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Cheap flights from Chicago Midway Airport to Dallas from $68

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Dallas departing on 9/18. 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 Chicago Midway Airport to Dallas (MDW-DFW)

Cheap round-trip flights

Frontier Logo
10:13 am - 12:51 pmMDW-DFW
2h 38mnonstop
Frontier Logo
10:41 am - 1:11 pmDFW-MDW
2h 30mnonstop
$105Frontier
Find Deal
Thu, Sep 4 - Fri, Sep 5
Frontier Logo
6:31 pm - 9:08 pmMDW-DFW
2h 37mnonstop
Frontier Logo
8:00 am - 10:28 amDFW-MDW
2h 28mnonstop
$107Frontier
Find Deal
Sun, Aug 31 - Sat, Sep 6
Frontier Logo
9:47 pm - 12:21 amMDW-DFW
2h 34mnonstop
Frontier Logo
8:00 am - 10:28 amDFW-MDW
2h 28mnonstop
$108Frontier
Find Deal
Mon, Sep 15 - Sat, Sep 20
Frontier Logo
7:15 am - 9:46 amMDW-DFW
2h 31mnonstop
Frontier Logo
7:00 am - 9:23 amDFW-MDW
2h 23mnonstop
$109Frontier
Find Deal
Fri, Sep 5 - Sun, Sep 7
Frontier Logo
6:31 pm - 9:08 pmMDW-DFW
2h 37mnonstop
Frontier Logo
6:55 am - 9:18 amDFW-MDW
2h 23mnonstop
$110Frontier
Find Deal
Sun, Aug 31 - Thu, Sep 4
Frontier Logo
9:47 pm - 12:21 amMDW-DFW
2h 34mnonstop
Frontier Logo
7:00 am - 9:23 amDFW-MDW
2h 23mnonstop
$111Frontier
Find Deal
Fri, Sep 5 - Sun, Sep 7
Frontier Logo
7:15 am - 9:46 amMDW-DFW
2h 31mnonstop
Frontier Logo
8:00 am - 10:28 amDFW-MDW
2h 28mnonstop
$112Frontier
Find Deal
Fri, Sep 19 - Sat, Sep 20
Frontier Logo
9:44 am - 8:06 pmMDW-DFW
10h 22m1 stop
Frontier Logo
9:01 pm - 11:20 pmDFW-MDW
2h 19mnonstop
$114Frontier
Find Deal
Fri, Oct 17 - Tue, Oct 21
Frontier Logo
9:47 pm - 12:21 amMDW-DFW
2h 34mnonstop
Frontier Logo
5:45 pm - 11:20 pmDFW-MDW
5h 35m1 stop
$115Frontier
Find Deal
Fri, Sep 19 - Sun, Sep 21
Frontier Logo
10:13 am - 12:51 pmMDW-DFW
2h 38mnonstop
Frontier Logo
5:45 pm - 11:20 pmDFW-MDW
5h 35m1 stop
$116Frontier
Find Deal
Thu, Sep 18 - Thu, Sep 18

Frontier flights from Chicago Midway Airport to Dallas/Fort Worth Airport

Our best Frontier deals on Chicago Midway Airport to Dallas/Fort Worth Airport flight tickets
Frontier
Sep 4
MDW10:13 amChicago Midway
2h 38m
DFW12:51 pmDallas/Fort Worth
Sep 5
DFW10:41 amDallas/Fort Worth
2h 30m
MDW1:11 pmChicago Midway
$105
Find similar
Frontier
Aug 31
MDW6:31 pmChicago Midway
2h 37m
DFW9:08 pmDallas/Fort Worth
Sep 6
DFW8:00 amDallas/Fort Worth
2h 28m
MDW10:28 amChicago Midway
$107
Find similar
Frontier
Sep 15
MDW9:47 pmChicago Midway
2h 34m
DFW12:21 amDallas/Fort Worth
Sep 20
DFW8:00 amDallas/Fort Worth
2h 28m
MDW10:28 amChicago Midway
$108
Find similar

Delta flights from Chicago Midway Airport to Dallas/Fort Worth Airport

Our best Delta deals on Chicago Midway Airport to Dallas/Fort Worth Airport flight tickets
Delta
Aug 27
MDW10:31 amChicago Midway
6h 42m
1 stop
DFW5:13 pmDallas/Fort Worth
Aug 30
DFW4:00 pmDallas/Fort Worth
5h 12m
1 stop
MDW9:12 pmChicago Midway
$277
Find similar
Delta
Aug 27
MDW1:08 pmChicago Midway
4h 25m
1 stop
DFW5:33 pmDallas/Fort Worth
Sep 3
DFW7:00 amDallas/Fort Worth
6h 36m
1 stop
MDW1:36 pmChicago Midway
$287
Find similar
Delta
Aug 28
MDW9:30 amChicago Midway
4h 38m
1 stop
DFW2:08 pmDallas/Fort Worth
Aug 31
DFW11:24 amDallas/Fort Worth
7h 13m
1 stop
MDW6:37 pmChicago Midway
$297
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Dallas/Fort Worth Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Dallas/Fort Worth Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 9/4

