How long is the flight from Dallas to Chicago?

A quick flight from Dallas to Chicago can take about 2h 15m. Southwest provides one of the quickest options available for as low as $297. The distance between Dallas and Chicago is about 793 mi. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from Dallas to Chicago round-trip?

According to our current data, Frontier ($66), Contour ($105), and Southwest ($157) offers the cheapest pricing from Dallas to Chicago. Frontier is priced at 71% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Dallas to Chicago one-way?

To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $38. Southwest flights start at $68 while deals on Contour start at $83 one-way.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the most popular routes from Dallas to Chicago?

The most popular flight routes from Dallas to Chicago are Dallas/Fort Worth - Chicago O'Hare Intl, Dallas/Fort Worth - Chicago Midway and Dallas Love Field - Chicago Midway.

What are the cheapest flights from Dallas to Chicago?

Looking for the cheapest flight from Dallas to Chicago? While on average our users pay $1,355, our data indicates the cheapest price to be $109. The most popular route (Dallas/Fort Worth - Chicago O'Hare Intl), is priced around $50.

What are the most reliable airlines from Dallas to Chicago?

Before booking your flight to Chicago from Dallas, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (100%), Turkish Airlines (85%), ITA Airways( 79%).

What are the most popular airlines that fly from Dallas to Chicago?

Consider Frontier, American Airlines or United Airlines when booking your flight. These represent the most popular airlines when flying from Dallas to Chicago.

Most accurate provider : When it comes to deals on Dallas-Chicago flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Dallas-Chicago flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Dallas-Chicago flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Dallas-Chicago flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Dallas-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Can I find deals for flights from Dallas to Chicago that include hotel bookings?

Yes. In addition to deals on Dallas to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Dallas to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dallas to Chicago.

Can I find deals for business class flights from Dallas to Chicago?

Yes. Cheapflights offers flight deals from Dallas to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

How long is the flight from Dallas to Chicago?

Direct flights between Dallas and Chicago are a little under two hours long. Choosing an indirect flight that stops in a connecting city will increase the total travel time.

Which airlines operate flights from Dallas to Chicago?

Several major airlines operate direct flights between Dallas Fort Worth International Airport and Chicago's O'Hare International Airport, including American, United, and Spirit Airlines. Southwest offers flights between Dallas Love field and Chicago Midway International Airport.

How frequent are flights between Dallas and Chicago?

There are close to 200 nonstop flights each week from Dallas to Chicago. There are also many indirect flights, with stopovers in connecting cities such as Atlanta, GA.

Which airports serve Dallas to Chicago?

Dallas is served by two major airports: Dallas Fort Worth International Airport and Dallas Love Field. Chicago is also served by two main airports: O'Hare International Airport and Chicago Midway International Airport.

What are the most eco-friendly airlines from Dallas to Chicago?

Southwest Airlines, Spirit Airlines, American Airlines, and United Airlines are among the most eco-friendly airlines with flights to Chicago from Dallas. In addition to providing sustainable nonstop flights, these airlines have taken several steps to foster sustainable travel. United Airlines has heavily invested in sustainable jet fuel and is now introducing fuel-efficient engines with reduced emissions. They also have a carbon offset program offering their passengers the opportunity to compensate for the carbon they produce on each flight. Spirit Airlines has started an onboard recycling program, and they are slowly replacing their fuel-driven ground equipment with more sustainable electric models. American Airlines is also slowly introducing more fuel-efficient aircraft to their fleet and either retiring older models or upgrading them to become more efficient.

How can I fly more sustainably from Dallas to Chicago?

To fly more sustainably, follow these steps: first, carry only what you deem necessary. Avoid overpacking and carrying unnecessary luggage, as this tends to overload the plane. Heavier planes use more fuel to fly, meaning more carbon is introduced into the atmosphere. Second, since you have the option to fly directly to Chicago from Dallas, book a nonstop flight. Avoid booking the cheaper connecting flights since they take off and land twice, introducing much more carbon into the atmosphere. Third, book a flight with an airline that offers a carbon offset program to play your part in reducing the amount of carbon in the atmosphere. Finally, bring your own reusable bottle and headphones on the flight and avoid single-use plastics and disposable headsets.

$106+ Cheap Flights from Dallas to Chicago

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

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

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

Over the last year, United Airlines have had the lowest number of delays on this route, with just 12% of flights being delayed.

Q: How much does it cost to fly round-trip from Dallas to Chicago?

Airfare is typical for this route at the moment. Dallas to Chicago flights typically cost between $191 and $352 in September. The cheapest round-trip price found within the last 5 days was $193 on Frontier (Sep 10-Sep 14).

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

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Q: How often are flights from Dallas to Chicago delayed?

About 17% of weekly flights between Dallas and Chicago have experienced delays in the past year, with the average delay time being 151 minutes.

Q: How far ahead should I book a flight from Dallas to Chicago?

The best time to book flights from Dallas to Chicago is 89 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Q: What is the cheapest month to book a flight from Dallas to Chicago?

Currently, January is the cheapest month in which you can book a flight from Dallas to Chicago (average of $191). Flying from Dallas to Chicago in June is currently the most expensive (average of $344). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Cheapflights Tip: The best prices from Dallas to Chicago are usually found in January or February, booked 90 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Dallas to Chicago

Cheapest

Best

Last-minute

One-way

Cheapest flights from Dallas to Chicago
Explore the most affordable flight options available from Dallas to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.

Thu 9/1010:16 pm -

Nonstop2h 29m

Mon 9/141:01 pm -

Nonstop2h 46m

Deal found 8/25

$193

Wed 9/302:48 pm -

1 stop9h 35m

Sat 10/36:30 am -

1 stop6h 34m

Deal found 8/22

$194

Sat 9/122:48 pm -

1 stop9h 35m

Mon 9/146:30 am -

1 stop7h 17m

Deal found 8/21

$195

Fri 9/119:36 am -

Nonstop2h 23m

Mon 9/1412:54 pm -

Nonstop2h 31m

Deal found 8/25

$195

Tue 9/152:48 pm -

1 stop9h 35m

Sat 9/266:00 am -

Nonstop2h 41m

Deal found 8/25

$198

Tue 9/152:48 pm -

1 stop9h 35m

Sat 9/196:00 am -

Nonstop2h 41m

Deal found 8/23

$199

Thu 9/109:36 am -

Nonstop2h 23m

Mon 9/1412:54 pm -

Nonstop2h 31m

Deal found 8/25

$200

Sat 10/249:52 pm -

Nonstop2h 34m

Wed 10/286:30 am -

1 stop7h 14m

Deal found 8/24

$202

Sat 9/129:36 am -

Nonstop2h 23m

Sat 9/191:06 pm -

Nonstop2h 32m

Deal found 8/22

$203

Tue 9/292:48 pm -

1 stop9h 35m

Sat 10/36:00 am -

Nonstop2h 41m

Deal found 8/20

$204

Thu 9/174:52 pm -

Nonstop2h 43m

Thu 9/246:00 am -

Nonstop2h 41m

Deal found 8/25

$205

Thu 9/249:36 am -

Nonstop2h 23m

Mon 9/2812:54 pm -

Nonstop2h 31m

Deal found 8/25

$205

Best flights from Dallas to Chicago
Discover carefully curated flight deals from Dallas to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.

Thu 11/510:01 pm -

1 stop12h 32m

Sun 11/81:08 pm -

1 stop7h 31m

Deal found 8/21

$291

Tue 10/207:15 am -

Nonstop2h 15m

Wed 10/2112:00 pm -

Nonstop2h 15m

Deal found 8/24

$297

Sat 10/36:47 pm -

1 stop5h 12m

Tue 10/63:40 pm -

1 stop6h 59m

Deal found 8/24

$317

Tue 9/153:59 pm -

1 stop5h 33m

Thu 9/177:05 am -

Nonstop2h 41m

Deal found 8/25

$373

Sat 9/126:05 am -

Nonstop2h 10m

Sat 9/1910:00 am -

1 stop4h 45m

Deal found 8/22

$307

Thu 10/295:20 am -

1 stop7h 50m

Sat 10/3110:35 am -

1 stop6h 25m

Deal found 8/21

$317

Thu 9/246:00 am -

Nonstop2h 10m

Sat 9/261:45 pm -

1 stop4h 50m

Deal found 8/24

$307

Wed 9/309:54 pm -

2 stops16h 32m

Sun 10/41:56 pm -

1 stop7h 25m

Deal found 8/23

$341

Tue 10/134:20 pm -

1 stop6h 13m

Wed 10/149:29 am -

1 stop4h 35m

Deal found 8/22

$317

Tue 9/158:15 am -

Nonstop2h 15m

Wed 9/308:50 am -

2 stops5h 50m

Deal found 8/23

$308

Wed 9/165:20 am -

1 stop7h 19m

Sat 9/196:05 am -

1 stop6h 46m

Deal found 8/23

$317

Wed 11/410:01 pm -

2 stops22h 01m

Sun 11/81:08 pm -

1 stop7h 31m

Deal found 8/22

$352

Thu 10/810:55 pm -

Nonstop2h 10m

Tue 10/136:00 am -

Nonstop2h 15m

Deal found 8/20

$310

Sat 9/55:15 am -

1 stop5h 00m

Sat 9/57:50 pm -

Nonstop2h 39m

Deal found 8/24

$421

Wed 9/305:20 am -

1 stop5h 17m

Sat 10/35:30 am -

2 stops8h 48m

Deal found 8/25

$322

Fri 9/256:30 pm -

Nonstop2h 10m

Mon 10/55:15 am -

Nonstop2h 15m

Deal found 8/24

$310

Thu 10/299:55 pm -

1 stop9h 59m

Sun 11/18:53 pm -

2 stops23h 11m

Deal found 8/25

$377

Tue 10/62:59 pm -

1 stop6h 28m

Tue 10/131:55 pm -

2 stops10h 27m

Deal found 8/22

$322

Wed 10/145:15 am -

1 stop5h 01m

Sun 10/187:00 am -

Nonstop2h 41m

Deal found 8/22

$442

Fri 9/112:55 pm -

Nonstop2h 10m

Sat 9/126:05 pm -

Nonstop2h 20m

Deal found 8/21

$310

Tue 9/159:04 pm -

1 stop16h 15m

Thu 9/173:53 pm -

1 stop5h 28m

Deal found 8/24

$381

Wed 9/165:20 am -

1 stop7h 39m

Tue 9/295:30 am -

2 stops8h 48m

Deal found 8/22

$322

Mon 12/218:10 pm -

Nonstop2h 10m

Fri 1/88:25 am -

1 stop4h 55m

Deal found 8/24

$316

Tue 10/134:20 pm -

1 stop6h 13m

Tue 10/201:27 pm -

2 stops8h 26m

Deal found 8/24

$322

Tue 9/229:04 pm -

1 stop16h 15m

Thu 9/243:53 pm -

1 stop5h 28m

Deal found 8/23

$395

Fri 9/253:25 pm -

1 stop4h 00m

Mon 9/288:40 pm -

Nonstop2h 15m

Deal found 8/23

$316

Tue 10/201:36 pm -

2 stops8h 57m

Wed 10/2110:59 am -

1 stop6h 01m

Deal found 8/24

$322

Fri 10/25:00 pm -

1 stop4h 10m

Mon 10/55:15 am -

Nonstop2h 15m

Deal found 8/21

$316

Thu 9/108:40 am -

1 stop11h 59m

Sun 9/139:29 pm -

1 stop8h 12m

Deal found 8/21

$428

Wed 10/75:30 am -

2 stops7h 17m

Wed 10/141:27 pm -

2 stops10h 55m

Deal found 8/23

$327

Last-minute flights from Dallas to Chicago
Discover last-minute flight deals from Dallas to Chicago. Data last updated August 26, 2026 and is based on user searches.

