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Cheap flights from Dallas Love Field Airport to Chicago from $117

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Dallas Love Field Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
8:05 pm - 10:20 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
6:00 am - 8:15 amMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
$233Southwest
Tue, Oct 6 - Wed, Oct 7
Southwest Logo
8:05 pm - 10:20 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
2:50 pm - 5:05 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
$233Southwest
Tue, Oct 20 - Wed, Oct 21
Southwest Logo
7:15 am - 9:30 amDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
2:50 pm - 5:05 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
$233Southwest
Tue, Oct 6 - Tue, Oct 6
Southwest Logo
6:25 pm - 8:40 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
6:55 pm - 9:15 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 20mnonstop
$233Southwest
Wed, Oct 21 - Sat, Oct 24
Southwest Logo
8:25 pm - 10:40 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
6:20 pm - 8:55 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 35mnonstop
$235Southwest
Wed, Nov 4 - Sat, Nov 7
Southwest Logo
5:35 pm - 7:50 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
8:45 pm - 11:10 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 25mnonstop
$235Southwest
Sat, Dec 5 - Tue, Dec 8
Southwest Logo
7:15 am - 9:30 amDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
4:45 pm - 7:00 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
$235Southwest
Wed, Oct 21 - Tue, Oct 27
Southwest Logo
7:00 am - 9:10 amDAL  Dallas Love Field-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
2:50 pm - 5:05 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
$235Southwest
Sat, Oct 24 - Tue, Oct 27
Delta Logo
3:59 pm - 10:44 pmDAL  Dallas Love Field-MDW Chicago Midway
6h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:59 am - 6:05 pmMDW  Chicago Midway-DAL Dallas Love Field
7h 06m1 stop Atlanta Hartsfield-Jackson
$277Delta
Sat, Oct 3 - Tue, Oct 6
Delta Logo
3:59 pm - 10:33 pmDAL  Dallas Love Field-MDW Chicago Midway
6h 34m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:29 am - 6:05 pmMDW  Chicago Midway-DAL Dallas Love Field
8h 36m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$282Delta
Sat, Oct 24 - Sat, Oct 31

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Southwest flights from Dallas Love Field Airport to Chicago Midway Airport

Our best Southwest deals on Dallas Love Field Airport to Chicago Midway Airport flight tickets
Southwest
Oct 6
DAL7:15 amDallas Love Field
2h 15m
MDW9:30 amChicago Midway
Oct 6
MDW2:50 pmChicago Midway
2h 15m
DAL5:05 pmDallas Love Field
$233
Southwest
Oct 21
DAL7:15 amDallas Love Field
2h 15m
MDW9:30 amChicago Midway
Oct 27
MDW4:45 pmChicago Midway
2h 15m
DAL7:00 pmDallas Love Field
$235
Southwest
Oct 6
DAL1:20 pmDallas Love Field
3h 50m
1 stop
MDW5:10 pmChicago Midway
Oct 6
MDW9:20 pmChicago Midway
2h 10m
DAL11:30 pmDallas Love Field
$239

Delta flights from Dallas Love Field Airport to Chicago Midway Airport

Our best Delta deals on Dallas Love Field Airport to Chicago Midway Airport flight tickets
Delta
Nov 12
DAL6:06 amDallas Love Field
5h 53m
1 stop
MDW11:59 amChicago Midway
Nov 16
MDW5:13 pmChicago Midway
5h 27m
1 stop
DAL10:40 pmDallas Love Field
$289
Delta
Jan 8
DAL6:00 amDallas Love Field
10h 50m
2 stops
MDW4:50 pmChicago Midway
Jan 16
MDW9:55 amChicago Midway
12h 37m
2 stops
DAL10:32 pmDallas Love Field
$298
Delta
Sep 29
DAL6:30 amDallas Love Field
5h 24m
1 stop
MDW11:54 amChicago Midway
Oct 6
MDW5:09 pmChicago Midway
5h 30m
1 stop
DAL10:39 pmDallas Love Field
$387

momondo Fare Finder

 
Use the filters below to find and compare flights from Dallas Love Field Airport to Chicago Midway Airport that are best for you.

