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Cheap flights from Dallas/Fort Worth Airport to Chicago 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 Dallas/Fort Worth Airport to Chicago departing on 9/6. 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/Fort Worth Airport to Chicago (DFW-MDW)

Cheap round-trip flights

Frontier Logo
10:41 am - 1:11 pmDFW-MDW
2h 30mnonstop
Frontier Logo
9:47 pm - 12:21 amMDW-DFW
2h 34mnonstop
$109Frontier
Find Deal
Mon, Sep 22 - Fri, Sep 26
Frontier Logo
10:37 am - 9:58 pmDFW-MDW
11h 21m1 stop
Frontier Logo
7:15 am - 9:46 amMDW-DFW
2h 31mnonstop
$111Frontier
Find Deal
Thu, Sep 4 - Fri, Sep 5
Frontier Logo
9:01 pm - 11:20 pmDFW-MDW
2h 19mnonstop
Frontier Logo
5:20 pm - 8:01 pmMDW-DFW
2h 41mnonstop
$112Frontier
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
5:45 pm - 11:20 pmDFW-MDW
5h 35m1 stop
Frontier Logo
9:47 pm - 12:21 amMDW-DFW
2h 34mnonstop
$113Frontier
Find Deal
Thu, Sep 11 - Mon, Sep 15
Frontier Logo
8:00 am - 1:38 pmDFW-MDW
5h 38m1 stop
Frontier Logo
5:20 pm - 8:01 pmMDW-DFW
2h 41mnonstop
$114Frontier
Find Deal
Wed, Oct 8 - Tue, Oct 14
Frontier Logo
7:46 pm - 10:21 amDFW-MDW
14h 35m1 stop
Frontier Logo
5:10 am - 7:45 amMDW-DFW
2h 35mnonstop
$115Frontier
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
9:01 pm - 11:20 pmDFW-MDW
2h 19mnonstop
Frontier Logo
5:20 pm - 8:01 pmMDW-DFW
2h 41mnonstop
$116Frontier
Find Deal
Tue, Oct 7 - Tue, Oct 14
Frontier Logo
6:55 am - 9:18 amDFW-MDW
2h 23mnonstop
Frontier Logo
6:21 am - 2:48 pmMDW-DFW
8h 27m1 stop
$117Frontier
Find Deal
Thu, Sep 4 - Sun, Sep 7
Frontier Logo
6:28 pm - 8:52 pmDFW-MDW
2h 24mnonstop
Frontier Logo
4:48 pm - 12:23 amMDW-DFW
7h 35m1 stop
$118Frontier
Find Deal
Fri, Sep 5 - Mon, Sep 8
Frontier Logo
8:00 am - 10:28 amDFW-MDW
2h 28mnonstop
Frontier Logo
4:48 pm - 12:23 amMDW-DFW
7h 35m1 stop
$119Frontier
Find Deal
Sat, Sep 13 - Mon, Sep 15

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

Our best Frontier deals on Dallas/Fort Worth Airport to Chicago Midway Airport flight tickets
Frontier
Sep 22
DFW10:41 amDallas/Fort Worth
2h 30m
MDW1:11 pmChicago Midway
Sep 26
MDW9:47 pmChicago Midway
2h 34m
DFW12:21 amDallas/Fort Worth
$109
Find similar
Frontier
Sep 4
DFW10:37 amDallas/Fort Worth
11h 21m
1 stop
MDW9:58 pmChicago Midway
Sep 5
MDW7:15 amChicago Midway
2h 31m
DFW9:46 amDallas/Fort Worth
$111
Find similar
Frontier
Oct 24
DFW9:01 pmDallas/Fort Worth
2h 19m
MDW11:20 pmChicago Midway
Oct 27
MDW5:20 pmChicago Midway
2h 41m
DFW8:01 pmDallas/Fort Worth
$112
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Dallas/Fort Worth Airport to Chicago Midway 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 25, 2025.
Use the filters below to find and compare flights from Dallas/Fort Worth Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Mon 9/22