Sun 9/66:07 pm -

Nonstop2h 24m

Fri 9/1112:54 pm -

Nonstop2h 31m

Deal found 8/25

$207

Thu 9/102:48 pm -

1 stop9h 35m

Mon 9/146:30 am -

1 stop17h 50m

Deal found 8/21

$196

Sat 9/122:48 pm -

1 stop9h 35m

Mon 9/146:30 am -

1 stop7h 17m

Deal found 8/21

$195

Sat 9/125:08 pm -

Nonstop2h 33m

Tue 9/156:00 am -

Nonstop2h 41m

Deal found 8/25

$199

Sat 9/129:36 am -

Nonstop2h 23m

Sat 9/191:06 pm -

Nonstop2h 32m

Deal found 8/23

$200

Sat 9/122:48 pm -

1 stop9h 35m

Wed 9/166:00 am -

Nonstop2h 41m

Deal found 8/23

$206

Tue 9/152:48 pm -

1 stop9h 35m

Sat 9/266:00 am -

Nonstop2h 41m

Deal found 8/25

$198

Thu 9/179:36 am -

Nonstop2h 23m

Mon 9/2112:54 pm -

Nonstop2h 31m

Deal found 8/25

$208

Thu 9/2410:16 pm -

Nonstop2h 29m

Thu 10/11:01 pm -

Nonstop2h 46m

Deal found 8/25

$205

Thu 9/249:36 am -

Nonstop2h 23m

Mon 9/2812:54 pm -

Nonstop2h 31m

Deal found 8/25

$205

Sat 9/269:36 am -

Nonstop2h 23m

Sat 10/31:06 pm -

Nonstop2h 32m

Deal found 8/25

$210

Wed 9/302:48 pm -

1 stop9h 35m

Sat 10/36:30 am -

1 stop6h 34m

Deal found 8/22

$194

One-way flights from Dallas to Chicago
Search for one-way flight options from Dallas to Chicago. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.

Wed 9/97:20 am -

1 stop28h 20m

Deal found 8/21

$106

Wed 9/1611:32 am -

1 stop24h 08m

Deal found 8/24

$107

Thu 10/229:54 am -

Nonstop2h 23m

Deal found 8/25

$107

Tue 9/292:48 pm -

1 stop9h 35m

Deal found 8/24

$108

Tue 9/291:23 pm -

2 stops43h 17m

Deal found 8/24

$109

Tue 10/68:29 pm -

1 stop27h 54m

Deal found 8/24

$113

Tue 9/228:29 pm -

1 stop27h 54m

Deal found 8/25

$115

Fri 10/29:36 am -

Nonstop2h 23m

Deal found 8/25

$115

Fri 9/1810:16 pm -

Nonstop2h 29m

Deal found 8/21

$116

Tue 11/39:10 pm -

2 stops35h 30m

Deal found 8/25

$116

Fri 9/2510:16 pm -

Nonstop2h 29m

Deal found 8/22

$117

Mon 9/219:36 am -

Nonstop2h 23m

Deal found 8/25

$117

Find flight deals from Dallas to Chicago

Most accurate provider	Expedia 1 star
Most trusted provider	Expedia 3 stars
Round-trip from	$193 (CheapOair)
One-way from	$106 (Kiwi.com)
Popular in	July
Cheapest in	January
Average price	$277

Provider with most accurate pricing for Dallas-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Dallas-Chicago (CHI) flights.

