Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Dallas to Chicago Midway Airport from $54

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 to Chicago Midway Airport departing on 1/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from Dallas to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Dallas to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Dallas to Chicago.

Cheap last minute flights

Planning a quick getaway from Dallas to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Dallas to Chicago

Find recent round-trip train or bus tickets from Dallas to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$58Frontier
Find Deal
Wed, Feb 19 - Tue, Feb 25
11:44 am - 1:59 pmDFW-MDW
2h 15mnonstop
7:50 am - 10:39 amMDW-DFW
2h 49mnonstop
$78Frontier
Find Deal
Wed, Mar 12 - Tue, Mar 18
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
1:16 pm - 10:16 pmMDW-DFW
9h 00m1 stop
$83Frontier
Find Deal
Wed, Feb 19 - Wed, Feb 26
9:07 am - 11:28 amDFW-MDW
2h 21mnonstop
8:44 pm - 5:45 amMDW-DFW
9h 01m1 stop
$93Frontier
Find Deal
Sat, Feb 22 - Mon, Feb 24
5:45 pm - 7:55 pmDAL-MDW
2h 10mnonstop
7:15 am - 9:50 amMDW-DAL
2h 35mnonstop
$157Southwest
Find Deal
Wed, Feb 19 - Tue, Feb 25
6:25 am - 8:30 amDAL-MDW
2h 05mnonstop
8:00 pm - 10:30 pmMDW-DAL
2h 30mnonstop
$177Southwest
Find Deal
Sat, Feb 15 - Mon, Feb 17
11:25 am - 1:35 pmDAL-MDW
2h 10mnonstop
6:20 am - 8:55 amMDW-DAL
2h 35mnonstop
$187Southwest
Find Deal
Wed, Feb 5 - Mon, Feb 10
9:59 am - 4:21 pmDFW-MDW
6h 22m1 stop
9:34 am - 3:05 pmMDW-DFW
5h 31m1 stop
$196Delta
Find Deal
Tue, Jan 14 - Wed, Jan 29
9:59 am - 4:21 pmDFW-MDW
6h 22m1 stop
9:34 am - 3:05 pmMDW-DFW
5h 31m1 stop
$197Delta
Find Deal
Tue, Jan 14 - Sat, Jan 25
5:31 am - 10:12 amDFW-MDW
4h 41m1 stop
5:07 pm - 11:57 pmMDW-DFW
6h 50m1 stop
$206Delta
Find Deal
Tue, Jan 14 - Mon, Jan 27
1:44 pm - 8:43 pmDFW-MDW
6h 59m1 stop
$54Frontier
Find Deal
Mon, Jan 13
5:50 am - 3:09 pmDFW-MDW
9h 19m1 stop
$56Frontier
Find Deal
Thu, Feb 13
1:44 pm - 9:05 pmDFW-MDW
7h 21m1 stop
$57Frontier
Find Deal
Mon, Feb 3
8:05 pm - 5:31 amDFW-MDW
9h 26m1 stop
$58Frontier
Find Deal
Mon, Feb 24
6:20 pm - 8:30 pmDAL-MDW
2h 10mnonstop
$79Southwest
Find Deal
Sat, Feb 15
7:55 pm - 10:05 pmDAL-MDW
2h 10mnonstop
$89Southwest
Find Deal
Wed, Jan 22
6:00 am - 11:59 amDAL-MDW
5h 59m1 stop
$98Delta
Find Deal
Wed, Jan 22
6:30 am - 12:42 pmDFW-MDW
6h 12m1 stop
$98Delta
Find Deal
Tue, Feb 18
5:00 am - 6:11 pmDFW-MDW
13h 11m2 stops
Sun, Jan 5
6:57 pm - 6:11 pmDFW-MDW
23h 14m3 stops
Sat, Jan 4
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$284Frontier
Find Deal
Wed, Dec 25 - Wed, Jan 1
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
8:41 pm - 4:44 amMDW-DFW
8h 03m1 stop
$288Frontier
Find Deal
Mon, Dec 23 - Mon, Jan 6
9:14 pm - 11:31 pmDFW-MDW
2h 17mnonstop
8:00 am - 10:50 amMDW-DFW
2h 50mnonstop
$289Frontier
Find Deal
Thu, Dec 26 - Thu, Jan 2
9:18 pm - 11:35 pmDFW-MDW
2h 17mnonstop
6:25 am - 9:12 amMDW-DFW
2h 47mnonstop
$298Frontier
Find Deal
Fri, Dec 27 - Sat, Jan 4
4:50 pm - 7:00 pmDAL-MDW
2h 10mnonstop
7:15 am - 9:50 amMDW-DAL
2h 35mnonstop
$502Southwest
Find Deal
Tue, Dec 24 - Wed, Jan 8
6:45 am - 10:35 amDAL-MDW
3h 50m1 stop
8:35 pm - 11:05 pmMDW-DAL
2h 30mnonstop
$511Southwest
Find Deal
Tue, Dec 24 - Wed, Jan 8
9:40 am - 2:40 pmDAL-MDW
5h 00m2 stops
12:25 pm - 2:55 pmMDW-DAL
2h 30mnonstop
$516Southwest
Find Deal
Tue, Dec 24 - Wed, Jan 8
4:15 pm - 10:06 pmDFW-MDW
5h 51m1 stop
9:30 am - 2:44 pmMDW-DFW
5h 14m1 stop
$636Delta
Find Deal
Fri, Dec 27 - Tue, Dec 31
11:41 am - 4:24 pmDFW-MDW
4h 43m1 stop
10:08 am - 3:10 pmMDW-DFW
5h 02m1 stop
$738Delta
Find Deal
Fri, Dec 27 - Mon, Dec 30
6:00 am - 11:21 amDAL-MDW
5h 21m1 stop
5:03 pm - 10:33 pmMDW-DAL
5h 30m1 stop
$792Delta
Find Deal
Mon, Dec 23 - Sat, Dec 28
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$58Frontier
Find Deal
Wed, Feb 19 - Tue, Feb 25
7:47 pm - 10:09 pmDFW-MDW
2h 22mnonstop
6:00 am - 8:47 amMDW-DFW
2h 47mnonstop
$65Frontier
Find Deal
Tue, Feb 18 - Wed, Feb 26
9:07 am - 11:28 amDFW-MDW
2h 21mnonstop
4:07 pm - 6:52 pmMDW-DFW
2h 45mnonstop
$75Frontier
Find Deal
Sat, Feb 22 - Tue, Feb 25
11:44 am - 1:59 pmDFW-MDW
2h 15mnonstop
7:50 am - 10:39 amMDW-DFW
2h 49mnonstop
$78Frontier
Find Deal
Wed, Mar 12 - Tue, Mar 18
7:47 pm - 10:09 pmDFW-MDW
2h 22mnonstop
5:10 am - 7:55 amMDW-DFW
2h 45mnonstop
$95Frontier
Find Deal
Tue, Feb 18 - Thu, Feb 27
9:07 am - 11:28 amDFW-MDW
2h 21mnonstop
5:10 am - 7:55 amMDW-DFW
2h 45mnonstop
$96Frontier
Find Deal
Sat, Feb 22 - Mon, Feb 24
11:44 am - 1:59 pmDFW-MDW
2h 15mnonstop
5:10 am - 7:55 amMDW-DFW
2h 45mnonstop
$99Frontier
Find Deal
Wed, Mar 19 - Thu, Mar 20
8:50 am - 11:13 amDFW-MDW
2h 23mnonstop
6:00 am - 8:47 amMDW-DFW
2h 47mnonstop
$101Frontier
Find Deal
Mon, Feb 17 - Wed, Feb 26
5:45 pm - 7:55 pmDAL-MDW
2h 10mnonstop
7:15 am - 9:50 amMDW-DAL
2h 35mnonstop
$157Southwest
Find Deal
Wed, Feb 19 - Tue, Feb 25
6:20 pm - 8:30 pmDAL-MDW
2h 10mnonstop
8:00 pm - 10:30 pmMDW-DAL
2h 30mnonstop
$177Southwest
Find Deal
Sat, Feb 15 - Mon, Feb 17

