What airlines fly to Chicago?

Frontier, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Dallas according to our data. Frontier is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

As of April 2025, there are 54 flights per day flying from Dallas to Chicago. The most common time of day flights depart is 10:00AM, with 44% of flights taking off in the afternoon.

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

The number of flights available between Dallas and Chicago is 378 per week as of April 2025. The most frequent departure day is Tue, with 22% of weekly flights leaving on this day.

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

Frontier, Spirit Airlines, and American Airlines are the most popular carriers operating from Dallas to Chicago

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

Prices for flights from Dallas to Chicago refresh daily.

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

There are 7 operators available for flights from Dallas to Chicago as of April 2025.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Dallas to Chicago.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$45 Cheap Flights from Dallas to Chicago in 2025

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One-way

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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.

2:40 pm - 5:07 pmDFW-MDW

2h 27mnonstop

8:00 am - 10:29 amMDW-DFW

2h 29mnonstop

$94Frontier

Find Deal

Tue, Jun 17 - Sat, Jun 21

2:40 pm - 5:07 pmDFW-MDW

2h 27mnonstop

8:05 am - 10:32 amMDW-DFW

2h 27mnonstop

$95Frontier

Find Deal

Tue, Jun 17 - Sat, Jul 12

3:20 pm - 5:50 pmDFW-ORD

2h 30mnonstop

7:00 pm - 9:35 pmORD-DFW

2h 35mnonstop

$126Spirit Airlines

Find Deal

Fri, Sep 26 - Mon, Sep 29

9:00 am - 8:08 pmDFW-ORD

11h 08m1 stop

7:35 pm - 9:13 amORD-DFW

13h 38m1 stop

$140Spirit Airlines

Find Deal

Fri, May 30 - Mon, Jun 2

10:43 am - 1:15 pmDFW-ORD

2h 32mnonstop

12:45 pm - 3:22 pmORD-DFW

2h 37mnonstop

$163United Airlines

Find Deal

Wed, May 21 - Sat, May 24

6:45 pm - 11:10 pmDAL-MDW

4h 25m1 stop

5:55 pm - 8:20 pmMDW-DAL

2h 25mnonstop

$173Southwest

Find Deal

Wed, May 21 - Sat, May 24

6:45 pm - 11:10 pmDAL-MDW

4h 25m1 stop

1:00 pm - 4:55 pmMDW-DAL

3h 55m1 stop

$178Southwest

Find Deal

Wed, May 21 - Sat, May 24

10:30 pm - 12:59 amDFW-ORD

2h 29mnonstop

8:40 pm - 11:30 pmORD-DFW

2h 50mnonstop

$197American Airlines

Find Deal

Tue, Jun 10 - Tue, Jun 24

7:00 am - 9:40 amDFW-ORD

2h 40mnonstop

7:50 pm - 10:29 pmORD-DFW

2h 39mnonstop

$199United Airlines

Find Deal

Thu, Jul 17 - Thu, Jul 17

5:14 pm - 7:40 pmDFW-ORD

2h 26mnonstop

8:05 am - 10:45 amORD-DFW

2h 40mnonstop

$222American Airlines

Find Deal

Fri, May 16 - Wed, May 21

Frontier flights from Dallas to Chicago

Our best Frontier deals on Dallas to Chicago flight tickets

Frontier

Jun 17

DFW2:40 pmDallas/Fort Worth

2h 27m

MDW5:07 pmChicago Midway

Jun 21

MDW8:00 amChicago Midway

2h 29m

DFW10:29 amDallas/Fort Worth

$94

Find similar

Frontier

Jun 17

DFW2:40 pmDallas/Fort Worth

2h 27m

MDW5:07 pmChicago Midway

Jul 12

MDW8:05 amChicago Midway

2h 27m

DFW10:32 amDallas/Fort Worth

$95

Find similar

Frontier

Aug 2

DFW11:27 amDallas/Fort Worth

2h 23m

MDW1:50 pmChicago Midway

Aug 6

MDW6:02 pmChicago Midway

2h 37m

DFW8:39 pmDallas/Fort Worth

$96

Find similar

Delta flights from Dallas to Chicago

Our best Delta deals on Dallas to Chicago flight tickets

Delta

May 21

DAL12:00 pmDallas Love Field

5h 11m

1 stop

ORD5:11 pmChicago O'Hare Intl

May 24

ORD5:55 pmChicago O'Hare Intl

5h 58m

1 stop

DAL11:53 pmDallas Love Field

$198

Find similar

Delta

Jul 1

DFW7:00 amDallas/Fort Worth

4h 59m

1 stop

MDW11:59 amChicago Midway

Jul 4

MDW6:00 amChicago Midway

6h 15m

1 stop

DFW12:15 pmDallas/Fort Worth

$199

Find similar

Delta

May 24

DAL3:59 pmDallas Love Field

7h 18m

1 stop

ORD11:17 pmChicago O'Hare Intl

May 25

ORD5:30 amChicago O'Hare Intl

5h 26m

1 stop

DAL10:56 amDallas Love Field

$200

Find similar

How to get the cheapest flight ticket from Dallas to Chicago

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

Other information

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Dallas, with most prices found around $131. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Dallas to Chicago during February average around $141.

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

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $246. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Dallas to Chicago for around $849.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Dallas to Chicago during this time can be as low as $196. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $677.

What is the cheapest Dallas to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Dallas when booking 11 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $203 when searching 11 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Dallas for as low as $163 on momondo.

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

There are 4 cabin classes available to choose from on Dallas to Chicago 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 flight deals and tips

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

Best Price Found	$45
Fastest flight time	2h 10m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Dallas in the past 72 hours is $45. The best round-trip flight deal from Dallas to Chicago found on momondo in the last 72 hours is $94.

The fastest flight from Dallas to Chicago takes 2h 10m

Direct flights go from Dallas to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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How far is Dallas to Chicago by plane?
A flight from Dallas to Chicago will travel around 804.0 mi. Typically, this will take 2h 10m by plane in normal conditions.
When did momondo last update prices for flights from Dallas to Chicago?
Prices for flights from Dallas to Chicago refresh daily.
How many operators does momondo search for flights from Dallas to Chicago?
There are 7 operators available for flights from Dallas to Chicago as of April 2025.
How old do you have to be to fly from Dallas to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Dallas to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Dallas to Chicago

Compare and see reviews for airlines that fly from Dallas to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $51	Free Cancellation	Rating 6.3 7,961 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $52	Free Cancellation	Rating 5.9 3,287 reviews	Search Frontier flights
Delta	PriceFrom $134	Free Cancellation	Rating 8.0 7,929 reviews	Search Delta flights
United Airlines	PriceFrom $140	Free Cancellation	Rating 7.4 8,696 reviews	Search United Airlines flights
Southwest	PriceFrom $147	Free Cancellation	Rating 8.0 4,295 reviews	Search Southwest flights
American Airlines	PriceFrom $151	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Contour	PriceFrom $162	Free Cancellation	Rating 7.1 26 reviews	Search Contour flights

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Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Dallas to Chicago for you.

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 offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight 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?

Yes. momondo can track prices for Dallas to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.