Skyscanner home

Cheap flights from Chicago Midway to Dallas

Compare Chicago Midway to Dallas flight deals

Find the cheapest month or even day of the year to fly to Dallas

Book the best Dallas fare with no extra fees

Flight deals from Chicago Midway to Dallas

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to Dallas? Find the lowest prices on one-way and return tickets right here.
Dallas.$35 per passenger.Departing Sat, 4 Apr.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Sat, 4 Apr, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $35, select.
Dallas.$42 per passenger.Departing Sat, 7 Mar.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Sat, 7 Mar, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $42, select.
Dallas.$44 per passenger.Departing Tue, 2 Jun.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Tue, 2 Jun, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $44, select.
Dallas.$46 per passenger.Departing Fri, 15 May.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 15 May, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $46, select.
Dallas.$94 per passenger.Departing Mon, 3 Aug.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 3 Aug, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $94, select.
Dallas.$118 per passenger.Departing Sat, 25 Jul.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 25 Jul, arriving in Dallas Love Field.Price includes taxes and charges.From $118, select.
Dallas.$136 per passenger.Departing Sat, 28 Feb.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 28 Feb, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $136, select.
Dallas.$144 per passenger.Departing Sat, 28 Feb.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Sat, 28 Feb, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $144, 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 April.
Feb
from $136
Mar
from $42
Apr
from $35
May
from $46
Jun
from $44
Jul
from $118
Aug
from $94
Sep
from $155
Oct
from $155
Nov
from $155
Dec
from $155
Jan
Find prices

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.

Dallas Love Field

7km from central Dallas
Closest
from $96
Search flights

Dallas Fort Worth International

24km from central Dallas
Cheapest
from $35
Search flights

Fort Worth

53km from central Dallas
Search flights

Chicago to Dallas: Flight information

The things to know before you go.
Cheapest flight found$35
Cheapest month to flyApril
Average flight time2 hrs, 36 mins
Most popular airlineSouthwest Airlines
Average flights per week61

Check out these Dallas hotels

Ready to plan your stay? Other travellers rate these Dallas hotels for cleanliness, service and location.
Dallas Marriott Downtown
1.54 km from city centre
$549
Per night
Thompson Dallas by Hyatt
2.11 km from city centre
$570
Per night
Super 8 Dallas East Near Fair Park Downtown
10.09 km from city centre
$97
Per night
Dallas Marriott Downtown
1.54 km from city centre
$549
Per night
Thompson Dallas by Hyatt
2.11 km from city centre
$570
Per night
Super 8 Dallas East Near Fair Park Downtown
10.09 km from city centre
$97
Per night
Explore top-rated hotels

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

There are 3 airports in Dallas: Dallas Love Field, Dallas Fort Worth International and Fort Worth.
The best price we found for a return flight from Chicago Midway to Dallas is $80. 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 35 minutes is the average flight time from Chicago Midway to Dallas.
Southwest Airlines, Frontier Airlines and Volaris fly direct from Chicago Midway to Dallas.
As of February 2026, there are 122 flights per week flying from Chicago Midway to Dallas.
The cheapest month to fly from Chicago Midway to Dallas is usually April.
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 $80.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Dallas on Saturday, 11 April 2026.
Yes – the average flight time is 2 hours and 35 minutes.
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.
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.
In February, the average temperature is usually around 9°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.
Currently, Frontier Airlines offers the cheapest flight tickets to Dallas.

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

  • The average length of a direct flight from Chicago Midway International Airport to Dallas is 2 hours 20 minutes.

  • Dallas and Chicago (where Chicago Midway International Airport is located) share the UTC-5 timezone. This means you won't need to account for any time differences.

  • With 27 weekly flights between the two airports, Chicago Midway International Airport (MDW) to Dallas Love Field Airport (DAL) is the busiest route. Southwest Airlines operates the earliest flight at 05:10. If you'd like to make the most of your day before taking off, the latest departure from MDW to DAL is with Southwest Airlines at 21:10.

  • For a stress-free journey, arrive at the airport two hours ahead of international flights and one hour before domestic departures. This will give you plenty of time to catch your MDW to Dallas flight.

  • Taking off during a peak time like a bank holiday? Expect longer lines at check-in and security. Play it safe and arrive up to four hours before international flights and two hours before domestic departures.

  • Direct Chicago Midway International Airport to Dallas tickets are available for booking. Dallas/Fort Worth International Airport (DFW) is where you'll be touching down.

