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Cheap flights from Dallas Love Field Airport to Chicago Midway Airport from $79

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Dallas Love Field Airport to Chicago Midway Airport departing on 1/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Dallas Love Field Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Dallas Love Field Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Dallas Love Field Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from Dallas Love Field Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Dallas Love Field Airport to Chicago

Find recent round-trip train or bus tickets from Dallas Love Field Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:45 am - 8:50 amDAL-MDW
2h 05mnonstop
8:40 pm - 11:10 pmMDW-DAL
2h 30mnonstop
$158Southwest
Find Deal
Sat, Feb 22 - Sat, Feb 22
6:55 am - 9:05 amDAL-MDW
2h 10mnonstop
12:25 pm - 2:55 pmMDW-DAL
2h 30mnonstop
$163Southwest
Find Deal
Tue, Feb 25 - Tue, Feb 25
4:50 pm - 7:00 pmDAL-MDW
2h 10mnonstop
8:35 pm - 11:05 pmMDW-DAL
2h 30mnonstop
$168Southwest
Find Deal
Tue, Dec 24 - Tue, Jan 7
8:25 pm - 10:35 pmDAL-MDW
2h 10mnonstop
7:55 pm - 10:20 pmMDW-DAL
2h 25mnonstop
$178Southwest
Find Deal
Tue, Dec 17 - Wed, Dec 18
7:20 am - 9:30 amDAL-MDW
2h 10mnonstop
7:55 pm - 10:20 pmMDW-DAL
2h 25mnonstop
$179Southwest
Find Deal
Sat, Dec 14 - Tue, Dec 17
8:25 pm - 10:35 pmDAL-MDW
2h 10mnonstop
7:40 am - 10:05 amMDW-DAL
2h 25mnonstop
$188Southwest
Find Deal
Tue, Dec 17 - Thu, Dec 19
7:20 am - 9:30 amDAL-MDW
2h 10mnonstop
7:40 am - 10:05 amMDW-DAL
2h 25mnonstop
$189Southwest
Find Deal
Sat, Dec 14 - Sun, Dec 15
5:20 pm - 10:20 pmDAL-MDW
5h 00m1 stop
3:41 pm - 10:17 pmMDW-DAL
6h 36m1 stop
$196Delta
Find Deal
Wed, Jan 15 - Sat, Jan 18
12:10 pm - 5:20 pmDAL-MDW
5h 10m1 stop
8:35 pm - 11:05 pmMDW-DAL
2h 30mnonstop
$197Southwest
Find Deal
Tue, Dec 24 - Tue, Jan 7
6:00 am - 11:58 amDAL-MDW
5h 58m1 stop
6:00 am - 11:28 amMDW-DAL
5h 28m1 stop
$276Delta
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Tue, Dec 10 - Wed, Dec 18
7:55 pm - 10:05 pmDAL-MDW
2h 10mnonstop
$79Southwest
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Wed, Jan 22
4:50 pm - 7:00 pmDAL-MDW
2h 10mnonstop
$89Southwest
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Tue, Dec 24
7:20 am - 9:30 amDAL-MDW
2h 10mnonstop
$90Southwest
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Sat, Dec 14
10:17 am - 2:53 pmDAL-MDW
4h 36m1 stop
$98Delta
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Sat, Jan 25
7:15 am - 9:25 amDAL-MDW
2h 10mnonstop
$99Southwest
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Fri, Jan 3
10:17 am - 2:53 pmDAL-MDW
4h 36m1 stop
$108Delta
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Sun, Jan 19
8:25 pm - 10:35 pmDAL-MDW
2h 10mnonstop
$109Southwest
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Thu, Dec 12
9:00 am - 12:45 pmDAL-MDW
3h 45m1 stop
