Are there direct flights from Dallas to Chicago?

Yes, direct flights are available from Dallas to Chicago. Historically, direct flights have accounted for approximately 20.5% of all available options over the trailing 90 days. For flights that include stopovers, the median number of stopovers is typically 2. Travelers can consider these options based on their preferences for travel time and convenience.

How often do Dallas to Chicago flight prices drop?

Historically, flight prices for the Dallas to Chicago route have shown frequent drops. This indicates that travelers may find opportunities for price reductions over a 30-day period. The route is characterized by its dynamic pricing, suggesting that monitoring prices can be beneficial for securing a favorable fare.

Flights From Dallas

To Chicago

Cheap Flights from Dallas to Chicago

Q: How long is the flight from Dallas to Chicago?

A direct flight from Dallas to Chicago typically takes 2 hours and 38 minutes, covering a distance of 1283 kilometers. For flights with one stop, the median travel time is considerably longer, averaging 12 hours and 0 minutes. This difference highlights the efficiency of direct routes compared to those with layovers.

Browse current best options from Dallas. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Dallas

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 7 days ago

482 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Oct 26, 2026.)

Today’s best flight deals from Dallas to Chicago

Explore current cheapest deals departing from Dallas to Chicago

2026-11-10 – 2026-11-14
DFW - Chicago
78% AI deal score
$169
$79
Round trip
2026-11-11 – 2026-11-17
DFW - Chicago
77% AI deal score
$149
$79
Round trip
2026-11-10 – 2026-11-18
DFW - Chicago
76% AI deal score
$145
$79
Round trip
2026-11-11 – 2026-11-18
DFW - Chicago
77% AI deal score
$149
$79
Round trip
2026-11-11 – 2026-11-14
DFW - Chicago
78% AI deal score
$165
$79
Round trip
2026-11-10 – 2026-11-12
DFW - Chicago
78% AI deal score
$169
$79
Round trip
2026-11-18 – 2026-12-09
DFW - Chicago
73% AI deal score
$123
$79
Round trip
2026-11-17 – 2026-12-16
DFW - Chicago
73% AI deal score
$122
$79
Round trip
2026-11-18 – 2026-12-16
DFW - Chicago
73% AI deal score
$123
$79
Round trip
2026-11-17 – 2026-12-09
DFW - Chicago
73% AI deal score
$123
$79
Round trip

Dallas to Chicago: Overview

Insights for flights from Dallas to Chicago

For cheap flights from Dallas to Chicago, February stands out as the most affordable month, with a median fare of $318. Other budget-friendly options include December, with a median fare of $366, and November, where the median fare is $414.

Fares for flights between Dallas and Chicago typically range from $309 to $734, with a median price of $465. Right now, current fares are near the typical level for this route. Only 3% of recent fares were classified as a good price, indicating that finding exceptionally low prices can be challenging. New deals appear almost daily for this route.

When considering how long is the flight from Dallas to Chicago, a typical journey, including connections, takes about 2h 38m. However, most itineraries on this route connect at least once, with connecting flights having a median duration of 18h 23m and typically involving 2 stopovers. Only 20.5% of recent fares were for direct flights from Dallas to Chicago.

The distance between Dallas and Chicago is 1283 km, classifying this as a short-haul route. This means you can expect a relatively quick journey, even with potential connections.

How much is a round trip from Dallas to Chicago

Regular price: $102 - $256

Prices for flights from Dallas to Chicago are currently below the regular range.

The regular price range for this route is typically between $102 and $256. The current lowest deal is $76 with Frontier Airlines, for travel from Dec 9-Dec 15.

now $76

Low $102

High $256

The cheapest time to fly from Dallas to Chicago

The cheapest month to fly from DFW to CHI is February, with a median price of $318. The most expensive month is May, with a median price of $1265. Generally, prices are lower from January to December.

February

Cheapest

Flights from $318

May

Most Expensive

Flights from $1,265

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Dallas to Chicago

Frontier Airlines

Last-minute flights going from Dallas to Chicago

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$132

$97

One-way

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$114

$99

One-way

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$119

$99

One-way

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$140

$105

One-way

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$114

$108

One-way

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$132

$108

One-way

Biggest price drops on these dates for flights from Dallas to Chicago

3 nights

Nov 7 - Nov 10

$340 → $177

48%

2 nights

Nov 1 - Nov 3

$437 → $276

37%

6 nights

Nov 4 - Nov 10

$312 → $177

43%

9 nights

Nov 10 - Nov 19

$257 → $131

49%

Popular Airports to fly from Dallas to Chicago

Dallas - Chicago route insights

💸 Price insights

Recent fares near typical levels

Recent fares from DFW to CHI are near the typical level of $465.

📅 Best time to fly

February is historically cheapest

Historically, February is the cheapest month to fly, with a median price of $318.

⏱️ Flight duration

2h 38m is the typical direct flight time

Direct flights typically take 2h 38m, while connecting flights average 18h 23m.