10:13 am-12:51 pm

Nonstop2h 38m

Dallas/Fort Worth

Fri 9/5

10:41 am-1:11 pm

Nonstop2h 30m

$105

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sun 8/31

6:31 pm-9:08 pm

Nonstop2h 37m

Dallas/Fort Worth

Sat 9/6

8:00 am-10:28 am

Nonstop2h 28m

$107

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Mon 9/15

9:47 pm-12:21 am

Nonstop2h 34m

Dallas/Fort Worth

Sat 9/20

8:00 am-10:28 am

Nonstop2h 28m

$108

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 9/5

7:15 am-9:46 am

Nonstop2h 31m

Dallas/Fort Worth

Sun 9/7

7:00 am-9:23 am

Nonstop2h 23m

$109

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sun 8/31

6:31 pm-9:08 pm

Nonstop2h 37m

Dallas/Fort Worth

Thu 9/4

6:55 am-9:18 am

Nonstop2h 23m

$110

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 9/5

9:47 pm-12:21 am

Nonstop2h 34m

Dallas/Fort Worth

Sun 9/7

7:00 am-9:23 am

Nonstop2h 23m

$111

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 9/19

7:15 am-9:46 am

Nonstop2h 31m

Dallas/Fort Worth

Sat 9/20

8:00 am-10:28 am

Nonstop2h 28m

$112

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 10/17

9:44 am-8:06 pm

1 stop10h 22m

Dallas/Fort Worth

Tue 10/21

9:01 pm-11:20 pm

Nonstop2h 19m

$114

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 9/19

9:47 pm-12:21 am

Nonstop2h 34m

Dallas/Fort Worth

Sun 9/21

5:45 pm-11:20 pm

1 stop5h 35m

$115

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 9/18

10:13 am-12:51 pm

Nonstop2h 38m

Dallas/Fort Worth

Thu 9/18

5:45 pm-11:20 pm

1 stop5h 35m

$116

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 Dallas from

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

The cheapest month to fly to Dallas/Fort Worth Airport from Chicago Midway Airport is in October. Flight prices, which tend to average around $153, are often lower during this time because this is during the off-season. If you’re not able to fly to Dallas/Fort Worth Airport in October, then September is your next best option. Flight prices from Chicago Midway Airport to Dallas/Fort Worth Airport during September average around $159.

What is the cheapest day to depart on your flight to Dallas/Fort Worth Airport?

On average, the least expensive day to fly to Dallas/Fort Worth Airport from Chicago Midway Airport is on a Friday. momondo users have found tickets for Friday departures for as low as $248. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Dallas/Fort Worth Airport for around $449.

What is the cheapest time of day to depart on your flight to Dallas/Fort Worth Airport?

Flying to Dallas/Fort Worth Airport from Chicago Midway Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $249 when looking at flights departing in the evening. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $332 on average. Flights to Dallas/Fort Worth Airport from Chicago Midway Airport in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago Midway to Dallas/Fort Worth flight route?

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

How far in advance should I book a flight to Dallas/Fort Worth Airport?

You are more likely to see cheaper flights to Dallas/Fort Worth Airport from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Dallas/Fort Worth Airport for around $195 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Dallas/Fort Worth Airport from Chicago Midway Airport for as low as $130 on momondo.

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

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

How have Chicago Midway Airport to Dallas/Fort Worth Airport flight prices changed over time?

As of August 2025, prices for Chicago Midway Airport to Dallas/Fort Worth Airport flights are approximately 19% cheaper when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to Dallas/Fort Worth Airport

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

Cheap Chicago Midway Airport to Dallas/Fort Worth Airport (MDW to DFW) flight deals and tips

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

Best Price Found

$68

Fastest flight time

2h 28m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat
The best one-way flight to Dallas/Fort Worth Airport from Chicago Midway Airport in the past 72 hours is $68. The best round-trip flight deal from Chicago Midway Airport to Dallas/Fort Worth Airport found on momondo in the last 72 hours is $105.
The fastest flight from Chicago Midway Airport to Dallas/Fort Worth Airport takes 2h 28m
Direct flights go from Chicago Midway Airport to Dallas/Fort Worth Airport on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. The only airline offering direct flights is Frontier.
Search flight deals

  • How far is Chicago Midway to Dallas/Fort Worth by plane?

    The distance between Chicago Midway and Dallas/Fort Worth is about 797.1 mi. Flights usually cover this in 2h 28m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago Midway Airport to Dallas/Fort Worth Airport are updated daily.

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

  • How old do you have to be to fly from Chicago Midway Airport to Dallas/Fort Worth Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Dallas/Fort Worth Airport.

  • What documentation or ID do you need to fly to Dallas/Fort Worth Airport?

    The travel and health documents you'll need for your trip to Dallas/Fort Worth Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Dallas/Fort Worth Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Dallas/Fort Worth Airport?

  • What is the most popular airline from Chicago Midway Airport to Dallas/Fort Worth Airport?

Best airlines flying from Chicago Midway Airport to Dallas/Fort Worth Airport

Compare and see reviews for airlines that fly from Chicago Midway Airport to Dallas/Fort Worth Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $75Free CancellationRating
5.8
3,212 reviews
Search Frontier flights
SouthwestPriceFrom $144Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

  • Frontier Flights From Chicago Midway Airport to Dallas/Fort Worth Airport

    Frontier is one of the most popular airlines flying from Chicago Midway Airport to Dallas/Fort Worth Airport, operating 2 flights/week on average for this route. A good Frontier flight deal for Chicago Midway Airport to Dallas/Fort Worth Airport starts from $75 round-trip, up to an average price of $161. Our users have rated Frontier at 5.8/10.

Traveling to a place near Dallas?

Book flights to Dallas if you plan to visit one of these locations
Fort Worth
Arlington
Frisco
Grapevine
Irving
Plano
Denton
Grand Prairie
Thackerville
Garland
McKinney
Durant
Rockwall
Richardson
Lewisville
Ardmore
Addison
Allen
Waxahachie
Granbury

Why use momondo?

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

It is quick and easy to find Chicago to Dallas 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 Dallas that suits you.

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

Yes. momondo enables you to select and highlight flights to Dallas from Chicago with this policy.

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

Once all potential Chicago to Dallas flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Chicago to Dallas flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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