Frontier flights from Dallas to Chicago Midway Airport

Our best Frontier deals on Dallas to Chicago Midway Airport flight tickets
Frontier
Feb 19
DFW9:50 amDallas/Fort Worth
2h 21m
MDW12:11 pmChicago Midway
Feb 25
MDW4:07 pmChicago Midway
2h 45m
DFW6:52 pmDallas/Fort Worth
Frontier
Mar 12
DFW11:44 amDallas/Fort Worth
2h 15m
MDW1:59 pmChicago Midway
Mar 18
MDW7:50 amChicago Midway
2h 49m
DFW10:39 amDallas/Fort Worth
Frontier
Feb 19
DFW9:50 amDallas/Fort Worth
2h 21m
MDW12:11 pmChicago Midway
Feb 26
MDW1:16 pmChicago Midway
9h 00m
1 stop
DFW10:16 pmDallas/Fort Worth

Delta flights from Dallas to Chicago Midway Airport

Our best Delta deals on Dallas to Chicago Midway Airport flight tickets
Delta
Jan 14
DFW9:59 amDallas/Fort Worth
6h 22m
1 stop
MDW4:21 pmChicago Midway
Jan 29
MDW9:34 amChicago Midway
5h 31m
1 stop
DFW3:05 pmDallas/Fort Worth
Delta
Jan 14
DFW9:59 amDallas/Fort Worth
6h 22m
1 stop
MDW4:21 pmChicago Midway
Jan 25
MDW9:34 amChicago Midway
5h 31m
1 stop
DFW3:05 pmDallas/Fort Worth
Delta
Jan 14
DFW5:31 amDallas/Fort Worth
4h 41m
1 stop
MDW10:12 amChicago Midway
Jan 27
MDW5:07 pmChicago Midway
6h 50m
1 stop
DFW11:57 pmDallas/Fort Worth

See travel insights to Chicago from

How to get the cheapest flight ticket from Dallas 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 April is, on average, the cheapest month to fly to Chicago Midway Airport from Dallas, with most prices found around $138. If you are unable to visit Chicago Midway Airport during the month of April, then departing from Dallas during the month May is also very affordable. Most momondo users find prices during this month for around $138.

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. The lowest ticket price found for a Saturday departure recently was $133. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $210.

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

Flying to Chicago Midway Airport from Dallas at noon is the least expensive time of day to depart. momondo users have found prices as low as $153 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $198. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Dallas to Chicago Midway flight route?

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

How far in advance should I book a flight to Chicago Midway Airport?

We recommend purchasing flights from Dallas to Chicago Midway Airport 39 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago Midway Airport for $168. In the past 72 hours, momondo users found flights from Dallas to Chicago Midway Airport for as low as $57.

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

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

Can stopping save me money on Dallas to Chicago Midway Airport flights?

You could potentially save up to 86% on your flight if you consider stops on a Dallas to Chicago Midway Airport flight.

Cheap Dallas to Chicago Midway Airport flight deals and tips

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

Best Price Found

$54

Fastest flight time

2h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Dallas in the past 72 hours is $54. The best round-trip flight deal from Dallas to Chicago Midway Airport found on momondo in the last 72 hours is $58.
The fastest flight from Dallas to Chicago Midway Airport takes 2h 05m
Direct flights go from Dallas to Chicago Midway Airport every day.

  • How far is Dallas to Chicago Midway by plane?

    There are 795.4 mi between Dallas and Chicago Midway. Flights usually cover this in 2h 05m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Dallas to Chicago Midway Airport are refreshed on a daily basis.

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

  • How old do you have to be to fly from Dallas 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 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.


Best airlines flying from Dallas to Chicago Midway Airport

Compare and see reviews for airlines that fly from Dallas to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $63Free CancellationRating
6.1
3,472 reviews
Search Frontier flights
SouthwestPriceFrom $138Free CancellationRating
8.1
4,804 reviews
Search Southwest flights
DeltaPriceFrom $174Free CancellationRating
8.0
8,594 reviews
Search Delta flights

Why use momondo?

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

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

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

Yes. momondo allows you to filter the results for Dallas to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Dallas.

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

Of course. momondo tracks the price of Dallas to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Fri 12/27
Fri 1/3
Email me momondo's favorite deals

Find better results for your trip to Chicago