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Cheap flights from Dallas/Fort Worth Airport to Chicago from $33

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 10/7. 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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Cheap round-trip flights

Frontier Logo
7:00 am - 9:23 amDFW-MDW
2h 23mnonstop
Frontier Logo
10:18 am - 12:56 pmMDW-DFW
2h 38mnonstop
$67Frontier
Find Deal
Thu, Sep 4 - Thu, Sep 11
Frontier Logo
11:06 am - 1:29 pmDFW-MDW
2h 23mnonstop
Frontier Logo
8:05 am - 10:32 amMDW-DFW
2h 27mnonstop
$81Frontier
Find Deal
Sun, Aug 3 - Sat, Aug 9
Frontier Logo
11:27 am - 1:50 pmDFW-MDW
2h 23mnonstop
Frontier Logo
8:05 am - 10:32 amMDW-DFW
2h 27mnonstop
$86Frontier
Find Deal
Sat, Jul 26 - Sat, Aug 2
Frontier Logo
7:00 am - 9:23 amDFW-MDW
2h 23mnonstop
Frontier Logo
10:18 am - 12:56 pmMDW-DFW
2h 38mnonstop
$87Frontier
Find Deal
Thu, Sep 4 - Sun, Sep 7
Frontier Logo
7:00 am - 9:23 amDFW-MDW
2h 23mnonstop
Frontier Logo
11:23 am - 1:59 pmMDW-DFW
2h 36mnonstop
$88Frontier
Find Deal
Sun, Sep 14 - Sat, Sep 20
Frontier Logo
9:52 pm - 12:11 amDFW-MDW
2h 19mnonstop
Frontier Logo
6:00 am - 8:39 amMDW-DFW
2h 39mnonstop
$92Frontier
Find Deal
Thu, Oct 16 - Sun, Oct 19
Frontier Logo
2:40 pm - 5:03 pmDFW-MDW
2h 23mnonstop
Frontier Logo
8:05 am - 10:32 amMDW-DFW
2h 27mnonstop
$97Frontier
Find Deal
Tue, Jul 29 - Sat, Aug 2
Frontier Logo
2:40 pm - 5:03 pmDFW-MDW
2h 23mnonstop
Frontier Logo
6:02 pm - 8:39 pmMDW-DFW
2h 37mnonstop
$99Frontier
Find Deal
Tue, Aug 5 - Wed, Aug 13
Frontier Logo
11:27 am - 1:50 pmDFW-MDW
2h 23mnonstop
Frontier Logo
6:00 am - 8:33 amMDW-DFW
2h 33mnonstop
$102Frontier
Find Deal
Sat, Aug 9 - Fri, Aug 15
Frontier Logo
9:25 am - 11:49 amDFW-MDW
2h 24mnonstop
Frontier Logo
6:02 pm - 8:39 pmMDW-DFW
2h 37mnonstop
$104Frontier
Find Deal
Mon, Aug 4 - Wed, Aug 13

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 4
DFW7:00 amDallas/Fort Worth
2h 23m
MDW9:23 amChicago Midway
Sep 11
MDW10:18 amChicago Midway
2h 38m
DFW12:56 pmDallas/Fort Worth
Frontier
Aug 3
DFW11:06 amDallas/Fort Worth
2h 23m
MDW1:29 pmChicago Midway
Aug 9
MDW8:05 amChicago Midway
2h 27m
DFW10:32 amDallas/Fort Worth
Frontier
Jul 26
DFW11:27 amDallas/Fort Worth
2h 23m
MDW1:50 pmChicago Midway
Aug 2
MDW8:05 amChicago Midway
2h 27m
DFW10:32 amDallas/Fort Worth

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 $148. 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 $157.

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 $127. 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/Fort Worth Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $185.

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 $182 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $222. 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 $193 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 $109 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 July 2025, prices for Dallas/Fort Worth Airport to Chicago Midway Airport flights are approximately 39% cheaper 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

$33

Fastest flight time

2h 19m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Dallas/Fort Worth Airport in the past 72 hours is $33. The best round-trip flight deal from Dallas/Fort Worth Airport to Chicago Midway Airport found on momondo in the last 72 hours is $67.
The fastest flight from Dallas/Fort Worth Airport to Chicago Midway Airport takes 2h 19m
Direct flights go from Dallas/Fort Worth Airport to Chicago Midway Airport every day.

  • 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 $63Free CancellationRating
5.9
3,273 reviews
Search Frontier flights
SouthwestPriceFrom $147Free CancellationRating
8.0
4,253 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 2 flights/week on average for this route. A good Frontier flight deal for Dallas/Fort Worth Airport to Chicago Midway Airport starts from $63 round-trip, up to an average price of $175. Our users have rated Frontier at 5.9/10.


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
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
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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