Are there direct flights from Dallas to Chicago?

Yes, direct flights are available from Dallas to Chicago. Historically, approximately 40.1% of flights on this route have been direct. For flights that include stopovers, travelers typically encounter a median of 2 stopovers. This indicates that while direct options are common, connecting flights are also a significant part of the available routes.

How often do Dallas to Chicago flight prices drop?

Historically, flight prices for the Dallas to Chicago route tend to drop frequently. This route is classified as having frequent price fluctuations. This pattern suggests that travelers may have regular opportunities to find more favorable prices if they monitor the route over time. The observed frequency is based on pricing trends from the trailing 30 days.

Flights From Dallas

To Chicago

Cheap Flights from Dallas to Chicago

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

The typical direct flight from Dallas to Chicago has a median duration of 2 hours and 26 minutes. For flights that include one stop, the median travel time extends to 5 hours and 55 minutes. This difference highlights the convenience of direct routes, which are significantly shorter than those with connections. The air distance between the two cities is approximately 1283 kilometers.

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Prices updated today

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Fares are subject to change and may not be available for all dates. (Data last updated Sep 15, 2026.)

Today’s best flight deals from Dallas to Chicago

Explore current cheapest deals departing from Dallas to Chicago

2026-11-18 – 2026-12-05
DFW - Chicago
43% AI deal score
$134
$143
Round trip
2026-11-18 – 2026-12-02
DFW - Chicago
43% AI deal score
$137
$145
Round trip
2026-10-13 – 2026-10-28
DFW - Chicago
40% AI deal score
$103
$149
Round trip
2026-10-13 – 2026-10-20
DFW - Chicago
41% AI deal score
$120
$149
Round trip
2026-10-06 – 2026-10-28
DFW - Chicago
40% AI deal score
$88
$149
Round trip
2026-10-06 – 2026-10-10
DFW - Chicago
41% AI deal score
$115
$149
Round trip
2026-10-24 – 2026-10-28
DFW - Chicago
40% AI deal score
$113
$149
Round trip
2026-10-06 – 2026-10-20
DFW - Chicago
40% AI deal score
$92
$149
Round trip
2026-10-13 – 2026-10-14
DFW - Chicago
41% AI deal score
$128
$150
Round trip
2026-10-06 – 2026-10-14
DFW - Chicago
40% AI deal score
$102
$150
Round trip

Dallas to Chicago: Overview

Insights for flights from Dallas to Chicago

For travelers planning cheap flights from Dallas to Chicago, October stands out as the most affordable month, with a median fare of just $108. Other budget-friendly options include April, with a median fare of $111, and November, where the median fare is $118. These months offer significantly lower prices compared to the overall median for the route.

Fares for flights from Dallas to Chicago typically range from $143 to $604, with a median fare of $303. Right now, current fares are above the typical level for this route. Only 12% of recent fares were classified as a good price, indicating that finding a particularly low fare might require some flexibility.

When considering how long is the flight from Dallas to Chicago, a typical journey, including connections, takes about 2h 26m. While a meaningful share of itineraries are non-stop, the rest connect at least once. For connecting flights, the median number of stopovers is 2, which significantly extends the overall travel time compared to direct flights from Dallas to Chicago.

This route covers a distance of 1283 kilometers, classifying it as a short-haul flight. New deals for this short-haul route appear almost daily, suggesting that frequent checks for price drops could be beneficial for travelers.

How much is a round trip from Dallas to Chicago

Regular price: $94 - $222

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

The regular price range for flights from Dallas to Chicago is $94 to $222. The current lowest deal is $82 with Frontier Airlines for travel from Oct 24-Oct 29.

now $82

Low $94

High $222

The cheapest time to fly from Dallas to Chicago

The cheapest month to fly from DFW to CHI is November, with a median price of $125. The most expensive month is April, with a median price of $557. Prices are generally lower from May to December.

November

Cheapest

Flights from $125

April

Most Expensive

Flights from $557

Jan

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

Tue, Sep 15

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (MDW)

$1,036

$507

One-way

Wed, Sep 16

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (ORD)

$1,191

$517

One-way

Wed, Sep 16

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (ORD)

$1,210

$545

One-way

Wed, Sep 16

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (ORD)

$1,206

$545

One-way

Wed, Sep 16

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (ORD)

$1,183

$545

One-way

Wed, Sep 23

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (MDW)

$763

$359

One-way

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

3 nights

Sep 16 - Sep 19

$1,191 → $517

57%

1 night

Sep 16 - Sep 17

$1,210 → $545

55%

2 nights

Sep 16 - Sep 18

$1,206 → $545

55%

4 nights

Sep 16 - Sep 20

$1,183 → $545

54%

Popular Airports to fly from Dallas to Chicago

Dallas - Chicago route insights

💸 Price insights

Recent fares are above the typical level

Recent fares from Dallas to Chicago are above the typical level, with a median price of $303.