$114Southwest
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Sat, Dec 14
6:40 am - 11:45 amDAL-MDW
5h 05m1 stop
$118Southwest
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Thu, Dec 19
7:05 am - 9:15 amDAL-MDW
2h 10mnonstop
$119Southwest
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Tue, Dec 10
7:20 am - 2:34 pmDAL-MDW
7h 14m1 stop
4:58 pm - 11:58 pmMDW-DAL
7h 00m1 stop
$306Delta
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Tue, Nov 26 - Sat, Dec 7
6:00 am - 11:58 amDAL-MDW
5h 58m1 stop
4:58 pm - 11:58 pmMDW-DAL
7h 00m1 stop
$356Delta
Find Deal
Tue, Nov 26 - Tue, Dec 10
7:20 am - 11:58 amDAL-MDW
4h 38m1 stop
9:30 am - 11:58 pmMDW-DAL
14h 28m2 stops
$435Delta
Find Deal
Tue, Nov 26 - Tue, Dec 10
7:20 am - 11:58 amDAL-MDW
4h 38m1 stop
6:00 am - 11:28 amMDW-DAL
5h 28m1 stop
$456Delta
Find Deal
Tue, Nov 26 - Sun, Dec 8
8:30 pm - 10:40 pmDAL-MDW
2h 10mnonstop
6:40 am - 9:10 amMDW-DAL
2h 30mnonstop
$583Southwest
Find Deal
Mon, Nov 25 - Fri, Nov 29
11:25 am - 3:10 pmDAL-MDW
3h 45m1 stop
6:40 am - 9:10 amMDW-DAL
2h 30mnonstop
$588Southwest
Find Deal
Mon, Nov 25 - Fri, Nov 29
8:30 am - 10:40 amDAL-MDW
2h 10mnonstop
5:00 pm - 9:55 pmMDW-DAL
4h 55m1 stop
$592Southwest
Find Deal
Sun, Nov 24 - Wed, Nov 27
10:40 am - 7:30 pmDAL-MDW
8h 50m2 stops
6:40 am - 9:10 amMDW-DAL
2h 30mnonstop
$593Southwest
Find Deal
Tue, Nov 26 - Fri, Nov 29
11:25 am - 3:10 pmDAL-MDW
3h 45m1 stop
7:10 am - 12:20 pmMDW-DAL
5h 10m1 stop
$597Southwest
Find Deal
Mon, Nov 25 - Fri, Nov 29
10:40 am - 7:30 pmDAL-MDW
8h 50m2 stops
7:10 am - 12:20 pmMDW-DAL
5h 10m1 stop
$602Southwest
Find Deal
Tue, Nov 26 - Fri, Nov 29
6:45 am - 8:50 amDAL-MDW
2h 05mnonstop
8:40 pm - 11:10 pmMDW-DAL
2h 30mnonstop
$158Southwest
Find Deal
Sat, Feb 22 - Sat, Feb 22
6:55 am - 9:05 amDAL-MDW
2h 10mnonstop
12:25 pm - 2:55 pmMDW-DAL
2h 30mnonstop
$163Southwest
Find Deal
Tue, Feb 25 - Tue, Feb 25
4:50 pm - 7:00 pmDAL-MDW
2h 10mnonstop
8:35 pm - 11:05 pmMDW-DAL
2h 30mnonstop
$168Southwest
Find Deal
Tue, Dec 24 - Tue, Jan 7
8:25 pm - 10:35 pmDAL-MDW
2h 10mnonstop
6:40 am - 9:10 amMDW-DAL
2h 30mnonstop
$178Southwest
Find Deal
Tue, Dec 17 - Wed, Dec 18
7:20 am - 9:30 amDAL-MDW
2h 10mnonstop
7:55 pm - 10:20 pmMDW-DAL
2h 25mnonstop
$179Southwest
Find Deal
Sat, Dec 14 - Tue, Dec 17
8:25 pm - 10:35 pmDAL-MDW
2h 10mnonstop
7:40 am - 10:05 amMDW-DAL
2h 25mnonstop
$188Southwest
Find Deal
Tue, Dec 17 - Thu, Dec 19
7:20 am - 9:30 amDAL-MDW
2h 10mnonstop
7:40 am - 10:05 amMDW-DAL
2h 25mnonstop
$189Southwest
Find Deal
Sat, Dec 14 - Sun, Dec 15
4:50 pm - 7:00 pmDAL-MDW
2h 10mnonstop
11:00 am - 1:25 pmMDW-DAL
2h 25mnonstop
$198Southwest
Find Deal
Wed, Dec 11 - Mon, Dec 16
7:20 am - 9:30 amDAL-MDW
2h 10mnonstop
3:00 pm - 5:25 pmMDW-DAL
2h 25mnonstop
$199Southwest
Find Deal
Sat, Dec 14 - Mon, Dec 16
4:50 pm - 7:00 pmDAL-MDW
2h 10mnonstop
6:10 am - 8:40 amMDW-DAL
2h 30mnonstop
$208Southwest
Find Deal
Wed, Dec 11 - Sun, Dec 15

