How often are flights from Dallas to Chicago delayed?

Historically, on average around 20% of flights between Dallas and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 153 minutes.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

What is the cheapest airline that flies from Dallas to Chicago Midway?

Frontier and Southwest are the most popular carriers operating from Dallas to Chicago Midway

How many flights depart from Dallas to Chicago Midway Airport on average per day?

The number of flights available between Dallas and Chicago Midway Airport is 5 per day as of January 2026. The most frequent departure time is 1:00PM, with 55% of daily flights leaving in the afternoon.

Which airline has the best punctuality record on Dallas to Chicago flights?

According to our data, Frontier have had the least number of delays on this route over the last 12 months; with about 20% of their flights experiencing any sort of delay.

How many flights depart from Dallas to Chicago Midway Airport on average per week?

As of January 2026, there are 40 flights per week flying from Dallas to Chicago Midway Airport. The most common day of the week flights depart is Thu, with 20% of flights taking off on this day.

What is the most punctual flight time for Dallas to Chicago flights?

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

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?

There are 2 operators available for flights from Dallas to Chicago Midway Airport as of January 2026.

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.

$55 Cheap Flights from Dallas to Chicago Midway Airport in 2026

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:56 pm - 9:12 pm

DFW

MDW

2h 16mnonstop

6:45 pm - 9:30 pm

MDW

DFW

2h 45mnonstop

$85Frontier

Thu, Mar 5 - Sun, Mar 8

11:37 am - 1:53 pm

DFW

MDW

2h 16mnonstop

9:15 am - 12:00 pm

MDW

DFW

2h 45mnonstop

$86Frontier

Fri, Feb 13 - Sat, Feb 14

6:56 pm - 9:12 pm

DFW

MDW

2h 16mnonstop

6:45 pm - 9:30 pm

MDW

DFW

2h 45mnonstop

$87Frontier

Thu, Mar 5 - Sun, Mar 8

9:00 pm - 11:20 pm

DFW

MDW

2h 20mnonstop

11:25 am - 2:08 pm

MDW

DFW

2h 43mnonstop

$90Frontier

Mon, Mar 16 - Wed, Mar 18

1:00 pm - 3:19 pm

DFW

MDW

2h 19mnonstop

7:30 am - 4:15 pm

MDW

DFW

8h 45m

1 stop

$92Frontier

Sat, Feb 28 - Tue, Mar 3

10:44 am - 9:33 pm

DFW

MDW

10h 49m

1 stop

3:00 pm - 5:46 pm

MDW

DFW

2h 46mnonstop

$93Frontier

Sat, Feb 21 - Thu, Feb 26

7:00 am - 9:10 am

DAL

MDW

2h 10mnonstop

12:15 pm - 2:45 pm

MDW

DAL

2h 30mnonstop

$157Southwest

Wed, Feb 11 - Wed, Feb 18

12:50 pm - 6:05 pm

DAL

MDW

5h 15m

1 stop

12:15 pm - 2:45 pm

MDW

DAL

2h 30mnonstop

$167Southwest

Wed, Feb 11 - Wed, Feb 18

1:45 pm - 7:05 pm

DAL

MDW

5h 20m

2 stops

5:55 am - 8:30 am

MDW

DAL

2h 35mnonstop

$173Southwest

Wed, Feb 11 - Wed, Feb 18

6:00 am - 11:59 am

DAL

MDW

5h 59m

1 stop

6:00 am - 1:38 pm

MDW

DAL

7h 38m

1 stop

$177Delta

Tue, Feb 24 - Sat, Feb 28

Southwest flights from Dallas to Chicago Midway Airport

Our best Southwest deals on Dallas to Chicago Midway Airport flight tickets

Southwest

Feb 11

DAL7:00 amDallas Love Field

2h 10m

MDW9:10 amChicago Midway

Feb 18

MDW12:15 pmChicago Midway

2h 30m

DAL2:45 pmDallas Love Field

$157

Southwest

Feb 11

DAL7:00 amDallas Love Field

2h 10m

MDW9:10 amChicago Midway

Feb 18

MDW10:05 amChicago Midway

4h 25m

1 stop

DAL2:30 pmDallas Love Field

$167

Southwest

Feb 11

DAL1:45 pmDallas Love Field

5h 20m

2 stops

MDW7:05 pmChicago Midway

Feb 18

MDW5:55 amChicago Midway

2h 35m

DAL8:30 amDallas Love Field

$173

Frontier flights from Dallas to Chicago Midway Airport

Our best Frontier deals on Dallas to Chicago Midway Airport flight tickets

Frontier

Mar 5

DFW6:56 pmDallas/Fort Worth

2h 16m

MDW9:12 pmChicago Midway

Mar 8

MDW6:45 pmChicago Midway

2h 45m

DFW9:30 pmDallas/Fort Worth

$85

Frontier

Feb 13

DFW11:37 amDallas/Fort Worth

2h 16m

MDW1:53 pmChicago Midway

Feb 14

MDW9:15 amChicago Midway

2h 45m

DFW12:00 pmDallas/Fort Worth

$86

Frontier

Mar 5

DFW6:56 pmDallas/Fort Worth

2h 16m

MDW9:12 pmChicago Midway

Mar 8

MDW6:45 pmChicago Midway

2h 45m

DFW9:30 pmDallas/Fort Worth

$87

momondo Fare Finder

Use the filters below to find and compare flights from Dallas to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 3/5

