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Cheap flights from Chicago Midway Airport to Dallas from $44

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 5/15. 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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0 bags

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Find the cheapest flights from Chicago Midway Airport to Dallas

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
4:09 pm - 7:03 pm
MDW
-
DFW
2h 54mnonstop
Frontier Logo
8:03 pm - 10:21 pm
DFW
-
MDW
2h 18mnonstop
$90Frontier
Fri, May 15 - Sun, May 17
Frontier Logo
4:46 pm - 7:40 pm
MDW
-
DFW
2h 54mnonstop
Frontier Logo
8:03 pm - 10:21 pm
DFW
-
MDW
2h 18mnonstop
$94Frontier
Sun, Apr 12 - Thu, Apr 16
Frontier Logo
7:15 am - 10:07 am
MDW
-
DFW
2h 52mnonstop
Frontier Logo
6:05 pm - 8:21 pm
DFW
-
MDW
2h 16mnonstop
$95Frontier
Mon, Mar 16 - Sat, Mar 21
Frontier Logo
5:11 pm - 8:00 pm
MDW
-
DFW
2h 49mnonstop
Frontier Logo
8:35 pm - 10:53 pm
DFW
-
MDW
2h 18mnonstop
$99Frontier
Thu, Apr 9 - Sun, Apr 12
Multiple Airlines Logo
11:25 am - 2:08 pm
MDW
-
DFW
2h 43mnonstop
Multiple Airlines Logo
3:44 pm - 1:02 pm
DFW
-
MDW
21h 18m
1 stop
$100Multiple Airlines
Wed, Mar 11 - Wed, Mar 18
Frontier Logo
11:25 am - 2:08 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
6:05 pm - 8:21 pm
DFW
-
MDW
2h 16mnonstop
$101Frontier
Wed, Mar 11 - Sat, Mar 14
Frontier Logo
11:25 am - 2:08 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
8:00 am - 10:25 am
DFW
-
MDW
2h 25mnonstop
$102Frontier
Wed, Mar 18 - Wed, Mar 25
Frontier Logo
11:25 am - 2:08 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
7:14 pm - 3:52 pm
DFW
-
MDW
20h 38m
1 stop
$103Frontier
Wed, Mar 11 - Wed, Mar 25
Frontier Logo
5:11 pm - 8:00 pm
MDW
-
DFW
2h 49mnonstop
Frontier Logo
8:55 pm - 11:13 pm
DFW
-
MDW
2h 18mnonstop
$104Frontier
Mon, Apr 6 - Mon, Apr 13
Frontier Logo
9:15 am - 12:00 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
6:05 pm - 8:21 pm
DFW
-
MDW
2h 16mnonstop
$105Frontier
Sat, Feb 28 - Sat, Mar 7

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
May 15
MDW4:09 pmChicago Midway
2h 54m
DFW7:03 pmDallas/Fort Worth
May 17
DFW8:03 pmDallas/Fort Worth
2h 18m
MDW10:21 pmChicago Midway
$90
Frontier
Apr 12
MDW4:46 pmChicago Midway
2h 54m
DFW7:40 pmDallas/Fort Worth
Apr 16
DFW8:03 pmDallas/Fort Worth
2h 18m
MDW10:21 pmChicago Midway
$94
Frontier
Mar 16
MDW7:15 amChicago Midway
2h 52m
DFW10:07 amDallas/Fort Worth
Mar 21
DFW6:05 pmDallas/Fort Worth
2h 16m
MDW8:21 pmChicago Midway
$95

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 February 16, 2026.
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

Fri 5/15

4:09 pm-7:03 pm

Nonstop2h 54m

Dallas/Fort Worth

Sun 5/17

8:03 pm-10:21 pm

Nonstop2h 18m

$90

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sun 4/12

4:46 pm-7:40 pm

Nonstop2h 54m

Dallas/Fort Worth

Thu 4/16

8:03 pm-10:21 pm

Nonstop2h 18m

$94

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Mon 3/16

7:15 am-10:07 am

Nonstop2h 52m

Dallas/Fort Worth

Sat 3/21

6:05 pm-8:21 pm

Nonstop2h 16m

$95

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 4/9

5:11 pm-8:00 pm

Nonstop2h 49m

Dallas/Fort Worth

Sun 4/12

8:35 pm-10:53 pm

Nonstop2h 18m

$99

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 3/11

11:25 am-2:08 pm

Nonstop2h 43m

Dallas/Fort Worth

Wed 3/18

3:44 pm-1:02 pm

1 stop21h 18m

$100

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 3/11

11:25 am-2:08 pm

Nonstop2h 43m

Dallas/Fort Worth

Sat 3/14

6:05 pm-8:21 pm

Nonstop2h 16m

$101

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 3/18

11:25 am-2:08 pm

Nonstop2h 43m

Dallas/Fort Worth

Wed 3/25

8:00 am-10:25 am

Nonstop2h 25m

$102

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 3/11

11:25 am-2:08 pm

Nonstop2h 43m

Dallas/Fort Worth

Wed 3/25

7:14 pm-3:52 pm

1 stop20h 38m

$103

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Mon 4/6

5:11 pm-8:00 pm

Nonstop2h 49m

Dallas/Fort Worth

Mon 4/13

8:55 pm-11:13 pm

Nonstop2h 18m

$104

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 2/28

9:15 am-12:00 pm

Nonstop2h 45m

Dallas/Fort Worth

Sat 3/7

6:05 pm-8:21 pm

Nonstop2h 16m

$105

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 April. Flight prices, which tend to average around $147, 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 April, then October is your next best option. Flight prices from Chicago Midway Airport to Dallas/Fort Worth Airport during October average around $166.

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 $238. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Monday, 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 $426.

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 $246 when looking at flights departing in the evening. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $305 on average. Flights to Dallas/Fort Worth Airport from Chicago Midway Airport in the morning 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 $207 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 $134 on momondo.

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

There is only 1 cabin class 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 February 2026, prices for Chicago Midway Airport to Dallas/Fort Worth Airport flights are approximately 42% more expensive 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

$80

Fastest flight time

2h 10m

Direct flights

Every day
The best one-way flight to Dallas/Fort Worth Airport from Chicago Midway Airport in the past 72 hours is $80. The best round-trip flight deal from Chicago Midway Airport to Dallas/Fort Worth Airport found on momondo in the last 72 hours is $97.
The fastest flight from Chicago Midway Airport to Dallas/Fort Worth Airport takes 2h 10m
Direct flights go from Chicago Midway Airport to Dallas/Fort Worth Airport every day.
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 10m, 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 $68Free CancellationRating
5.7
3,047 reviews
Search Frontier flights
SouthwestPriceFrom $147Free CancellationRating
8.0
4,285 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 3 flights/week on average for this route. A good Frontier flight deal for Chicago Midway Airport to Dallas/Fort Worth Airport starts from $68 round-trip, up to an average price of $167. Our users have rated Frontier at 5.7/10.

Traveling to a place near Dallas?

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

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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