Search Deals

From Dallas to Chicago (CHI)

Search Deals

One-way flight from Dallas to Chicago (CHI)

Search Deals

Highest demand for flights based on searches. 22% potential increase in price ($65 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in August 2026

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DallasChicago

DFW Dallas/Fort Worth - RFD Chicago Greater Rockford

DFWRFD

Dallas/Fort Worth

Thu 11/5

10:01 pm-10:33 am

1 stop12h 32m

Chicago Greater Rockford

Sun 11/8

1:08 pm-8:39 pm

1 stop7h 31m

$291

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Tue 10/20

7:15 am-9:30 am

Nonstop2h 15m

Chicago Midway

Wed 10/21

12:00 pm-2:15 pm

Nonstop2h 15m

$297

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Sat 9/12

6:05 am-8:15 am

Nonstop2h 10m

Chicago Midway

Sat 9/19

10:00 am-2:45 pm

1 stop4h 45m

$307

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Thu 9/24

6:00 am-8:10 am

Nonstop2h 10m

Chicago Midway

Sat 9/26

1:45 pm-6:35 pm

1 stop4h 50m

$307

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Tue 9/15

8:15 am-10:30 am

Nonstop2h 15m

Chicago Midway

Wed 9/30

8:50 am-2:40 pm

2 stops5h 50m

$308

Quickest round-trip

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Thu 10/8

10:55 pm-1:05 am

Nonstop2h 10m

Chicago Midway

Tue 10/13

6:00 am-8:15 am

Nonstop2h 15m

$310

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Fri 9/25

6:30 pm-8:40 pm

Nonstop2h 10m

Chicago Midway

Mon 10/5

5:15 am-7:30 am

Nonstop2h 15m

$310

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Fri 9/11

2:55 pm-5:05 pm

Nonstop2h 10m

Chicago Midway

Sat 9/12

6:05 pm-8:25 pm

Nonstop2h 20m

$310

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Mon 12/21

8:10 pm-10:20 pm

Nonstop2h 10m

Chicago Midway

Fri 1/8

8:25 am-1:20 pm

1 stop4h 55m

$316

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Fri 9/25

3:25 pm-7:25 pm

1 stop4h 00m

Chicago Midway

Mon 9/28

8:40 pm-10:55 pm

Nonstop2h 15m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/24

Showing 1-10 of 60 resultsSorted by cheapest first

...

Most accurate provider: When it comes to deals on Dallas-Chicago flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Dallas-Chicago flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Dallas-Chicago flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Dallas-Chicago flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Dallas-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Dallas to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Dallas with our price prediction graph.

A78-CHI

DFW-ORD

DFW-MDW

DFW-RFD

DAL-MDW

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Dallas to Chicago

A78-CHI

DFW-ORD

DFW-MDW

DFW-RFD

DAL-MDW

What is the cheapest month to book a flight from Dallas to Chicago?

Currently, January is the cheapest month in which you can book a flight from Dallas to Chicago (average of $191). Flying from Dallas to Chicago in June is currently the most expensive (average of $344). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from DFW to CHI?

When flying from Dallas to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 34% versus a flight in the afternoon.

Weekly flight availability from Dallas to Chicago

The most flights from A78 to CHI are scheduled on a Monday (86 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 on average).

How much does it cost to fly round-trip from Dallas to Chicago?

Airfare is typical for this route at the moment.

Dallas to Chicago flights typically cost between $191 and $352 in September.
The cheapest round-trip price found within the last 5 days was $193 on Frontier (Sep 10-Sep 14).

How often are flights from Dallas to Chicago delayed?

About 17% of weekly flights between Dallas and Chicago have experienced delays in the past year, with the average delay time being 151 minutes.

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

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

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

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

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

Over the last year, United Airlines have had the lowest number of delays on this route, with just 12% of flights being delayed.

How far ahead should I book a flight from Dallas to Chicago?

The best time to book flights from Dallas to Chicago is 89 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest day to fly from Dallas to Chicago?

