, 7 April 2026.
Yes – the average flight time is 2 hours and 24 minutes.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Dallas is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Southwest Airlines offers the cheapest flight tickets to Dallas Love Field.

Flying from Chicago Midway International Airport (MDW) to Dallas Love Field Airport (DAL): what you need to know

  • The average time for a direct flight from Chicago Midway International Airport to Dallas Love Field Airport is 2 hours 20 minutes.

  • Dallas's timezone is UTC-5, which is the same as Chicago.

  • You can choose from 33 weekly Chicago Midway International Airport to Dallas Love Field Airport flights. The 05:00 departure with Southwest Airlines is the earliest available. Southwest Airlines operates the latest service of the day at 21:10.

  • Give yourself enough time to catch your MDW to DAL flight. As a general rule, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Flying during a peak time like July? Public holidays and other popular seasons can lead to longer lines and delays at security. Play things extra safe and get there up to four hours ahead of international flights and two hours before domestic departures.

  • Travelling to Dallas (and then seeing more of United States!) is easy with Southwest Airlines. This popular airline has direct flights from Chicago Midway International Airport to Dallas Love Field Airport.

  • Southwest Airlines is the airline most travellers choose for this route.

  • Southwest Airlines is the most punctual carrier that operates MDW to DAL flights, with 73.58% of its services arriving as scheduled.

  • Consider adding a stopover when booking your ticket from Chicago Midway International Airport to Dallas Love Field Airport. Simply deselect 'Direct flights only' to break up your journey, or enjoy a detour to a new and interesting place. Check out these options between MDW and DAL:

    • Lambert-St. Louis International Airport

    • Nashville International Airport

    • Birmingham-Shuttlesworth International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Dallas Love Field Airport (DAL)

  • Currently, 66 € is the cheapest price we've found for a one-way Chicago Midway International Airport to Dallas Love Field Airport flight. The best price for a return ticket is 133 €. Bear in mind that fares may change due to demand when booking.

  • Score cheap tickets from MDW to DAL by booking seven months ahead. Based on our research, that's the sweet spot for picking up a bargain.

  • Schedule your trip for June. That's the cheapest month for flights from Chicago Midway International Airport to Dallas Love Field Airport. If you're flexible on when you fly, use the 'Whole month' tool to find the cheapest airfare across each month.

  • Stay on top of deals for cheap flights from MDW to DAL by creating a Price Alert. You'll get an email or push notification on the app when a special offer becomes available.

  • Secure the ideal flight for you with the help of the filters. To see the 'Cheapest,' 'Fastest' or 'Best' flights from Chicago Midway International Airport to Dallas Love Field Airport, use the 'Sort by' tool. You can also filter results by arrival and departure times, airline, and journey duration.

Handy information about Chicago Midway International Airport (MDW)

  • The address for MDW is 5700 South Cicero.

  • 77.88% of flights departing from Chicago Midway International Airport make it to their destination on schedule.

  • Chicago Midway International Airport is about 19 kilometres from central Chicago. If you're driving, catching a cab or ride-sharing from the centre, it'll take 20 minutes or so to arrive, depending on the traffic.

  • You can expect a trip time of roughly 45 minutes on public transport.

  • Taking an early flight from Chicago Midway International Airport to Dallas Love Field Airport? Avoid the last-minute rush to the terminal (and enjoy a little extra shut-eye) by picking one of these hotels near MDW:

Arriving at Dallas Love Field Airport (DAL)

Getting from Dallas Love Field Airport (DAL) to central Dallas

  • DAL is located at 8008 Cedar Springs Road.

  • Dallas Love Field Airport is approximately 16 kilometres from central Dallas. The drive time takes about 20 minutes.

  • Getting there by public transport will take you roughly 50 minutes.

When to fly to Dallas Love Field Airport (DAL)

  • The quietest month for a flight from Chicago Midway International Airport to Dallas Love Field Airport is April, while July is the most popular. Pick the best time to visit Dallas based on whether you prefer a more relaxed vibe or a faster pace.

  • The warmest month in Dallas is August, with the temperature ranging between 24ºC (75ºF) and 41ºC (106ºF). Book your flights from Chicago Midway International Airport to Dallas Love Field Airport in this month if this is the type of weather you enjoy.

  • Look for cheap tickets from MDW to DAL in January if you want to travel in cooler conditions. Temperatures are at their lowest around then, ranging between 1ºC (34ºF) and 16ºC (61ºF) on average.

Explore more of United States

  • Houston is just one of the many cities in United States waiting to be explored once you've seen the sights of Dallas. Around 370 kilometres away to the south, well-known attractions include The Houston Museum of Natural Science, The Museum of Fine Arts, Houston, Beck Building and Hermann Park.

  • San Antonio is another standout destination in United States and is around 402 kilometres south-west of Dallas. No journey is complete without seeing The San Antonio River Walk, San Antonio Missions National Historical Park and San Fernando Cathedral.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.