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Cheap flights from Chicago Midway Airport to Dallas from $64

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 10/17. 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

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
$98Frontier
Find Deal
jue., oct. 2 - lun., oct. 6
Frontier Logo
5:10 am - 7:45 amMDW-DFW
2h 35mnonstop
Frontier Logo
9:01 pm - 11:20 pmDFW-MDW
2h 19mnonstop
$100Frontier
Find Deal
vie., oct. 17 - sáb., oct. 18
Frontier Logo
6:20 am - 4:40 pmMDW-DFW
10h 20m1 stop
Frontier Logo
6:28 pm - 8:52 pmDFW-MDW
2h 24mnonstop
$101Frontier
Find Deal
jue., oct. 2 - vie., oct. 3
Frontier Logo
9:47 pm - 12:21 amMDW-DFW
2h 34mnonstop
Frontier Logo
7:00 am - 9:23 amDFW-MDW
2h 23mnonstop
$102Frontier
Find Deal
vie., oct. 3 - dom., oct. 5
Frontier Logo
7:15 am - 9:46 amMDW-DFW
2h 31mnonstop
Frontier Logo
8:00 am - 10:28 amDFW-MDW
2h 28mnonstop
$103Frontier
Find Deal
vie., oct. 3 - sáb., oct. 4
Frontier Logo
12:13 pm - 8:09 pmMDW-DFW
7h 56m1 stop
Frontier Logo
9:01 pm - 11:20 pmDFW-MDW
2h 19mnonstop
$104Frontier
Find Deal
vie., oct. 17 - mar., oct. 21
Southwest Logo
5:30 am - 7:45 amMDW-DAL
2h 15mnonstop
Southwest Logo
9:55 pm - 12:05 amDAL-MDW
2h 10mnonstop
$127Southwest
Find Deal
mié., oct. 8 - mié., oct. 15
Southwest Logo
6:55 pm - 9:15 pmMDW-DAL
2h 20mnonstop
Southwest Logo
9:55 pm - 12:05 amDAL-MDW
2h 10mnonstop
$128Southwest
Find Deal
mié., oct. 8 - mié., oct. 15
Logo
9:00 am - 11:59 pmMDW-DFW
14h 59m2 stops
Logo
9:01 pm - 11:20 pmDFW-MDW
2h 19mnonstop
$133
Find Deal
mié., oct. 1 - mar., oct. 7
Southwest Logo
5:30 am - 7:45 amMDW-DAL
2h 15mnonstop
Southwest Logo
6:00 am - 9:55 amDAL-MDW
3h 55m1 stop
$137Southwest
Find Deal
mié., oct. 8 - mié., oct. 15

Frontier flights from Chicago Midway Airport to Dallas

Our best Frontier deals on Chicago Midway Airport to Dallas flight tickets
Frontier
Oct 2
MDW10:13 amChicago Midway
2h 38m
DFW12:51 pmDallas/Fort Worth
Oct 6
DFW10:41 amDallas/Fort Worth
2h 30m
MDW1:11 pmChicago Midway
$98
Find similar
Frontier
Oct 17
MDW5:10 amChicago Midway
2h 35m
DFW7:45 amDallas/Fort Worth
Oct 18
DFW9:01 pmDallas/Fort Worth
2h 19m
MDW11:20 pmChicago Midway
$100
Find similar
Frontier
Oct 2
MDW6:20 amChicago Midway
10h 20m
1 stop
DFW4:40 pmDallas/Fort Worth
Oct 3
DFW6:28 pmDallas/Fort Worth
2h 24m
MDW8:52 pmChicago Midway
$101
Find similar

Southwest flights from Chicago Midway Airport to Dallas

Our best Southwest deals on Chicago Midway Airport to Dallas flight tickets
Southwest
Oct 8
MDW5:30 amChicago Midway
2h 15m
DAL7:45 amDallas Love Field
Oct 15
DAL9:55 pmDallas Love Field
2h 10m
MDW12:05 amChicago Midway
$127
Find similar
Southwest
Oct 8
MDW6:55 pmChicago Midway
2h 20m
DAL9:15 pmDallas Love Field
Oct 15
DAL9:55 pmDallas Love Field
2h 10m
MDW12:05 amChicago Midway
$128
Find similar
Southwest
Oct 8
MDW5:30 amChicago Midway
2h 15m
DAL7:45 amDallas Love Field
Oct 15
DAL6:00 amDallas Love Field
3h 55m
1 stop
MDW9:55 amChicago Midway
$137
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Dallas 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 septiembre 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Dallas that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