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights make up 79.5% of options, with a median of 2 stopovers.

🏆 Airline highlight

Frontier Airlines offers direct flights

Frontier Airlines has direct flights available from Dallas/Fort Worth International to O Hare International.

🎯 Booking tip

Deals are frequent on this route

Deals on flights from Dallas to Chicago are frequent, appearing often in a 30-day window.

Dallas main airports to depart from

Dallas/Fort Worth International (DFW)

Cheapest

Dallas/Fort Worth International is a convenient option for flights from Dallas to Chicago.

📍 ~26 km from Dallas city center (reachable by car).

💸 Flights from ~$152

Dallas Love Field (DAL)

Dallas Love Field is an alternative departure airport for flights from Dallas to Chicago.

📍 ~9 km from Dallas city center (reachable by car).

💸 Flights from ~$275

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Consider Chicago Midway International for flights to Chicago, offering a convenient arrival option for travelers.

📍 ~14 km from Chicago city center (reachable by car)

💸 Flights from ~$112

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and direct flight options for Chicago travelers.

📍 ~135 km from Chicago (reachable by rail or car)

💸 Flights from ~$217

Business & First Class Flight Deals to Chicago

Discover luxury on the budget with premium cabin class on flights from Dallas to Chicago.

Elite

Best Elite deals to Chicago

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From DAL

Elite

Dec 18

Chicago, United States

78% AI deal score

$2,325

$918

Save $1,407

From DFW

Elite

Dec 05

Chicago, United States

70% AI deal score

$2,385

$1,518

Save $867

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 06

Chicago, United States

70% AI deal score

$2,380

$1,563

Save $817

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 11

Chicago, United States

70% AI deal score

$2,476

$1,576

Save $900

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 11

Chicago, United States

70% AI deal score

$2,675

$1,687

Save $988

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 27

Chicago, United States

70% AI deal score

$2,681

$1,754

Save $927

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 06

Chicago, United States

70% AI deal score

$2,641

$1,793

Save $848

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 06

Chicago, United States

69% AI deal score

$2,382

$1,673

Save $709

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 06

Chicago, United States

69% AI deal score

$2,371

$1,706

Save $665

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 06

Chicago, United States

69% AI deal score

$2,315

$1,706

Save $609

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 06

Chicago, United States

69% AI deal score

$2,342

$1,706

Save $636

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 06

Chicago, United States

69% AI deal score

$2,318

$1,708

Save $610

Alaska Airlines, Inc.

Business Class

Frequently Asked Questions About Flights to Chicago

Historically, the best time to book flights from Dallas to Chicago is 60+ days before departure. Across the trailing quarter, flights booked in this window had an average price of $616. In contrast, booking 0-6 days before departure typically resulted in an average price of $971. This trend is consistent over a 90-day booking window, with prices generally increasing as the departure date approaches.

Based on historical data over the trailing 90 days, a flight from Dallas to Chicago is considered a good deal if it is priced at or below $309. The median price for this route has been $465. Prices above $734 typically fall into the more expensive range, indicating that $309 represents a competitive fare for this route.

Historically, February has offered the cheapest flights from Dallas to Chicago, with a median price of $318. December also tends to be an affordable month, showing a median price of $366. In contrast, the annual median price for this route is $465, indicating that these months provide opportunities for savings over a 270-day window.

Related routes

More routes from Dallas

Flights from Dallas to Cancún Flights from Dallas to Cape Town Flights from Dallas to Charlotte Flights from Dallas to Chihuahua Flights from Dallas to Cincinnati Flights from Dallas to Cleveland Flights from Dallas to Colorado Springs Flights from Dallas to Columbus Flights from Dallas to Copenhagen Flights from Dallas to Dhaka Flights from Dallas to Kochi Flights from Dallas to New Delhi

Flights to Chicago from other cities

Flights from Des Moines to Chicago Flights from Detroit to Chicago Flights from Dubai to Chicago Flights from El Paso to Chicago Flights from Evansville to Chicago Flights from Fort Lauderdale to Chicago Flights from Fort Myers to Chicago Flights from Frankfurt to Chicago Flights from Fresno to Chicago Flights from Grand Rapids to Chicago Flights from Guadalajara to Chicago Flights from Hong Kong to Chicago

Dallas to Chicago: Overview

Insights for flights from Dallas to Chicago

The distance between Dallas and Chicago is 1283 km, classifying this as a short-haul route. This means you can expect a relatively quick journey, even with potential connections.

How much is a round trip from Dallas to Chicago

Regular price: $102 - $256

Prices for flights from Dallas to Chicago are currently below the regular range.