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
Feb 22
DAL6:45 amDallas Love Field
2h 05m
MDW8:50 amChicago Midway
Feb 22
MDW8:40 pmChicago Midway
2h 30m
DAL11:10 pmDallas Love Field
Southwest
Feb 25
DAL6:55 amDallas Love Field
2h 10m
MDW9:05 amChicago Midway
Feb 25
MDW12:25 pmChicago Midway
2h 30m
DAL2:55 pmDallas Love Field
Southwest
Dec 24
DAL4:50 pmDallas Love Field
2h 10m
MDW7:00 pmChicago Midway
Jan 7
MDW8:35 pmChicago Midway
2h 30m
DAL11:05 pmDallas Love Field

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
Jan 15
DAL5:20 pmDallas Love Field
5h 00m
1 stop
MDW10:20 pmChicago Midway
Jan 18
MDW3:41 pmChicago Midway
6h 36m
1 stop
DAL10:17 pmDallas Love Field
Delta
Dec 10
DAL6:00 amDallas Love Field
5h 58m
1 stop
MDW11:58 amChicago Midway
Dec 18
MDW6:00 amChicago Midway
5h 28m
1 stop
DAL11:28 amDallas Love Field
Delta
Dec 3
DAL7:20 amDallas Love Field
4h 38m
1 stop
MDW11:58 amChicago Midway
Dec 14
MDW4:58 pmChicago Midway
7h 00m
1 stop
DAL11:58 pmDallas Love Field

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 cheapest month to fly to Chicago Midway Airport?

The month of April is, on average, the cheapest month to fly to Chicago Midway Airport from Dallas Love Field Airport, with most prices found around $138. If you are unable to visit Chicago Midway Airport during the month of April, then departing from Dallas Love Field Airport during the month May is also very affordable. Most momondo users find prices during this month for around $138.

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

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Dallas Love Field Airport. The lowest ticket price found for a Saturday departure recently was $132. 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, Sunday 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 $206.

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 at noon is the least expensive time of day to depart. momondo users have found prices as low as $153 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $198. 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

How far in advance should I book a flight to Chicago Midway Airport?

We recommend purchasing flights from Dallas Love Field Airport to Chicago Midway Airport 53 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago Midway Airport for $165. In the past 72 hours, momondo users found flights from Dallas Love Field Airport to Chicago Midway Airport for as low as $48.

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

There are 1 cabin classes available to choose from on Dallas Love Field to Chicago Midway 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 24% 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

$79

Fastest flight time

2h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Dallas Love Field Airport in the past 72 hours is $79. The best round-trip flight deal from Dallas Love Field Airport to Chicago Midway Airport found on momondo in the last 72 hours is $158.
The fastest flight from Dallas Love Field Airport to Chicago Midway Airport takes 2h 05m
Direct flights go from Dallas Love Field Airport to Chicago Midway Airport every day.

  • 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 05m 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
FrontierPriceFrom $130Free CancellationRating
6.1
3,536 reviews
Search Frontier flights
SouthwestPriceFrom $161Free CancellationRating
8.1
5,005 reviews
Search Southwest flights
DeltaPriceFrom $174Free CancellationRating
8.0
8,755 reviews
Search Delta flights
  • Southwest Flights From Dallas Love Field Airport to Chicago Midway Airport

    Across 32 Southwest flights from Dallas Love Field Airport to Chicago Midway Airport this week, the average price was $298, with the best Southwest deals starting from $161 round-trip. 5,005 users have rated Southwest on momondo, with an average score of 8.1/10.


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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