Travelers seeking maximum savings on their Dallas to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Dallas to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Dallas to Chicago trip

Our travel experts

Marisa Garcia

Expert on Frontier and Southwest

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Harriet Baskas

Expert on United Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Ramsey Qubein

Expert on ORD and MDW

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Chris Dong

Expert on DFW

Chris is a consumer travel reporter covering aviation, trending travel news, hotels, and loyalty programs—all for leading global publications like Travel + Leisure, The Washington Post, AFAR, and more. In addition to writing, Chris is a video host for Travel + Leisure, giving consumers an inside look at the latest in air travel.

See what other customers who have flown with Southwest,Contour, andUnited Airlines from Dallas to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,203 reviews

Reviews

1 / 20

6.0

Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Southwest

8.0

Very good

4,203 reviews

Southwest

8.0

Very good

4,203 reviews

Reviews

1 / 20

6.0

Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Contour

7.5

Good

43 reviews

Southwest

8.0

Very good

4,203 reviews

Reviews

1 / 20

6.0

Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

United Airlines

7.4

Good

10,122 reviews

Southwest

8.0

Very good

4,203 reviews

Reviews

1 / 20

6.0

Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

American Airlines

7.1

Good

11,993 reviews

Southwest

8.0

Very good

4,203 reviews

Reviews

1 / 20

6.0

Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Frontier

5.6

Fair

2,648 reviews

Southwest

8.0

Very good

4,203 reviews

Reviews

1 / 20

6.0

Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Dallas to Chicago Travel Guide

Chicago is a large, diverse city known for spectacular architecture, an eclectic arts scene, and lakeside activities along Lake Michigan. A highlight of any trip to this city is Navy Pier, where you can spend time enjoying the shops, restaurants, gardens, parks, and theaters lined along the lake. Art lovers will want to stop by the Art Institute of Chicago or take an architectural boa tour down the Chicago River. There is plenty of evening entertainment to choose from, including the Second City comedy club, Lyric Opera of Chicago, and Shakespeare Theater. Best of all, you can have access to all Chicago has to offer in less than two hours when you choose a direct flight from Dallas.

Both Dallas and Chicago are large cities with much to see and do, so travelers used to city life will feel at home in Chicago. The city is more compact than Dallas, with a larger population, so it may feel more crowded. Sports is a large draw in both cities. Dallas Cowboys fans may be able to catch their team playing the Chicago Bears, while fans of the Mavericks can head to United Center Arena to see them play the Bulls. Chicago's climate is different than Dallas, with cold, snowy winters. If traveling during the winter months, be sure to invest in a good pair of boots, warm coat, gloves, scarves, and a hat. Summers can be hot and humid, so pack lightweight clothing if traveling in this season.

Be sure to use our Cheapflights smart search engine to find the best flight deals, and get ready for your next trip from Dallas to Chicago.

