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Cheap flights from Dallas to Chicago Midway Airport from $50

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 2/20. 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 from Dallas to Chicago

The cheapest plane tickets from Dallas to Chicago found on KAYAK recently.
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$52Frontier
Find Deal
Wed, Feb 19 - Tue, Feb 25
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
6:00 am - 8:47 amMDW-DFW
2h 47mnonstop
$53Frontier
Find Deal
Wed, Feb 19 - Wed, Feb 26
9:07 am - 11:28 amDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$57Frontier
Find Deal
Sat, Mar 1 - Tue, Mar 4
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$58Frontier
Find Deal
Wed, Feb 12 - Tue, Feb 18
6:55 am - 9:05 amDAL-MDW
2h 10mnonstop
8:35 pm - 11:05 pmMDW-DAL
2h 30mnonstop
$157Southwest
Find Deal
Wed, Feb 19 - Tue, Feb 25
12:40 pm - 5:00 pmDAL-MDW
4h 20m1 stop
8:35 pm - 11:05 pmMDW-DAL
2h 30mnonstop
$167Southwest
Find Deal
Wed, Feb 19 - Wed, Feb 19
12:40 pm - 5:00 pmDAL-MDW
4h 20m1 stop
8:35 pm - 11:05 pmMDW-DAL
2h 30mnonstop
$172Southwest
Find Deal
Wed, Feb 19 - Tue, Feb 25
5:33 am - 1:05 pmDFW-MDW
7h 32m1 stop
5:05 pm - 11:57 pmMDW-DFW
6h 52m1 stop
$191Delta
Find Deal
Wed, Feb 19 - Wed, Feb 19
6:30 am - 12:42 pmDFW-MDW
6h 12m1 stop
6:00 am - 11:28 amMDW-DFW
5h 28m1 stop
$197Delta
Find Deal
Thu, Feb 20 - Tue, Feb 25
11:45 am - 4:09 pmDFW-MDW
4h 24m1 stop
2:08 pm - 10:26 pmMDW-DFW
8h 18m1 stop
$207Delta
Find Deal
Sat, Mar 1 - Mon, Mar 3
9:07 am - 11:28 amDFW-MDW
2h 21mnonstop
$50Frontier
Find Deal
Thu, Feb 20
9:43 am - 3:06 pmDFW-MDW
5h 23m1 stop
$53Frontier
Find Deal
Wed, Feb 12
5:50 am - 3:09 pmDFW-MDW
9h 19m1 stop
$54Frontier
Find Deal
Thu, Feb 13
10:32 am - 3:53 pmDFW-MDW
5h 21m1 stop
$55Frontier
Find Deal
Tue, Mar 11
9:07 am - 11:28 amDFW-MDW
2h 21mnonstop
$57Frontier
Find Deal
Thu, Feb 13
7:55 pm - 10:05 pmDAL-MDW
2h 10mnonstop
$79Southwest
Find Deal
Tue, Feb 25
4:25 pm - 6:35 pmDAL-MDW
2h 10mnonstop
$89Southwest
Find Deal
Wed, Apr 23
5:33 am - 1:05 pmDFW-MDW
7h 32m1 stop
$99Delta
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Wed, Feb 19
6:00 am - 11:59 amDAL-MDW
5h 59m1 stop
$109Delta
Find Deal
Sun, Feb 23
5:20 am - 8:31 amDFW-MDW
27h 11m3 stops
Sat, Feb 1
10:36 pm - 12:54 amDFW-MDW
2h 18mnonstop
4:41 pm - 7:26 pmMDW-DFW
2h 45mnonstop
$129Frontier
Find Deal
Fri, Jan 24 - Mon, Jan 27
10:36 pm - 12:54 amDFW-MDW
2h 18mnonstop
4:41 pm - 7:26 pmMDW-DFW
2h 45mnonstop
$142Frontier
Find Deal
Fri, Jan 24 - Mon, Jan 27
10:44 am - 1:06 pmDFW-MDW
2h 22mnonstop
2:56 pm - 5:42 pmMDW-DFW
2h 46mnonstop
$154Frontier
Find Deal
Sun, Jan 26 - Thu, Jan 30
10:44 am - 1:06 pmDFW-MDW
2h 22mnonstop
7:25 am - 10:26 pmMDW-DFW
15h 01m1 stop
$156Frontier
Find Deal
Sun, Jan 26 - Fri, Feb 21
6:15 am - 11:20 amDAL-MDW
5h 05m1 stop
4:25 pm - 9:00 pmMDW-DAL
4h 35m1 stop
$386Southwest
Find Deal
Sun, Jan 26 - Wed, Jan 29
6:15 am - 11:20 amDAL-MDW
5h 05m1 stop
9:05 am - 2:25 pmMDW-DAL
5h 20m2 stops
$392Southwest
Find Deal
Sun, Jan 26 - Wed, Jan 29
6:15 am - 11:20 amDAL-MDW
5h 05m1 stop
9:05 am - 2:25 pmMDW-DAL
5h 20m2 stops
$412Southwest
Find Deal
Sun, Jan 26 - Tue, Jan 28
4:02 pm - 10:20 pmDAL-MDW
6h 18m1 stop
5:07 pm - 10:17 pmMDW-DAL
5h 10m1 stop
$704Delta
Find Deal
Sun, Jan 26 - Mon, Jan 27
5:31 am - 10:12 amDFW-MDW
4h 41m1 stop
10:57 am - 5:26 pmMDW-DFW
6h 29m1 stop
$857Delta
Find Deal
Fri, Jan 24 - Sat, Jan 25
5:12 pm - 10:20 pmDAL-MDW
5h 08m1 stop
9:34 am - 4:28 pmMDW-DAL
6h 54m2 stops
$921Delta
Find Deal
Wed, Jan 22 - Tue, Jan 28
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$52Frontier
Find Deal
Wed, Feb 19 - Tue, Feb 25
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
6:00 am - 8:47 amMDW-DFW
2h 47mnonstop
$53Frontier
Find Deal
Wed, Feb 19 - Wed, Feb 26
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$58Frontier
Find Deal
Wed, Feb 12 - Tue, Feb 18
9:07 am - 11:28 amDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$60Frontier
Find Deal
Sat, Mar 1 - Tue, Mar 4
9:07 am - 11:28 amDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$61Frontier
Find Deal
Sat, Mar 1 - Tue, Mar 4
9:07 am - 11:28 amDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$63Frontier
Find Deal
Sat, Mar 1 - Tue, Mar 4
9:07 am - 11:28 amDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$66Frontier
Find Deal
Sat, Mar 1 - Tue, Mar 4
7:47 pm - 10:09 pmDFW-MDW
2h 22mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$68Frontier
Find Deal
Tue, Feb 18 - Tue, Feb 25
6:55 am - 9:05 amDAL-MDW
2h 10mnonstop
8:35 pm - 11:05 pmMDW-DAL
2h 30mnonstop
$157Southwest
Find Deal
Wed, Feb 19 - Tue, Feb 25
6:55 am - 9:05 amDAL-MDW
2h 10mnonstop
10:05 am - 12:40 pmMDW-DAL
2h 35mnonstop
$167Southwest
Find Deal
Wed, Feb 19 - Wed, Feb 26