jue. 10/2

10:13 am-12:51 pm

Nonstop2h 38m

Dallas/Fort Worth

lun. 10/6

10:41 am-1:11 pm

Nonstop2h 30m

$98

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

vie. 10/17

5:10 am-7:45 am

Nonstop2h 35m

Dallas/Fort Worth

sáb. 10/18

9:01 pm-11:20 pm

Nonstop2h 19m

$100

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

jue. 10/2

6:20 am-4:40 pm

1 stop10h 20m

Dallas/Fort Worth

vie. 10/3

6:28 pm-8:52 pm

Nonstop2h 24m

$101

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

vie. 10/3

9:47 pm-12:21 am

Nonstop2h 34m

Dallas/Fort Worth

dom. 10/5

7:00 am-9:23 am

Nonstop2h 23m

$102

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

vie. 10/3

7:15 am-9:46 am

Nonstop2h 31m

Dallas/Fort Worth

sáb. 10/4

8:00 am-10:28 am

Nonstop2h 28m

$103

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

vie. 10/17

12:13 pm-8:09 pm

1 stop7h 56m

Dallas/Fort Worth

mar. 10/21

9:01 pm-11:20 pm

Nonstop2h 19m

$104

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

mié. 10/8

5:30 am-7:45 am

Nonstop2h 15m

Dallas Love Field

mié. 10/15

9:55 pm-12:05 am

Nonstop2h 10m

$127

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

mié. 10/8

6:55 pm-9:15 pm

Nonstop2h 20m

Dallas Love Field

mié. 10/15

9:55 pm-12:05 am

Nonstop2h 10m

$128

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

mié. 10/1

9:00 am-11:59 pm

2 stops14h 59m

Dallas/Fort Worth

mar. 10/7

9:01 pm-11:20 pm

Nonstop2h 19m

$133

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

mié. 10/8

5:30 am-7:45 am

Nonstop2h 15m

Dallas Love Field

mié. 10/15

6:00 am-9:55 am

1 stop3h 55m

$137

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

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?

If you are unable to visit Dallas during the month of October, then departing from Chicago Midway Airport during the month September is also very affordable. Most momondo users find prices during this month for around $160.

What is the cheapest day to depart on your flight to Dallas?

On average, the least expensive day to fly to Dallas from Chicago Midway Airport is on a Friday. momondo users have found tickets for Friday departures for as low as $246. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $464.

What is the cheapest time of day to depart on your flight to Dallas?

Flying to Dallas from Chicago Midway Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $253 when looking at flights departing in the evening. In the afternoon is when there is more demand to fly to Dallas, so prices are often more expensive at around $333 per ticket.

What is the cheapest Chicago Midway to Dallas flight route?

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

How far in advance should I book a flight to Dallas?

You are more likely to see cheaper flights to Dallas from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Dallas for around $196 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Dallas from Chicago Midway Airport for as low as $133 on momondo.

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

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

Cheap Chicago Midway Airport to Dallas flight deals and tips

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

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Dallas

1 airport
The fastest flight from Chicago Midway Airport to Dallas takes 2h 10m
Direct flights go from Chicago Midway Airport to Dallas every day.
There is 1 airport near Dallas: Dallas Love Field (DAL)
Search flight deals

  • How far is Chicago Midway to Dallas by plane?

    Dallas is 795.4 mi away from Chicago Midway. By plane, this route typically takes 2h 15m.

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

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

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

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

    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 Chicago Midway Airport to Dallas.

  • What documentation or ID do you need to fly to Dallas?

    The travel and health documents required for your trip to Dallas can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Dallas. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Chicago Midway Airport to Dallas

Compare and see reviews for airlines that fly from Chicago Midway Airport to Dallas with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $78Free CancellationRating
5.8
3,177 reviews
Search Frontier flights
SouthwestPriceFrom $147Free CancellationRating
8.0
4,248 reviews
Search Southwest flights

Why use momondo?

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

Finding the right flight to Dallas from Chicago 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 Dallas quick and easy, saving you time and money.

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

Flights from Chicago to Dallas with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to Dallas from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Dallas from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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sáb. 10/11
sáb. 10/18
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Find better results for your trip to the United States

Fly into one of these airports located in Dallas

Airports listed have a maximum distance of 15.5 mi from Dallas
Dallas Love Field Airport
Dallas/Fort Worth Airport