Related info for your journey

How long is the flight from Dallas to Chicago?
Direct flights between Dallas and Chicago are a little under two hours long. Choosing an indirect flight that stops in a connecting city will increase the total travel time.
Which airlines operate flights from Dallas to Chicago?
Several major airlines operate direct flights between Dallas Fort Worth International Airport and Chicago's O'Hare International Airport, including American, United, and Spirit Airlines. Southwest offers flights between Dallas Love field and Chicago Midway International Airport.
How frequent are flights between Dallas and Chicago?
There are close to 200 nonstop flights each week from Dallas to Chicago. There are also many indirect flights, with stopovers in connecting cities such as Atlanta, GA.
Which airports serve Dallas to Chicago?
Dallas is served by two major airports: Dallas Fort Worth International Airport and Dallas Love Field. Chicago is also served by two main airports: O'Hare International Airport and Chicago Midway International Airport.
Which direct flight route between Dallas and Chicago is cheapest?
The cheapest direct flights between Dallas and Chicago are on Spirit and American Airlines, flying from Dallas Fort Worth International Airport to O'Hare International Airport. Those who live closer to Dallas Love Field may find cheaper flights between that airport and Midway International Airport on Southwest.
How long is the flight from Dallas to Chicago?
A quick flight from Dallas to Chicago can take about 2h 15m. Southwest provides one of the quickest options available for as low as $297. The distance between Dallas and Chicago is about 793 mi. Both multi-stop and nonstop flights can be found to your destination and back.
What are the cheapest airlines flying from Dallas to Chicago round-trip?
According to our current data, Frontier ($66), Contour ($105), and Southwest ($157) offers the cheapest pricing from Dallas to Chicago. Frontier is priced at 71% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest airlines to fly from Dallas to Chicago one-way?
To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $38. Southwest flights start at $68 while deals on Contour start at $83 one-way.
What are the most popular routes from Dallas to Chicago?
The most popular flight routes from Dallas to Chicago are Dallas/Fort Worth - Chicago O'Hare Intl, Dallas/Fort Worth - Chicago Midway and Dallas Love Field - Chicago Midway.
What are the most reliable airlines from Dallas to Chicago?
Before booking your flight to Chicago from Dallas, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (100%), Turkish Airlines (85%), ITA Airways( 79%).
What are the cheapest flights from Dallas to Chicago?
Looking for the cheapest flight from Dallas to Chicago? While on average our users pay $1,355, our data indicates the cheapest price to be $109. The most popular route (Dallas/Fort Worth - Chicago O'Hare Intl), is priced around $50.
Can I find deals for flights from Dallas to Chicago that include hotel bookings?
Yes. In addition to deals on Dallas to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Dallas to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dallas to Chicago.
Can I find deals for business class flights from Dallas to Chicago?
Yes. Cheapflights offers flight deals from Dallas to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Dallas to Chicago?
Currently, January is the cheapest month in which you can book a flight from Dallas to Chicago (average of $191). Flying from Dallas to Chicago in June is currently the most expensive (average of $344). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What are the most eco-friendly airlines from Dallas to Chicago?
Southwest Airlines, Spirit Airlines, American Airlines, and United Airlines are among the most eco-friendly airlines with flights to Chicago from Dallas. In addition to providing sustainable nonstop flights, these airlines have taken several steps to foster sustainable travel. United Airlines has heavily invested in sustainable jet fuel and is now introducing fuel-efficient engines with reduced emissions. They also have a carbon offset program offering their passengers the opportunity to compensate for the carbon they produce on each flight. Spirit Airlines has started an onboard recycling program, and they are slowly replacing their fuel-driven ground equipment with more sustainable electric models. American Airlines is also slowly introducing more fuel-efficient aircraft to their fleet and either retiring older models or upgrading them to become more efficient.
How can I fly more sustainably from Dallas to Chicago?
To fly more sustainably, follow these steps: first, carry only what you deem necessary. Avoid overpacking and carrying unnecessary luggage, as this tends to overload the plane. Heavier planes use more fuel to fly, meaning more carbon is introduced into the atmosphere. Second, since you have the option to fly directly to Chicago from Dallas, book a nonstop flight. Avoid booking the cheaper connecting flights since they take off and land twice, introducing much more carbon into the atmosphere. Third, book a flight with an airline that offers a carbon offset program to play your part in reducing the amount of carbon in the atmosphere. Finally, bring your own reusable bottle and headphones on the flight and avoid single-use plastics and disposable headsets.

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Top 7 airlines flying from Dallas to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$66	Average$210	FlexibilityNo cancel fee	On-time62%
Contour	Cheapest$105	Average$209	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$157	Average$348	FlexibilityNo cancel fee	On-time63%
Delta	Cheapest$166	Average$230	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$175	Average$346	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$181	Average$395	FlexibilityNo cancel fee	On-time69%
JetBlue	Cheapest$195	Average$247	FlexibilityNo cancel fee	On-time62%

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$106+ Cheap flights from Dallas to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheap flight deals from Dallas to Chicago

Cheapest flights from Dallas to ChicagoExplore the most affordable flight options available from Dallas to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.

