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Cheap flights from Dallas to Chicago Midway Airport from $53

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 to Chicago Midway Airport departing on 2/12. 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 to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Dallas 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 to Chicago.

Cheap last minute flights

Planning a quick getaway from Dallas 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 to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
5:10 am - 7:55 amMDW-DFW
2h 45mnonstop
$77Frontier
Find Deal
Tue, Feb 18 - Thu, Feb 20
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$78Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$79Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
6:46 pm - 9:02 pmDFW-MDW
2h 16mnonstop
6:20 am - 9:07 amMDW-DFW
2h 47mnonstop
$85Frontier
Find Deal
Thu, Dec 12 - Tue, Dec 17
5:45 pm - 7:55 pmDAL-MDW
2h 10mnonstop
5:25 am - 8:00 amMDW-DAL
2h 35mnonstop
$158Southwest
Find Deal
Wed, Jan 8 - Sat, Jan 11
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
7:20 am - 9:30 amDAL-MDW
2h 10mnonstop
6:40 am - 9:10 amMDW-DAL
2h 30mnonstop
$169Southwest
Find Deal
Sat, Dec 14 - Wed, Dec 18
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
7:00 am - 1:31 pmDFW-MDW
6h 31m1 stop
4:50 pm - 10:52 pmMDW-DFW
6h 02m1 stop
$196Delta
Find Deal
Tue, Dec 17 - Tue, Dec 31
1:30 pm - 6:14 pmDFW-MDW
4h 44m1 stop
9:34 am - 3:05 pmMDW-DFW
5h 31m1 stop
$206Delta
Find Deal
Tue, Jan 14 - Thu, Jan 16
9:43 am - 3:06 pmDFW-MDW
5h 23m1 stop
$53Frontier
Find Deal
Wed, Feb 12
1:44 pm - 8:43 pmDFW-MDW
6h 59m1 stop
$54Frontier
Find Deal
Mon, Jan 13
6:55 am - 9:05 amDAL-MDW
2h 10mnonstop
$79Southwest
Find Deal
Tue, Jan 28
6:40 pm - 8:50 pmDAL-MDW
2h 10mnonstop
$89Southwest
Find Deal
Tue, Dec 24
5:20 pm - 10:20 pmDAL-MDW
5h 00m1 stop
$98Delta
Find Deal
Wed, Jan 15
10:17 am - 2:53 pmDAL-MDW
4h 36m1 stop
$108Delta
Find Deal
Sun, Jan 19
7:00 pm - 3:01 pmDFW-MDW
20h 01m2 stops
Wed, Nov 27
5:00 am - 5:51 pmDFW-MDW
12h 51m2 stops
Sun, Jan 5
9:00 pm - 8:45 amDFW-MDW
11h 45m1 stop
$343Volaris
Find Deal
Mon, Dec 2
9:00 pm - 8:45 amDFW-MDW
11h 45m1 stop
$362Volaris
Find Deal
Mon, Dec 2
12:37 pm - 2:58 pmDFW-MDW
2h 21mnonstop
9:00 am - 11:42 amMDW-DFW
2h 42mnonstop
$170Frontier
Find Deal
Mon, Nov 25 - Mon, Dec 2
12:37 pm - 2:58 pmDFW-MDW
2h 21mnonstop
6:25 am - 9:12 amMDW-DFW
2h 47mnonstop
$175Frontier
Find Deal
Mon, Nov 25 - Sat, Dec 28
12:37 pm - 2:58 pmDFW-MDW
2h 21mnonstop
9:00 am - 11:42 amMDW-DFW
2h 42mnonstop
$176Frontier
Find Deal
Mon, Nov 25 - Tue, Nov 26
12:37 pm - 2:58 pmDFW-MDW
2h 21mnonstop
8:36 am - 11:18 amMDW-DFW
2h 42mnonstop
$178Frontier
Find Deal
Mon, Nov 25 - Fri, Nov 29
12:37 pm - 2:58 pmDFW-MDW
2h 21mnonstop
3:53 pm - 6:40 pmMDW-DFW
2h 47mnonstop
$194Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
11:36 am - 5:02 pmDFW-MDW
5h 26m1 stop
9:30 am - 5:20 pmMDW-DFW
7h 50m1 stop
$356Delta
Find Deal
Mon, Nov 25 - Fri, Nov 29
8:30 am - 10:40 amDAL-MDW
2h 10mnonstop
7:30 am - 10:00 amMDW-DAL
2h 30mnonstop
$549Southwest
Find Deal
Mon, Nov 25 - Sun, Dec 1
7:15 am - 9:25 amDAL-MDW
2h 10mnonstop
5:00 pm - 9:30 pmMDW-DAL
4h 30m1 stop
$554Southwest
Find Deal
Mon, Nov 25 - Sat, Nov 30
6:00 am - 11:58 amDAL-MDW
5h 58m1 stop
6:00 am - 11:30 amMDW-DAL
5h 30m1 stop
$636Delta
Find Deal
Mon, Nov 25 - Thu, Dec 5
8:35 pm - 8:19 pmDFW-MDW
23h 44m3 stops
6:41 pm - 5:41 pmMDW-DFW
23h 00m2 stops
Thu, Nov 21 - Sun, Nov 24
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
5:10 am - 7:55 amMDW-DFW
2h 45mnonstop
$77Frontier
Find Deal
Tue, Feb 18 - Thu, Feb 20
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$78Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$79Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
6:46 pm - 9:02 pmDFW-MDW
2h 16mnonstop
6:20 am - 9:07 amMDW-DFW
2h 47mnonstop
$85Frontier
Find Deal
Thu, Dec 12 - Tue, Dec 17
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
8:00 am - 10:50 amMDW-DFW
2h 50mnonstop
$87Frontier
Find Deal
Wed, Dec 18 - Thu, Dec 19
6:46 pm - 9:02 pmDFW-MDW
2h 16mnonstop
6:20 am - 9:07 amMDW-DFW
2h 47mnonstop
$88Frontier
Find Deal
Thu, Dec 12 - Tue, Dec 17
9:00 am - 11:21 amDFW-MDW
2h 21mnonstop
6:00 am - 8:47 amMDW-DFW
2h 47mnonstop
$95Frontier
Find Deal
Sat, Feb 15 - Tue, Feb 18
6:46 pm - 9:02 pmDFW-MDW
2h 16mnonstop
2:56 pm - 5:43 pmMDW-DFW
2h 47mnonstop
$96Frontier
Find Deal
Mon, Dec 9 - Thu, Dec 12
5:45 pm - 7:55 pmDAL-MDW
2h 10mnonstop
5:25 am - 8:00 amMDW-DAL
2h 35mnonstop
$158Southwest
Find Deal
Wed, Jan 8 - Sat, Jan 11
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

