฿3,370 Cheap Flights from Dallas (DFW) to Chicago (MDW)

View ฿3,370 flight on Fri, 26 Sept 2025Opens in a new window

Popular airlines from Dallas-Fort Worth International Airport (DFW) to Chicago Midway Airport (MDW)

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Cheap Flights from Dallas (DFW) to Chicago (MDW)

Prices were available within the past 7 days and start at ฿3,370 for one-way flights and ฿6,570 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, 26 Sept - Sat, 27 Sept
DFW
Dallas
MDW
Chicago
฿6,570 Return, found 4 days ago
฿6,570
Return
found 4 days ago
Select Delta flight, departing Fri, 26 Sept from Dallas to Chicago, returning Sat, 27 Sept, priced at ฿6,570 found 4 days ago
Delta
Fri, 26 Sept - Sat, 27 Sept
DFW
Dallas
MDW
Chicago
฿8,225 Return, found 4 days ago
฿8,225
Return
found 4 days ago
Select Delta flight, departing Fri, 26 Sept from Dallas to Chicago, returning Sat, 27 Sept, priced at ฿8,225 found 4 days ago
Delta
Sun, 5 Oct - Sun, 12 Oct
DFW
Dallas
MDW
Chicago
฿11,020 Return, found 2 days ago
฿11,020
Return
found 2 days ago
Select Delta flight, departing Sun, 5 Oct from Dallas to Chicago, returning Sun, 12 Oct, priced at ฿11,020 found 2 days ago
Delta
Fri, 26 Sept - Sat, 27 Sept
DFW
Dallas
MDW
Chicago
฿12,125 Return, found 4 days ago
฿12,125
Return
found 4 days ago
Select Delta flight, departing Fri, 26 Sept from Dallas to Chicago, returning Sat, 27 Sept, priced at ฿12,125 found 4 days ago
Delta
Sun, 5 Oct - Sun, 12 Oct
DFW
Dallas
MDW
Chicago
฿13,295 Return, found 2 days ago
฿13,295
Return
found 2 days ago
Select Delta flight, departing Sun, 5 Oct from Dallas to Chicago, returning Sun, 12 Oct, priced at ฿13,295 found 2 days ago
Delta
Sun, 5 Oct - Sun, 12 Oct
DFW
Dallas
MDW
Chicago
฿13,780 Return, found 2 days ago
฿13,780
Return
found 2 days ago
Select Delta flight, departing Sun, 5 Oct from Dallas to Chicago, returning Sun, 12 Oct, priced at ฿13,780 found 2 days ago
Delta
Sat, 20 Sept - Sun, 21 Sept
DFW
Dallas
MDW
Chicago
฿14,720 Return, found 4 days ago
฿14,720
Return
found 4 days ago
Select Delta flight, departing Sat, 20 Sept from Dallas to Chicago, returning Sun, 21 Sept, priced at ฿14,720 found 4 days ago
Delta
Sat, 20 Sept - Sun, 21 Sept
DFW
Dallas
MDW
Chicago
฿16,670 Return, found 4 days ago
฿16,670
Return
found 4 days ago
Select Delta flight, departing Sat, 20 Sept from Dallas to Chicago, returning Sun, 21 Sept, priced at ฿16,670 found 4 days ago
Delta
Thu, 11 Sept - Sun, 14 Sept
DFW
Dallas
MDW
Chicago
฿16,865 Return, found 4 days ago
฿16,865
Return
found 4 days ago
Select Delta flight, departing Thu, 11 Sept from Dallas to Chicago, returning Sun, 14 Sept, priced at ฿16,865 found 4 days ago
Delta
Thu, 11 Sept - Sun, 14 Sept
DFW
Dallas
MDW
Chicago
฿17,835 Return, found 4 days ago
฿17,835
Return
found 4 days ago
Select Delta flight, departing Thu, 11 Sept from Dallas to Chicago, returning Sun, 14 Sept, priced at ฿17,835 found 4 days ago

Find the cheapest month to fly from Dallas (DFW) to Chicago (MDW)

February is typically the cheapest month to fly

From ฿1,873 - ฿7,305 per traveller.
Flight from Dallas to Chicago route information
Origin airport
Dallas-Fort Worth Intl.
Destination airport
Midway Intl.
Return price
฿6,570
Distance
1276 km
Average flight time
2 hours 23 mins

Perfect flights from Dallas to Chicago

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Dallas to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
 
Picture yourself strolling through the streets of Chicago, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
 
Our flexible Dallas-Fort Worth Intl. to Midway Intl. ticket options cater to your travel preferences, with incredible one-way fares from ฿3,370 and roundtrip prices from ฿6,570. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
 
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Midway Intl. and explore Chicago and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
 
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your DFW to MDW travel arrangements today and embark on the journey of a lifetime in Chicago.

Frequently asked questions

How much is a flight from DFW to Midway Airport?
Round-trip tickets between Dallas-Fort Worth Intl. Airport (DFW) and MDW start from ฿6,570. This is based on fares quoted within the last 7 days on Expedia for flights departing within the next year — book ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Dallas Airport to MDW?
This can vary between airlines, as each has its own set of terms and conditions. Head to the Customer Service Portal, where there are instructions on how to cancel your flight online.
How do I find cheap flights from DFW to Midway Intl. Airport (MDW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Dallas Airport to Midway Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Dallas Airport to Chicago Airport?
That new movie you've been wanting to see will just have to wait — the flight distance between Dallas-Fort Worth Intl. Airport (DFW) and Midway Airport is only 1,300 kilometres. The captain will be instructing you to buckle up for touchdown before you know it.
Which airlines fly direct from DFW to Chicago Airport?
Check out the fares with Frontier Airlines (F9) if you want to travel directly from Dallas Airport to MDW. This carrier operates 30 flights every month, so you're sure to find one that fits your travel plans.
Are DFW Airport to MDW flight tickets cheaper when they're purchased at the last minute?
Flight prices fluctuate, so it's no sure thing. While last-minute deals between Dallas-Fort Worth Intl. Airport (DFW) and Midway Intl. Airport (MDW) are of course possible, it's also a good idea to keep track of prices well before you fly. In fact, some airlines publish their prices up to 12 months ahead of the departure date. Expedia is continuously updating the best bargains around, so keep checking and be ready to grab your seat when the price is right.

Explore a world of travel with Expedia

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