6:56 pm-9:12 pm

Nonstop2h 16m

Chicago Midway

Sun 3/8

6:45 pm-9:30 pm

Nonstop2h 45m

$85

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 2/13

11:37 am-1:53 pm

Nonstop2h 16m

Chicago Midway

Sat 2/14

9:15 am-12:00 pm

Nonstop2h 45m

$86

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 3/5

6:56 pm-9:12 pm

Nonstop2h 16m

Chicago Midway

Sun 3/8

6:45 pm-9:30 pm

Nonstop2h 45m

$87

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Mon 3/16

9:00 pm-11:20 pm

Nonstop2h 20m

Chicago Midway

Wed 3/18

11:25 am-2:08 pm

Nonstop2h 43m

$90

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 2/28

1:00 pm-3:19 pm

Nonstop2h 19m

Chicago Midway

Tue 3/3

7:30 am-4:15 pm

1 stop8h 45m

$92

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 2/21

10:44 am-9:33 pm

1 stop10h 49m

Chicago Midway

Thu 2/26

3:00 pm-5:46 pm

Nonstop2h 46m

$93

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Wed 2/11

7:00 am-9:10 am

Nonstop2h 10m

Chicago Midway

Wed 2/18

12:15 pm-2:45 pm

Nonstop2h 30m

$157

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Wed 2/11

12:50 pm-6:05 pm

1 stop5h 15m

Chicago Midway

Wed 2/18

12:15 pm-2:45 pm

Nonstop2h 30m

$167

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Wed 2/11

1:45 pm-7:05 pm

2 stops5h 20m

Chicago Midway

Wed 2/18

5:55 am-8:30 am

Nonstop2h 35m

$173

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Tue 2/24

6:00 am-11:59 am

1 stop5h 59m

Chicago Midway

Sat 2/28

6:00 am-1:38 pm

1 stop7h 38m

$177

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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

Prices

Airlines

Delays

Other information

What is the cheapest month to fly to Chicago Midway Airport?

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from Dallas, with most prices found around $158. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Dallas during the month December is also very affordable. Most momondo users find prices during this month for around $166.

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 $150. 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, Friday 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 $179.

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 $179 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $226. 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?

You are more likely to see cheaper flights to Chicago Midway Airport from Dallas 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 for as low as $99 on momondo.

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

There is only 1 cabin class 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.

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

Fastest flight time	2h 05m
Direct flights	Every day

The fastest flight from Dallas to Chicago Midway Airport takes 2h 05m

Direct flights go from Dallas to Chicago Midway Airport every day.

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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?
There are 2 operators available for flights from Dallas to Chicago Midway Airport as of January 2026.
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
Frontier	PriceFrom $60	Free Cancellation	Rating 5.7 3,057 reviews		Search Frontier flights
Southwest	PriceFrom $145	Free Cancellation	Rating 8.0 4,258 reviews		Search Southwest flights

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Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

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

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Flights to Dallas Love Field Airport

Cheap flights from Dallas to Chicago from $55

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 departing on 2/8. 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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Southwest flights from Dallas to Chicago Midway Airport

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Our best Frontier deals on Dallas to Chicago Midway Airport flight tickets

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Use the filters below to find and compare flights from Dallas to Chicago Midway Airport that are best for you.

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How to get the cheapest flight ticket from Dallas to Chicago Midway Airport

What is the cheapest month to fly to Chicago Midway Airport?

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

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

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?

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

There is only 1 cabin class 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.

What is the cheapest airline that flies from Dallas to Chicago Midway?

Frontier and Southwest are the most popular carriers operating from Dallas to Chicago Midway

How often are flights from Dallas to Chicago delayed?

Historically, on average around 20% of flights between Dallas and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 153 minutes.

What is the most punctual flight time for Dallas to Chicago flights?

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Dallas to Chicago flights?

According to our data, Frontier have had the least number of delays on this route over the last 12 months; with about 20% of their flights experiencing any sort of delay.

How many flights depart from Dallas to Chicago Midway Airport on average per day?

The number of flights available between Dallas and Chicago Midway Airport is 5 per day as of January 2026. The most frequent departure time is 1:00PM, with 55% of daily flights leaving in the afternoon.

How many flights depart from Dallas to Chicago Midway Airport on average per week?

As of January 2026, there are 40 flights per week flying from Dallas to Chicago Midway Airport. The most common day of the week flights depart is Thu, with 20% of flights taking off on this day.

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

Fastest flight time

Direct flights

How far is Dallas to Chicago Midway by plane?

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

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?

What documentation or ID do you need to fly to Chicago Midway Airport?

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

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

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.

Find better results for your trip to Chicago

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo