Cheap Flights from Chicago Midway to Dallas

Compare Chicago Midway to Dallas flight deals

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Flight deals from Chicago Midway to Dallas

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Dallas? If you want to travel next month, return fares start from $148. Find the lowest prices on one-way and return tickets right here.

Dallas.$149 per passenger.Departing Mon, 24 Aug, returning Mon, 31 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 24 Aug, arriving in Dallas Fort Worth International.Inbound direct flight with Frontier Airlines departs from Dallas Fort Worth International on Mon, 31 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $149, select.

Dallas.$206 per passenger.Departing Sat, 3 Oct, returning Thu, 8 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Sat, 3 Oct, arriving in Dallas Fort Worth International.Inbound direct flight with Frontier Airlines departs from Dallas Fort Worth International on Thu, 8 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $206, select.

Dallas.$219 per passenger.Departing Fri, 18 Sep, returning Sat, 19 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 18 Sep, arriving in Dallas Fort Worth International.Inbound direct flight with Frontier Airlines departs from Dallas Fort Worth International on Sat, 19 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $219, select.

Dallas.$220 per passenger.Departing Thu, 27 Aug, returning Fri, 4 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Thu, 27 Aug, arriving in Dallas Fort Worth International.Inbound direct flight with Frontier Airlines departs from Dallas Fort Worth International on Fri, 4 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $220, select.

Dallas.$266 per passenger.Departing Thu, 24 Sep, returning Thu, 1 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Thu, 24 Sep, arriving in Dallas Fort Worth International.Inbound direct flight with Frontier Airlines departs from Dallas Fort Worth International on Thu, 1 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $266, select.

Dallas.$308 per passenger.Departing Thu, 12 Nov, returning Sun, 15 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Thu, 12 Nov, arriving in Dallas Fort Worth International.Inbound direct flight with Frontier Airlines departs from Dallas Fort Worth International on Sun, 15 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $308, select.

Dallas.$317 per passenger.Departing Wed, 29 Jul, returning Tue, 4 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Wed, 29 Jul, arriving in Dallas Fort Worth International.Inbound direct flight with Frontier Airlines departs from Dallas Fort Worth International on Tue, 4 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $317, select.

Dallas.$327 per passenger.Departing Thu, 29 Oct, returning Tue, 3 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 29 Oct, arriving in Dallas Love Field.Inbound direct flight with Southwest Airlines departs from Dallas Love Field on Tue, 3 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $327, select.

Dallas.$365 per passenger.Departing Tue, 21 Jul, returning Tue, 28 Jul.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Tue, 21 Jul, arriving in Dallas Fort Worth International.Inbound direct flight with Frontier Airlines departs from Dallas Fort Worth International on Tue, 28 Jul, arriving in Chicago Midway.Price includes taxes and charges.From $365, select.

Dallas.$422 per passenger.Departing Fri, 11 Dec, returning Tue, 15 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 11 Dec, arriving in Dallas Love Field.Inbound direct flight with Southwest Airlines departs from Dallas Love Field on Tue, 15 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $422, select.

Dallas.$509 per passenger.Departing Thu, 8 Oct, returning Thu, 10 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 8 Oct, arriving in Dallas Love Field.Inbound direct flight with Southwest Airlines departs from Dallas Love Field on Thu, 10 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $509, select.

Dallas.$512 per passenger.Departing Tue, 10 Nov, returning Sat, 23 Jan.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 10 Nov, arriving in Dallas Love Field.Inbound direct flight with Southwest Airlines departs from Dallas Love Field on Sat, 23 Jan, arriving in Chicago Midway.Price includes taxes and charges.From $512, select.

Dallas.$513 per passenger.Departing Wed, 25 Nov, returning Sat, 12 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 25 Nov, arriving in Dallas Love Field.Inbound direct flight with Southwest Airlines departs from Dallas Love Field on Sat, 12 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $513, select.

Dallas.$548 per passenger.Departing Sun, 19 Jul, returning Sat, 12 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Sun, 19 Jul, arriving in Dallas Fort Worth International.Inbound direct flight with Frontier Airlines departs from Dallas Fort Worth International on Sat, 12 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $548, select.

Dallas.$549 per passenger.Departing Wed, 10 Mar, returning Sat, 20 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 10 Mar, arriving in Dallas Fort Worth International.Inbound indirect flight with Delta, departs from Dallas Fort Worth International on Sat, 20 Mar, arriving in Chicago Midway.Price includes taxes and charges.From $549, select.

Dallas.$551 per passenger.Departing Wed, 5 May, returning Wed, 19 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 5 May, arriving in Dallas Fort Worth International.Inbound indirect flight with Delta, departs from Dallas Fort Worth International on Wed, 19 May, arriving in Chicago Midway.Price includes taxes and charges.From $551, select.

Find the cheapest month to fly from Chicago Midway to Dallas

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

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Direct flights from Chicago Midway to Dallas

Alternative Chicago Midway to Dallas routes

Looking for the cheapest, fastest or easiest route from Chicago Midway to Dallas? You could fly into the following airports instead.

Chicago to Dallas: Flight information

The things to know before you go.

Cheapest flight found	$148
Cheapest month to fly	August
Average flight time	2 hrs, 28 mins
Most popular airline	Southwest Airlines
Average flights per week	61

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

How many airports are there in Dallas?

There are 3 airports in Dallas: Dallas Love Field, Dallas Fort Worth International and Fort Worth.

How much are return flights from Chicago Midway to Dallas?

The best price we found for a return flight from Chicago Midway to Dallas is $148. 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.

How long does it take to fly from Chicago Midway to Dallas?

2 hours and 28 minutes is the average flight time from Chicago Midway to Dallas.

Which airlines fly direct from Chicago Midway to Dallas?

Southwest Airlines, Frontier Airlines and Volaris fly direct from Chicago Midway to Dallas.

How many flights are there a week from Chicago Midway to Dallas?

As of July 2026, there are 122 flights per week flying from Chicago Midway to Dallas.

When is the cheapest time to fly from Chicago Midway to Dallas?

The cheapest month to fly from Chicago Midway to Dallas is usually August.

Which is the cheapest airport to fly into in Dallas?

If you're flying from Chicago Midway Airport, the cheapest airport near Dallas is Dallas Fort Worth International – which is 24.0 km away from the centre of Dallas. We've found flights into this airport from $148.

Which upcoming date is cheapest to fly from Chicago Midway Airport to Dallas on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Dallas on Monday, 24 August 2026.

Can I get a direct flight from Chicago Midway Airport to Dallas?

Yes – the average flight time is 2 hours and 28 minutes.

How can I get the best flight deal from Chicago Midway Airport to Dallas?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Dallas but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Dallas?

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.

What’s the weather like in Dallas?

In July, the average temperature is usually around 30°C. August is typically the warmest month in Dallas, when it usually averages around 36°C. You can expect the least rain in August. The coldest month is January, with temperatures averaging 1°C. The rainiest month is May.

Which is the cheapest airline to fly from Chicago Midway Airport to Dallas with?

Currently, Frontier Airlines offers the cheapest flight tickets to Dallas.

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

Expect to be in the air for 2 hours 20 minutes. That's the average journey time for a direct flight from Chicago Midway International Airport to Dallas.
Chicago (the location of Chicago Midway International Airport) and Dallas are in the same timezone — UTC-6.
The most popular route is from Chicago Midway International Airport (MDW) to Dallas Love Field (DAL). You can choose from 31 weekly services between these two airports. If you want to get on your way as soon as possible, the earliest flight from MDW to DAL is the 05:10 Southwest Airlines option. If you'd rather fly out later on, the last departure is at 21:10 with Southwest Airlines.
Give yourself enough time to get on your MDW to Dallas flight. As a general rule, turn up two hours before international departures and an hour ahead for domestic flights.
Travelling during a peak month such as July? Public holidays and other popular seasons can mean longer lines at security. Play it safe and get there up to four hours before international flights and two hours before domestic departures.
Start your trip at MDW and travel straight to Dallas Fort Worth International Airport (DFW). That will be your arrival point when searching for Chicago Midway International Airport to Dallas tickets.
Southwest Airlines is a well-known carrier that operates direct flights from Chicago Midway International Airport to Dallas.
Located around 14 kilometres from central Chicago, MDW can be reached in about 25 minutes by car, depending on traffic. The journey on public transport takes roughly 30 minutes.
Want an easy start to your holiday? Stay near MDW. Whether you're taking an early flight from Chicago Midway International Airport to Dallas or just don't want to be rushed, these hotels are all about convenience:
Of the departures from Chicago Midway International Airport, 76% land on time at their destination.
MDW is located at 5700 South Cicero.