  • Be on the lookout for deals with Southwest Airlines. This airline has direct flights from Chicago Midway International Airport to Dallas.

  • Located around 14 kilometres from the centre of Chicago, MDW can be reached in about 20 minutes by car. The journey on public transport will take roughly 45 minutes.

  • Catching an early flight from Chicago Midway International Airport to Dallas? Avoid rushing to the terminal (and get some extra shut-eye) by choosing one of these stays close to MDW:

  • 77.88% of flights taking off from Chicago Midway International Airport land at their destination on time.

  • You'll find MDW at 5700 South Cicero.

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

  • $35 is currently the best price for a one-way Chicago Midway International Airport to Dallas flight. A return plane ticket starts from $80. These prices can change based on demand.

  • To secure cheap flights from MDW to Dallas, reserve your journey two months before your planned departure.

  • The best month for picking up cheap Chicago Midway International Airport to Dallas tickets is June. Use the 'Whole month' tool to compare prices, then select the dates offering the lowest fares.

  • There's no need to check every day to see if fares have dropped when you set up a Price Alert. We'll let you know when there's an even better deal on cheap flights from MDW to Dallas.

  • Save on your flight from Chicago Midway International Airport to Dallas with the help of our filters. Choose your preferred duration, number of stops and airlines, then sort the results by 'Cheapest' to see the best deals.

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 about 25 minutes to get to the centre driving.

  • Getting there by public transport takes around 1 hour.

  • If you're arriving on a late flight from Chicago Midway International Airport to Dallas, nothing beats the convenience of staying near the terminal. Grab your bags from the carousel and then be showered and relaxing not long after at one of these hotels near DFW:

  • Pick up a Dallas/Fort Worth International Airport rental car and discover Dallas and beyond with your own set of wheels. Easirent, Europcar and Thrifty are popular outlets you can book with here.

  • Lock in the best rate by reserving your ride from Dallas/Fort Worth International Airport about one week before your flight from MDW to Dallas.

  • DFW is located at 2400 Aviation Dr.

Dallas Love Field Airport (DAL)

  • Dallas Love Field Airport (DAL) is around 16 kilometres from the centre of Dallas. Following your flight from Chicago Midway International Airport to Dallas, it'll take you around 20 minutes to get to the heart of the city in a cab or ride-share.

  • If you choose to travel on public transport, you'll get to the city centre in 50 minutes or so.

  • Hang the 'Do not disturb' sign on your door and unwind at a hotel near DAL. Here are a few options where you can put your feet up after your MDW to Dallas flight:

  • The fastest way to get to where you're going is with a Dallas Love Field Airport rental car. Grab your wheels from Easirent, Thrifty or Dollar and make a speedy getaway.

  • Avoid potential price surges. Securing your ride three weeks before your arrival at DAL can get you a lower rate.

  • Dallas Love Field Airport can be found at 8008 Cedar Springs Road.

Best time to go to Dallas

  • Carefully consider your travel dates before securing your flight from Chicago Midway International Airport to Dallas. The city buzzes during peak season, but prices are usually higher and top attractions can be crowded. Plan your trip to Dallas in low season if you want a more relaxed vibe.

  • Book a Chicago Midway International Airport to Dallas plane ticket with a departure in August if you're eager to explore the city during its warmest month. You can expect temperatures to range from 24ºC (75ºF) to 41ºC (106ºF).

  • For cooler conditions, look for a cheap ticket from MDW to Dallas in January when temperatures average between 1ºC (34ºF) and 16ºC (61ºF).

More about Dallas

  • Once you've booked your flight from Chicago Midway International Airport to Dallas, find a hotel that offers both comfort and a great location. Make one of these options your base for exploring Dallas:

  • There are so many things to see and do in this city it can be hard to figure out where to start. Perot Museum of Nature and Science, Dallas Arboretum and Botanical Gardens and Dallas Museum of Art are major attractions which should be on any well-planned Dallas itinerary.

Explore more of United States

  • You've done Dallas, now it's time to discover more of United States. Travel around 370 kilometres south to Houston to check off its top attractions. From The Houston Museum of Natural Science to The Museum of Fine Arts, Houston, Beck Building and Hermann Park, you'll have a packed itinerary ahead.

  • Around 402 kilometres south-west of Dallas, San Antonio is another essential stop in United States. Experience the best of this destination with a visit to The San Antonio River Walk, San Antonio Missions National Historical Park and San Fernando Cathedral.

Plan the rest of your trip from Chicago to Dallas

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