$115 Cheap Delta flights from Dallas to Chicago (DAL to MDW)

Find The Best Day To Fly from Dallas to Chicago

Amazing Delta DAL to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $273 round trip and $115 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 27 - Fri, Oct 30
DAL
Dallas
MDW
Chicago
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 27 from Dallas to Chicago, returning Fri, Oct 30, priced at $273 found 1 day ago

MDW From DAL Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,473, price is now $945 per person
$945
per person
Oct 3 - Oct 7
found 17 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
Save 100% on your flight
Price was $2,290, price is now $1,452 per person
$1,452
per person
Sep 13 - Sep 19
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $4,676, price is now $3,066 per person
$3,066
per person
Sep 13 - Sep 19
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from DAL to Chicago Airport right now?
It's always wise to learn about any travel advice reports and quarantine requirements in place in your destination. Be sure to check out the Covid-19 Travel Advisor for up-to-date information on flying to Chicago Airport from Dallas Love Field.
What terminal is Delta Air Lines at Love Field Airport (DAL)?
Once you've received your ticket for your flight from Dallas Love Field to Midway Intl. Airport (MDW), you should be able to see exactly which terminals Delta Air Lines flies in and out of. If not, consult your carrier or do some research online for those details.
Are there Delta Air Lines non-stop flights from DAL to MDW?
Unfortunately, you won't find any direct flights between Dallas Love Field and Chicago Airport with Delta Air Lines. Plan to make a stopover if you have to travel on this particular airline and route.
How long is a Delta Air Lines flight from DAL to MDW?
Air traffic and weather permitting, your Delta Air Lines flight from Love Field Airport (DAL) to Midway Airport will take approximately 4 hours and 4 minutes. That means you've got time to enjoy a meal, get some sleep and check your itinerary before landing.
How many direct and indirect flights does Delta Air Lines fly from DAL to MDW?
You can choose from 3 flights every day with Delta Air Lines from DAL to Midway Airport.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Chicago Airport, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best Delta flight from Dallas DAL to Chicago MDW 

To find the best deals on flights to Dallas from Chicago with Delta, just enter your travel dates, filter by Delta, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Dallas DAL to Chicago MDW with Delta 

If you’re planning a round trip, booking return flights with Delta is usually the most cost-effective option. With airfares ranging from $273 to $273, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way Delta flights from Dallas DAL to Chicago MDW 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way Delta flight from Dallas to Chicago costs from $115. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Chicago MDW from  Dallas DAL with Delta 

To find a cheap Delta flight from Dallas DAL to Chicago MDW, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on Delta flights from Dallas DAL to Chicago MDW 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as October, or if you book a flight with a stopover. 

 

Find nonstop flights from Dallas DAL to Chicago MDW with Delta 

If you’re keen to be on Chicago soil fast, don’t waste time with a stopover—filter your search results to show direct Delta flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for Delta flights from Dallas DAL to Chicago MDW 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Chicago MDW from  Dallas DAL with Delta on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

Delta Airports
Hop on a(n) Delta flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ATLUSAHartsfield-Jackson Atlanta Intl.252
DTWUSADetroit Metropolitan Wayne County156
MSPUSAMinneapolis - St. Paul Intl.131
SLCUSASalt Lake City Intl.116
SEAUSASeattle - Tacoma Intl.57
LAXUSALos Angeles Intl.41
AMSNLDSchiphol31
YYCCANCalgary Intl.26
YYZCANPearson Intl.24
JFKUSAJohn F. Kennedy Intl.23

Travelers ❤️ these 🏨 after their flight to Chicago

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
8.2/10 Very Good! (1,006 reviews)
"The WiFi didn’t work well, kept broken. The breakfast was not available for one of the days during our stay."

Reviewed on Aug 14, 2026

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Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
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This hotel's 3 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, ...
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Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
8/10 Very Good! (10,185 reviews)
"The place was clean and we had fresh sheets/towels daily. Check in and check out were quick and easy (granted we arrived close to midnight). The location was convenient as it’s close to plenty of restaurants and bus and train stops. And the bar was nice. Issues were that the rooms are very dated. ..."

Reviewed on Aug 14, 2026

Congress Plaza Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.