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Route

Depart

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Price

Cheapest round-trip

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Tue 10/6

8:05 pm-10:20 pm

Nonstop2h 15m

Chicago Midway

Wed 10/7

6:00 am-8:15 am

Nonstop2h 15m

$233

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Tue 10/20

8:05 pm-10:20 pm

Nonstop2h 15m

Chicago Midway

Wed 10/21

2:50 pm-5:05 pm

Nonstop2h 15m

$233

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Tue 10/6

7:15 am-9:30 am

Nonstop2h 15m

Chicago Midway

Tue 10/6

2:50 pm-5:05 pm

Nonstop2h 15m

$233

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Wed 10/21

6:25 pm-8:40 pm

Nonstop2h 15m

Chicago Midway

Sat 10/24

6:55 pm-9:15 pm

Nonstop2h 20m

$233

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Wed 11/4

8:25 pm-10:40 pm

Nonstop2h 15m

Chicago Midway

Sat 11/7

6:20 pm-8:55 pm

Nonstop2h 35m

$235

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Sat 12/5

5:35 pm-7:50 pm

Nonstop2h 15m

Chicago Midway

Tue 12/8

8:45 pm-11:10 pm

Nonstop2h 25m

$235

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Wed 10/21

7:15 am-9:30 am

Nonstop2h 15m

Chicago Midway

Tue 10/27

4:45 pm-7:00 pm

Nonstop2h 15m

$235
Quickest round-trip

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Sat 10/24

7:00 am-9:10 am

Nonstop2h 10m

Chicago Midway

Tue 10/27

2:50 pm-5:05 pm

Nonstop2h 15m

$235

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Sat 10/3

3:59 pm-10:44 pm

1 stop6h 45m

Chicago Midway

Tue 10/6

10:59 am-6:05 pm

1 stop7h 06m

$277

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Sat 10/24

3:59 pm-10:33 pm

1 stop6h 34m

Chicago Midway

Sat 10/31

9:29 am-6:05 pm

2 stops8h 36m

$282

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Dallas Love Field Airport to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Dallas Love Field Airport and Chicago Midway Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $297 to $378.
The lowest price recently found on this route was $233.

What is the cheapest month to fly to Chicago Midway Airport?

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Dallas Love Field Airport, with most prices found around $186. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Dallas Love Field Airport during the month November is also very affordable. Most momondo users find prices during this month for around $283.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Dallas Love Field Airport. The lowest ticket price found for a Tuesday departure recently was $174. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Dallas Love Field Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $221.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Dallas Love Field Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $226 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $290. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Dallas Love Field to Chicago Midway flight route?

Fly from Dallas Love Field to Chicago Midway for the best Dallas Love Field - Chicago Midway flight prices

What cabin class options are available on Dallas Love Field Airport to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Dallas Love Field Airport to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Dallas Love Field Airport to Chicago Midway Airport flights?

You could potentially save up to 8% on your flight if you consider stops on a Dallas Love Field Airport to Chicago Midway Airport flight.

When to book flights from Dallas Love Field Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Dallas Love Field Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Dallas Love Field Airport to Chicago Midway Airport (DAL to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dallas Love Field Airport to Chicago Midway Airport

Best Price Found

$117

Fastest flight time

2h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Dallas Love Field Airport in the past 72 hours is $117. The best round-trip flight deal from Dallas Love Field Airport to Chicago Midway Airport found on momondo in the last 72 hours is $233.
The fastest flight from Dallas Love Field Airport to Chicago Midway Airport takes 2h 10m
Direct flights go from Dallas Love Field Airport to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Dallas Love Field Airport to Chicago Midway Airport

  • How far is Dallas Love Field to Chicago Midway by plane?

    Chicago Midway is 793.4 mi away from Dallas Love Field. Typically, this will take 2h 10m by plane in normal conditions.

  • When did momondo last update prices for flights from Dallas Love Field Airport to Chicago Midway Airport?

    Prices for flights from Dallas Love Field Airport to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Dallas Love Field Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Dallas Love Field Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Dallas Love Field Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Dallas Love Field Airport to Chicago Midway Airport?

  • What is the most popular airline from Dallas Love Field Airport to Chicago Midway Airport?

Best airlines flying from Dallas Love Field Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from Dallas Love Field Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $223Free CancellationRating
8.0
4,188 reviews
Search Southwest flights

  • Southwest Flights From Dallas Love Field Airport to Chicago Midway Airport

    Across 26 Southwest flights from Dallas Love Field Airport to Chicago Midway Airport this week, the average price was $423, with the best Southwest deals starting from $223 round-trip. 4,188 users have rated Southwest on momondo, with an average score of 8.0/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
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Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
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Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Dallas to Chicago?

It is quick and easy to find Dallas to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Dallas to Chicago with flexible booking policies on momondo?

All flight searches from Dallas to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Dallas to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Dallas. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Dallas to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Dallas are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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