The regular price range for this route is typically between $102 and $256. The current lowest deal is $76 with Frontier Airlines, for travel from Dec 9-Dec 15.

now $76

Low $102

High $256

The cheapest time to fly from Dallas to Chicago

February

Cheapest

Flights from $318

May

Most Expensive

Flights from $1,265

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Dallas to Chicago

Frontier Airlines

Last-minute flights going from Dallas to Chicago

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$132

$97

One-way

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$114

$99

One-way

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$119

$99

One-way

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$140

$105

One-way

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$114

$108

One-way

Wed, Dec 2

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$132

$108

One-way

Biggest price drops on these dates for flights from Dallas to Chicago

3 nights

Nov 7 - Nov 10

$340 → $177

48%

2 nights

Nov 1 - Nov 3

$437 → $276

37%

6 nights

Nov 4 - Nov 10

$312 → $177

43%

9 nights

Nov 10 - Nov 19

$257 → $131

49%

Popular Airports to fly from Dallas to Chicago

Dallas - Chicago route insights

💸 Price insights

Recent fares near typical levels

Recent fares from DFW to CHI are near the typical level of $465.

📅 Best time to fly

February is historically cheapest

Historically, February is the cheapest month to fly, with a median price of $318.

⏱️ Flight duration

2h 38m is the typical direct flight time

Direct flights typically take 2h 38m, while connecting flights average 18h 23m.

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights make up 79.5% of options, with a median of 2 stopovers.

🏆 Airline highlight

Frontier Airlines offers direct flights

Frontier Airlines has direct flights available from Dallas/Fort Worth International to O Hare International.

🎯 Booking tip

Deals are frequent on this route

Deals on flights from Dallas to Chicago are frequent, appearing often in a 30-day window.

Dallas main airports to depart from

Dallas/Fort Worth International (DFW)

Cheapest

Dallas/Fort Worth International is a convenient option for flights from Dallas to Chicago.

📍 ~26 km from Dallas city center (reachable by car).

💸 Flights from ~$152

Dallas Love Field (DAL)

Dallas Love Field is an alternative departure airport for flights from Dallas to Chicago.

📍 ~9 km from Dallas city center (reachable by car).

💸 Flights from ~$275

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Consider Chicago Midway International for flights to Chicago, offering a convenient arrival option for travelers.

📍 ~14 km from Chicago city center (reachable by car)

💸 Flights from ~$112

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and direct flight options for Chicago travelers.

📍 ~135 km from Chicago (reachable by rail or car)

💸 Flights from ~$217

Business & First Class Flight Deals to Chicago

Discover luxury on the budget with premium cabin class on flights from Dallas to Chicago.

Elite

Best Elite deals to Chicago

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From DAL

Chicago, United States

69% AI deal score

$2,318

$1,708

Save $610

Alaska Airlines, Inc.

Business Class

Frequently Asked Questions About Flights to Chicago

Cheap Flights from Dallas to Chicago

Today’s best flight deals from Dallas to Chicago

Dallas to Chicago: Overview

Insights for flights from Dallas to Chicago

How much is a round trip from Dallas to Chicago

The cheapest time to fly from Dallas to Chicago

Direct flights from Dallas to Chicago

Last-minute flights going from Dallas to Chicago

Biggest price drops on these dates for flights from Dallas to Chicago

Popular Airports to fly from Dallas to Chicago

Dallas - Chicago route insights

Recent fares near typical levels

February is historically cheapest

2h 38m is the typical direct flight time

Connecting flights are dominant

Frontier Airlines offers direct flights

Deals are frequent on this route

Dallas main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

Dec 18

Dec 05

Dec 06

Dec 11

Dec 11

Dec 27

Dec 06

Dec 06

Dec 06

Dec 06

Dec 06

Dec 06

Frequently Asked Questions About Flights to Chicago

When is the best time to book flights from Dallas to Chicago?

How do I know if a Dallas to Chicago flight is a good deal?

Which months have the cheapest flights from Dallas to Chicago?

Are there direct flights from Dallas to Chicago?

How long is the flight from Dallas to Chicago?

How often do Dallas to Chicago flight prices drop?

Related routes

More routes from Dallas

Flights to Chicago from other cities

Dallas to Chicago: Overview

Insights for flights from Dallas to Chicago

How much is a round trip from Dallas to Chicago

The cheapest time to fly from Dallas to Chicago

Direct flights from Dallas to Chicago

Last-minute flights going from Dallas to Chicago

Biggest price drops on these dates for flights from Dallas to Chicago

Popular Airports to fly from Dallas to Chicago

Dallas - Chicago route insights

Recent fares near typical levels

February is historically cheapest

2h 38m is the typical direct flight time

Connecting flights are dominant

Frontier Airlines offers direct flights

Deals are frequent on this route

Dallas main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

Dec 18

Dec 05

Dec 06

Dec 11

Dec 11

Dec 27

Dec 06

Dec 06

Dec 06

Dec 06

Dec 06

Dec 06

Frequently Asked Questions About Flights to Chicago

When is the best time to book flights from Dallas to Chicago?

How do I know if a Dallas to Chicago flight is a good deal?

Which months have the cheapest flights from Dallas to Chicago?