Delta flights from Dallas to Chicago Midway Airport

Our best Delta deals on Dallas to Chicago Midway Airport flight tickets
Delta
Feb 19
DFW5:33 amDallas/Fort Worth
7h 32m
1 stop
MDW1:05 pmChicago Midway
Feb 19
MDW5:05 pmChicago Midway
6h 52m
1 stop
DFW11:57 pmDallas/Fort Worth
Delta
Feb 20
DFW6:30 amDallas/Fort Worth
6h 12m
1 stop
MDW12:42 pmChicago Midway
Feb 25
MDW6:00 amChicago Midway
5h 28m
1 stop
DFW11:28 amDallas/Fort Worth
Delta
Mar 1
DFW11:45 amDallas/Fort Worth
4h 24m
1 stop
MDW4:09 pmChicago Midway
Mar 3
MDW2:08 pmChicago Midway
8h 18m
1 stop
DFW10:26 pmDallas/Fort Worth

Frontier flights from Dallas to Chicago Midway Airport

Our best Frontier deals on Dallas to Chicago Midway Airport flight tickets
Frontier
Feb 19
DFW9:50 amDallas/Fort Worth
2h 21m
MDW12:11 pmChicago Midway
Feb 25
MDW4:07 pmChicago Midway
2h 45m
DFW6:52 pmDallas/Fort Worth
Frontier
Feb 19
DFW9:50 amDallas/Fort Worth
2h 21m
MDW12:11 pmChicago Midway
Feb 26
MDW6:00 amChicago Midway
2h 47m
DFW8:47 amDallas/Fort Worth
Frontier
Mar 1
DFW9:07 amDallas/Fort Worth
2h 21m
MDW11:28 amChicago Midway
Mar 4
MDW4:07 pmChicago Midway
2h 45m
DFW6:52 pmDallas/Fort Worth

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 to Chicago Midway Airport?

The month of April is, on average, the cheapest month to fly to Chicago Midway Airport from Dallas, with most prices found around $138. If you are unable to visit Chicago Midway Airport during the month of April, then departing from Dallas 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, Tuesday is the cheapest day to fly to Chicago Midway Airport from Dallas. The lowest ticket price found for a Tuesday departure recently was $115. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $188.

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

Flying to Chicago Midway Airport from Dallas at noon is the least expensive time of day to depart. momondo users have found prices as low as $148 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $170. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Dallas to Chicago Midway flight route?

Fly from Dallas/Fort Worth to Chicago Midway for the best Dallas - Chicago Midway flight prices

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

You are more likely to see cheaper flights to Chicago Midway Airport from Dallas when booking 13 weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $174 when searching 13 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Dallas for as low as $115 on momondo.

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

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

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

$50

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 $50. The best round-trip flight deal from Dallas to Chicago Midway Airport found on momondo in the last 72 hours is $52.
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
FrontierPriceFrom $66Free CancellationRating
6.0
3,443 reviews
Search Frontier flights
SouthwestPriceFrom $159Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
DeltaPriceFrom $182Free CancellationRating
8.0
8,521 reviews
Search Delta flights

Traveling to a place near Chicago?

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

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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