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

The lowest price we've seen for a one-way Chicago Midway International Airport to Dallas flight is $82. The cheapest price for a return flight is $148. Keep in mind fares can change due to demand at the time of booking.
Book one month before you want to travel. Research on pricing trends suggests this is the ideal window for finding cheap flights from MDW to Dallas.
The best month for landing cheap Chicago Midway International Airport to Dallas tickets is June. Use the 'Whole month' tool to compare all available prices, then select the dates that offer the lowest fares.
Snapping up a cheap flight from MDW to Dallas is a breeze with Price Alerts. Simply set up one of these automatic notifications and we'll get in touch as soon as a deal gets even better.
Pick your ideal departure and arrival times, number of stops and airlines with our filters. Then, sort the results for your flight from Chicago Midway International Airport to Dallas by 'Cheapest,' 'Best' or 'Fastest.'

Airports in Dallas

Dallas Fort Worth International Airport (DFW)

The distance from Dallas Fort Worth International Airport (DFW) to central Dallas is roughly 32 kilometres. It'll take you around 25 minutes to reach the centre driving.
It typically takes 1 hour if you're using public transport.
The last thing you want is a long journey to your hotel if you're getting in late on a flight from Chicago Midway International Airport to Dallas. Stay at one of these accommodation options near DFW instead:
Booking your ride from Dallas Fort Worth International Airport about one week ahead of your flight from MDW to Dallas can help you get the best possible rate.
DFW is located at 2400 Aviation Dr.

Dallas Love Field (DAL)

Dallas Love Field (DAL) is about 13 kilometres from the centre of Dallas. Once you've disembarked your flight from Chicago Midway International Airport to Dallas, it'll take you around 20 minutes to reach the heart of the city in a taxi or ride-share.
If you travel by public transport, the ride to the centre takes 45 minutes or so.
There are some great places to call home for the night near DAL. Tuck yourself in and get cosy after your MDW to Dallas flight at one of these perfectly located options:
Get the lowest price by booking your ride from DAL three weeks in advance. You'll also have access to a bigger selection of vehicles.
Dallas Love Field is located at 8008 Cedar Springs Road.

Best time to go to Dallas

January is the quietest month for flights from Chicago Midway International Airport to Dallas, while July is the busiest. Work out the ideal time to go to Dallas based on whether you prefer a lively atmosphere or a more laid-back vibe.
Before booking a Chicago Midway International Airport to Dallas plane ticket, think about what kind of weather you prefer. August is the warmest month in Dallas, with temperatures ranging from 24ºC to 41ºC.
If you want to travel in cooler conditions, look for a cheap ticket from MDW to Dallas in January when temperatures average between 1ºC and 16ºC.

More about Dallas

When it comes to searching for somewhere to lay your head, you'll find the best places to stay in Dallas right here. Check out these hotels as soon as you've locked in your flight from Chicago Midway International Airport to Dallas:
Every great adventure has to include some sightseeing. Winspear Opera House, Meyerson Symphony Centre and Dallas Museum of Art are attractions you won't want to skip in Dallas.

Explore more of the United States

Dallas has plenty going for it, but there are so many other parts of the United States just waiting to be explored. Around 370 kilometres south of Dallas, a trip to Houston will keep your itinerary busy. Start with leading sights like The Museum of Fine Arts, Houston, Beck Building, Houston Museum of Natural Science and The Menil Collection.
San Antonio is another well-known destination in the United States and is around 402 kilometres southwest of Dallas. No trip is complete without experiencing San Antonio River Walk, San Antonio River walk and Alamo Plaza.