10:41 am-1:11 pm

Nonstop2h 30m

Chicago Midway

Fri 9/26

9:47 pm-12:21 am

Nonstop2h 34m

$109

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 9/4

10:37 am-9:58 pm

1 stop11h 21m

Chicago Midway

Fri 9/5

7:15 am-9:46 am

Nonstop2h 31m

$111

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 10/24

9:01 pm-11:20 pm

Nonstop2h 19m

Chicago Midway

Mon 10/27

5:20 pm-8:01 pm

Nonstop2h 41m

$112

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 9/11

5:45 pm-11:20 pm

1 stop5h 35m

Chicago Midway

Mon 9/15

9:47 pm-12:21 am

Nonstop2h 34m

$113

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 10/8

8:00 am-1:38 pm

1 stop5h 38m

Chicago Midway

Tue 10/14

5:20 pm-8:01 pm

Nonstop2h 41m

$114

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 10/24

7:46 pm-10:21 am

1 stop14h 35m

Chicago Midway

Mon 10/27

5:10 am-7:45 am

Nonstop2h 35m

$115

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Tue 10/7

9:01 pm-11:20 pm

Nonstop2h 19m

Chicago Midway

Tue 10/14

5:20 pm-8:01 pm

Nonstop2h 41m

$116

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 9/4

6:55 am-9:18 am

Nonstop2h 23m

Chicago Midway

Sun 9/7

6:21 am-2:48 pm

1 stop8h 27m

$117

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 9/5

6:28 pm-8:52 pm

Nonstop2h 24m

Chicago Midway

Mon 9/8

4:48 pm-12:23 am

1 stop7h 35m

$118

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 9/13

8:00 am-10:28 am

Nonstop2h 28m

Chicago Midway

Mon 9/15

4:48 pm-12:23 am

1 stop7h 35m

$119

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 Chicago from

How to get the cheapest flight ticket from Dallas/Fort Worth Airport 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 September is, on average, the cheapest month to fly to Chicago Midway Airport from Dallas/Fort Worth Airport, with most prices found around $158. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Dallas/Fort Worth Airport during the month October is also very affordable. Most momondo users find prices during this month for around $159.

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

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Dallas/Fort Worth Airport. The lowest ticket price found for a Saturday departure recently was $142. 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, Monday is the most expensive day to depart from Dallas/Fort Worth Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $178.

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

Flying to Chicago Midway Airport from Dallas/Fort Worth Airport at noon is the least expensive time of day to depart. momondo users have found prices as low as $179 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $228. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Fly from Dallas/Fort Worth to Chicago Midway for the best Dallas/Fort Worth - 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/Fort Worth Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $198 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Dallas/Fort Worth Airport for as low as $134 on momondo.

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

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

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

As of August 2025, prices for Dallas/Fort Worth Airport to Chicago Midway Airport flights are approximately 23% more expensive when compared to flights at the same time last year.

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

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

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

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

Best Price Found

$114

Fastest flight time

2h 18m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from Dallas/Fort Worth Airport in the past 72 hours is $114. The best round-trip flight deal from Dallas/Fort Worth Airport to Chicago Midway Airport found on momondo in the last 72 hours is $146.
The fastest flight from Dallas/Fort Worth Airport to Chicago Midway Airport takes 2h 18m
Direct flights go from Dallas/Fort Worth Airport to Chicago Midway Airport on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. The only airline offering direct flights is Frontier.
Search flight deals

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

    The distance between Dallas/Fort Worth and Chicago Midway is about 797.1 mi. In terms of flight time, this usually takes a little over 2h 19m.

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

    Prices for flights from Dallas/Fort Worth Airport to Chicago Midway Airport were last updated today.

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

  • How old do you have to be to fly from Dallas/Fort Worth Airport 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/Fort Worth Airport 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.

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

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

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

Compare and see reviews for airlines that fly from Dallas/Fort Worth Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $69Free CancellationRating
5.8
3,201 reviews
Search Frontier flights
SouthwestPriceFrom $147Free CancellationRating
8.0
4,243 reviews
Search Southwest flights

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

    Frontier is one of the most popular airlines flying from Dallas/Fort Worth Airport to Chicago Midway Airport, operating 1 flight/week on average for this route. A good Frontier flight deal for Dallas/Fort Worth Airport to Chicago Midway Airport starts from $69 round-trip, up to an average price of $175. Our users have rated Frontier at 5.8/10.

Traveling to a place near Chicago?

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

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Dallas.

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

momondo does allow users to show only those flights to Chicago from Dallas which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Dallas and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from Dallas to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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