Frontier flights from Dallas to Chicago Midway Airport

Our best Frontier deals on Dallas to Chicago Midway Airport flight tickets
Frontier
Feb 18
DFW9:50 amDallas/Fort Worth
2h 21m
MDW12:11 pmChicago Midway
Feb 20
MDW5:10 amChicago Midway
2h 45m
DFW7:55 amDallas/Fort Worth
Frontier
Dec 17
DFW9:03 pmDallas/Fort Worth
2h 17m
MDW11:20 pmChicago Midway
Dec 18
MDW12:10 pmChicago Midway
2h 53m
DFW3:03 pmDallas/Fort Worth
Frontier
Dec 17
DFW9:03 pmDallas/Fort Worth
2h 17m
MDW11:20 pmChicago Midway
Dec 18
MDW12:10 pmChicago Midway
2h 53m
DFW3:03 pmDallas/Fort Worth

Southwest flights from Dallas to Chicago Midway Airport

Our best Southwest deals on Dallas to Chicago Midway Airport flight tickets
Southwest
Jan 8
DAL5:45 pmDallas Love Field
2h 10m
MDW7:55 pmChicago Midway
Jan 11
MDW5:25 amChicago Midway
2h 35m
DAL8:00 amDallas 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 14
DAL7:20 amDallas Love Field
2h 10m
MDW9:30 amChicago Midway
Dec 18
MDW6:40 amChicago Midway
2h 30m
DAL9:10 amDallas Love Field

See travel insights to Chicago from

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

April. The cheapest time of year to fly to Chicago Midway Airport from Dallas is April. Most expensive is December

What is the cheapest day to depart Dallas for Chicago Midway Airport?

Saturday. The cheapest day of the week is typically Saturday. The most expensive is typically Sunday

When is the cheapest time to fly from Dallas to Chicago Midway Airport?

In the evening. Dallas to Chicago Midway Airport flights are approximately 22% more expensive in the afternoon than in the evening

How far in advance should you book Dallas to Chicago Midway Airport flights?

53 days before. The cheapest time to buy a flight from Dallas to Chicago Midway Airport is approximately 53 days to departure

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

No. A direct flight is the cheapest option for a flight between Dallas to Chicago Midway Airport.

Cheap Dallas to Chicago Midway Airport flight deals and tips

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

Best Price Found

$53

Fastest flight time

2h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Dallas in the past 72 hours is $53. The best round-trip flight deal from Dallas to Chicago Midway Airport found on momondo in the last 72 hours is $77.
The fastest flight from Dallas to Chicago Midway Airport takes 2h 05m
Direct flights go from Dallas to Chicago Midway Airport every day.

  • How far is Dallas to Chicago Midway by plane?

    There are 795.4 mi between Dallas and Chicago Midway. Flights usually cover this in 2h 05m, depending on flying conditions and air traffic around both airports.

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

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

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

  • How old do you have to be to fly from Dallas 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 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.


Best airlines flying from Dallas to Chicago Midway Airport

Compare and see reviews for airlines that fly from Dallas to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $42Free CancellationRating
6.3
8,174 reviews
Search Spirit Airlines flights
FrontierPriceFrom $60Free CancellationRating
6.1
3,539 reviews
Search Frontier flights
SouthwestPriceFrom $132Free CancellationRating
8.1
5,014 reviews
Search Southwest flights
DeltaPriceFrom $174Free CancellationRating
8.0
8,756 reviews
Search Delta flights

Why use momondo?

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

Finding the right flight to Chicago from Dallas is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Dallas to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Dallas.

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

Of course. momondo tracks the price of Dallas to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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