Explore the most affordable flight options available from Dallas to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.

Best flights from Dallas to ChicagoDiscover carefully curated flight deals from Dallas to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.

Discover carefully curated flight deals from Dallas to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.

Last-minute flights from Dallas to ChicagoDiscover last-minute flight deals from Dallas to Chicago. Data last updated August 26, 2026 and is based on user searches.

Discover last-minute flight deals from Dallas to Chicago. Data last updated August 26, 2026 and is based on user searches.

One-way flights from Dallas to ChicagoSearch for one-way flight options from Dallas to Chicago. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.

Search for one-way flight options from Dallas to Chicago. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.

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Best time to book a flight from Dallas to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Dallas with our price prediction graph.

Cheapflights Insights

What is the cheapest month to book a flight from Dallas to Chicago?

What is the cheapest time of day to fly from DFW to CHI?

Find hourly flight availability from Dallas to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 26, 2026.

When flying from Dallas to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 34% versus a flight in the afternoon.

Weekly flight availability from Dallas to Chicago

Explore weekly flight availability from Dallas to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 26, 2026.

The most flights from A78 to CHI are scheduled on a Monday (86 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 on average).

How much does it cost to fly round-trip from Dallas to Chicago?

Airfare is typical for this route at the moment.

Dallas to Chicago flights typically cost between $191 and $352 in September.The cheapest round-trip price found within the last 5 days was $193 on Frontier (Sep 10-Sep 14).

How often are flights from Dallas to Chicago delayed?

About 17% of weekly flights between Dallas and Chicago have experienced delays in the past year, with the average delay time being 151 minutes.

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

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

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

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

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

Over the last year, United Airlines have had the lowest number of delays on this route, with just 12% of flights being delayed.

How far ahead should I book a flight from Dallas to Chicago?

The best time to book flights from Dallas to Chicago is 89 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest day to fly from Dallas to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Dallas to Chicago. Price data was last updated on August 22, 2026.

Travelers seeking maximum savings on their Dallas to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Dallas to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.

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Reviews of airlines servicing Chicago

See what other customers who have flown with Southwest,Contour, andUnited Airlines from Dallas to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Dallas to Chicago Travel Guide

Related info for your journey

How long is the flight from Dallas to Chicago?

Which airlines operate flights from Dallas to Chicago?

How frequent are flights between Dallas and Chicago?

Which airports serve Dallas to Chicago?

Which direct flight route between Dallas and Chicago is cheapest?

How long is the flight from Dallas to Chicago?

What are the cheapest airlines flying from Dallas to Chicago round-trip?

What are the cheapest airlines to fly from Dallas to Chicago one-way?

What are the most popular routes from Dallas to Chicago?

What are the most reliable airlines from Dallas to Chicago?

What are the cheapest flights from Dallas to Chicago?

Can I find deals for flights from Dallas to Chicago that include hotel bookings?

How can I find direct flights from Dallas to Chicago?

Can I find deals for business class flights from Dallas to Chicago?

What is the cheapest month to book a flight from Dallas to Chicago?

What are the most eco-friendly airlines from Dallas to Chicago?

How can I fly more sustainably from Dallas to Chicago?

Traveling to a place near Chicago?

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Alternative routes for Dallas to Chicago

Cheapest flights from Dallas to Chicago
Explore the most affordable flight options available from Dallas to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.

Best flights from Dallas to Chicago
Discover carefully curated flight deals from Dallas to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.

Last-minute flights from Dallas to Chicago
Discover last-minute flight deals from Dallas to Chicago. Data last updated August 26, 2026 and is based on user searches.

One-way flights from Dallas to Chicago
Search for one-way flight options from Dallas to Chicago. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.

Dallas to Chicago flights typically cost between $191 and $352 in September.
The cheapest round-trip price found within the last 5 days was $193 on Frontier (Sep 10-Sep 14).