📅 Best time to fly

October offers the lowest median prices

Historically, October is the cheapest month to fly, with a median price of $108.

⏱️ Flight duration

Direct flights average 2h 26m

The typical direct flight from Dallas to Chicago takes 2 hours and 26 minutes.

✈️ Airlines & availability

Mixed availability of direct flights

Approximately 40.1% of flights on this route are direct, with frequent deals available.

🏆 Airline highlight

Frontier Airlines offers direct deals

Frontier Airlines has recently offered direct flight deals from Dallas to Chicago.

🎯 Booking tip

Good prices are available 12% of the time

Historically, good prices for this route are available 12% of the time over a 90-day window.

Dallas main airports to depart from

Dallas/Fort Worth International (DFW)

Cheapest

Dallas/Fort Worth International is a major hub, offering many flight options to Chicago.

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

💸 Flights from ~$161

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a convenient arrival airport for flights from Dallas to Chicago.

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

💸 Flights from ~$161

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International Airport is a major international airport with significant carrier presence and direct flight options.

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

💸 Flights from ~$277

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 DFW

Elite

Nov 17

Chicago, United States

80% AI deal score

$989

$543

Save $446

United Airlines

Business Class

From DAL

Elite

Sep 18

Chicago, United States

77% AI deal score

$2,664

$1,444

Save $1,220

From DAL

Elite

Sep 17

Chicago, United States

77% AI deal score

$2,696

$1,464

Save $1,232

From DAL

Elite

Sep 26

Chicago, United States

76% AI deal score

$2,270

$1,268

Save $1,002

From DAL

Elite

Sep 17

Chicago, United States

76% AI deal score

$3,041

$1,324

Save $1,717

From DAL

Elite

Oct 30

Chicago, United States

75% AI deal score

$2,220

$979

Save $1,241

From DAL

Elite

Dec 12

Chicago, United States

75% AI deal score

$1,568

$1,005

Save $563

From DAL

Elite

Sep 18

Chicago, United States

75% AI deal score

$2,706

$1,209

Save $1,497

From DAL

Elite

Sep 17

Chicago, United States

75% AI deal score

$2,641

$1,559

Save $1,082

From DAL

Elite

Sep 23

Chicago, United States

72% AI deal score

$2,459

$1,624

Save $835

From DAL

Elite

Sep 22

Chicago, United States

71% AI deal score

$2,453

$1,646

Save $807

From DFW

Elite

Oct 21

Chicago, United States

68% AI deal score

$616

$533

Save $83

United Airlines

Business Class

Frequently Asked Questions About Flights to Chicago

Historically, the optimal time to book flights from Dallas to Chicago is typically 60+ days before departure. During this period, the average price observed was $300. Prices tend to increase as the departure date approaches, with flights booked 7-13 days out averaging $742. Even last-minute bookings, within 0-6 days of travel, show an average price of $434, indicating a significant increase compared to booking further in advance.

Across the trailing quarter, a good deal for a flight from Dallas to Chicago is considered to be around $143 or less. The median price for this route historically stands at $303. Prices above $604 are typically in the higher range for this route. Travelers aiming for more economical fares should target prices at or below the $143 threshold.

Historically, October, April, and November have offered the cheapest flights from Dallas to Chicago. In October, the median price was $108, while April saw a median of $111. November also presented a favorable median price of $118. These months are typically more affordable compared to the annual median price of $303 for this route, based on data from the trailing 270 days.

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Flights to Chicago from other cities

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Dallas to Chicago: Overview

Insights for flights from Dallas to Chicago

How much is a round trip from Dallas to Chicago

Regular price: $94 - $222

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

The regular price range for flights from Dallas to Chicago is $94 to $222. The current lowest deal is $82 with Frontier Airlines for travel from Oct 24-Oct 29.

now $82

Low $94

High $222

The cheapest time to fly from Dallas to Chicago

The cheapest month to fly from DFW to CHI is November, with a median price of $125. The most expensive month is April, with a median price of $557. Prices are generally lower from May to December.

November

Cheapest

Flights from $125

April

Most Expensive

Flights from $557

Jan

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

Tue, Sep 15

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (MDW)

$1,036

$507

One-way

Wed, Sep 16

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (ORD)

$1,191

$517

One-way

Wed, Sep 16

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (ORD)

$1,210

$545

One-way

Wed, Sep 16

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (ORD)

$1,206

$545

One-way

Wed, Sep 16

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (ORD)

$1,183

$545

One-way

Wed, Sep 23

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (MDW)

$763

$359

One-way

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

3 nights

Sep 16 - Sep 19

$1,191 → $517

57%

1 night

Sep 16 - Sep 17

$1,210 → $545

55%

2 nights

Sep 16 - Sep 18

$1,206 → $545

55%

4 nights

Sep 16 - Sep 20

$1,183 → $545

54%

Popular Airports to fly from Dallas to Chicago

Dallas - Chicago route insights

💸 Price insights

Recent fares are above the typical level

Recent fares from Dallas to Chicago are above the typical level, with a median price of $303.

📅 Best time to fly

October offers the lowest median prices

Historically, October is the cheapest month to fly, with a median price of $108.

⏱️ Flight duration

Direct flights average 2h 26m

The typical direct flight from Dallas to Chicago takes 2 hours and 26 minutes.

✈️ Airlines & availability

Mixed availability of direct flights

Approximately 40.1% of flights on this route are direct, with frequent deals available.

🏆 Airline highlight

Frontier Airlines offers direct deals

Frontier Airlines has recently offered direct flight deals from Dallas to Chicago.

🎯 Booking tip

Good prices are available 12% of the time

Historically, good prices for this route are available 12% of the time over a 90-day window.

Dallas main airports to depart from

Dallas/Fort Worth International (DFW)

Cheapest

Dallas/Fort Worth International is a major hub, offering many flight options to Chicago.

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

💸 Flights from ~$161

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a convenient arrival airport for flights from Dallas to Chicago.

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

💸 Flights from ~$161

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International Airport is a major international airport with significant carrier presence and direct flight options.

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

💸 Flights from ~$277

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 DFW

Elite

Nov 17

Chicago, United States

80% AI deal score

$989

$543

Save $446

United Airlines

Business Class

From DAL

Elite

Sep 18

Chicago, United States

77% AI deal score

$2,664

$1,444

Save $1,220

From DAL

Elite

Sep 17

Chicago, United States

77% AI deal score

$2,696

$1,464

Save $1,232

From DAL

Elite

Sep 26

Chicago, United States

76% AI deal score

$2,270

$1,268

Save $1,002

From DAL

Elite

Sep 17

Chicago, United States

76% AI deal score

$3,041

$1,324

Save $1,717

From DAL

Elite

Oct 30

Chicago, United States

75% AI deal score

$2,220

$979

Save $1,241

From DAL

Elite

Dec 12

Chicago, United States

75% AI deal score

$1,568

$1,005

Save $563

From DAL

Elite

Sep 18

Chicago, United States

75% AI deal score

$2,706

$1,209

Save $1,497

From DAL

Elite

Sep 17

Chicago, United States

75% AI deal score

$2,641

$1,559

Save $1,082

From DAL

Elite

Sep 23

Chicago, United States

72% AI deal score

$2,459

$1,624

Save $835

From DAL

Elite

Sep 22

Chicago, United States

71% AI deal score

$2,453

$1,646

Save $807

From DFW

Elite

Oct 21

Chicago, United States

68% AI deal score

$616

$533

Save $83

United Airlines

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 are above the typical level

October offers the lowest median prices

Direct flights average 2h 26m

Mixed availability of direct flights

Frontier Airlines offers direct deals

Good prices are available 12% of the time

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

Nov 17

Sep 18

Sep 17

Sep 26

Sep 17

Oct 30

Dec 12

Sep 18

Sep 17

Sep 23

Sep 22

Oct 21

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 are above the typical level

October offers the lowest median prices

Direct flights average 2h 26m

Mixed availability of direct flights

Frontier Airlines offers direct deals

Good prices are available 12% of the time

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

Nov 17

Sep 18

Sep 17

Sep 26

Sep 17

Oct 30

Dec 12

Sep 18

Sep 17

Sep 23

Sep 22

Oct 21

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?