Are there direct flights from Dallas to Chicago?

Yes, direct flights are available from Dallas to Chicago. Historically, approximately 20.5% of the observed flights on this route were direct. For flights that included stopovers, the median number of stopovers was 2. This suggests that while direct options exist, connecting flights are also common for this route.

How often do Dallas to Chicago flight prices drop?

Historically, flight prices for the Dallas to Chicago route tend to drop frequently. This indicates that travelers may often find opportunities for price reductions. Keeping an eye on price trends can be beneficial for securing a more favorable fare on this popular route.

Flights From Dallas

To Chicago

Cheap Flights from Dallas to Chicago

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

The median flight time for a direct flight from Dallas to Chicago is 2 hours and 38 minutes, covering a distance of 1283 kilometers. For flights with one stop, the median duration is significantly longer, typically around 12 hours. Travelers should consider whether a direct or connecting flight best suits their schedule and preferences.

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Dallas

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

Prices updated 2 days ago

476 airlines compared

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Fares are subject to change and may not be available for all dates. (Data last updated Oct 12, 2026.)

Today’s best flight deals from Dallas to Chicago

Explore current cheapest deals departing from Dallas to Chicago

2026-12-09 – 2026-12-16
DFW - Chicago
79% AI deal score
$260
$127
Round trip
2026-12-05 – 2026-12-08
DFW - Chicago
79% AI deal score
$271
$129
Round trip
2026-11-17 – 2026-12-02
DFW - Chicago
72% AI deal score
$173
$129
Round trip
2026-11-17 – 2026-12-05
DFW - Chicago
71% AI deal score
$170
$129
Round trip
2026-11-17 – 2026-12-01
DFW - Chicago
72% AI deal score
$176
$129
Round trip
2026-11-17 – 2026-12-08
DFW - Chicago
71% AI deal score
$168
$129
Round trip
2026-12-05 – 2026-12-09
DFW - Chicago
79% AI deal score
$271
$130
Round trip
2026-11-17 – 2026-12-09
DFW - Chicago
71% AI deal score
$168
$130
Round trip
2026-12-07 – 2026-12-09
DFW - Chicago
79% AI deal score
$274
$133
Round trip
2027-01-09 – 2027-01-11
DFW - Chicago
72% AI deal score
$200
$145
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: $100 - $217

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

The regular price range for flights from Dallas to Chicago is between $100 and $217. The current lowest deal is $112 with Frontier Airlines for travel from Oct 27-Oct 29.

now $112

Low $100

High $217

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

Sun, Oct 11

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (ORD)

Frontier Airlines

$325

$312

One-way

Tue, Oct 13

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (ORD)

Contour Airlines

$353

$313

One-way

Tue, Oct 27

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$246

$153

One-way

Tue, Oct 27

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$246

$159

One-way

Wed, Oct 28

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$246

$126

One-way

Wed, Oct 28

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$246

$147

One-way

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

4 nights

Oct 6 - Oct 10

$686 → $499

27%

1 night

Dec 2 - Dec 3

$271 → $106

61%

1 night

Dec 15 - Dec 16

$272 → $107

61%

3 nights

Nov 3 - Nov 6

$286 → $137

52%

Popular Airports to fly from Dallas to Chicago

Dallas - Chicago route insights

💸 Price insights

Recent fares near the typical level

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

The typical direct flight from DFW to CHI is 2h 38m.

✈️ Airlines & availability

Connecting flights are dominant

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

🏆 Airline highlight

Frontier Airlines offers direct deals

Frontier Airlines has recently offered 2 direct deals from Dallas to Chicago.

🎯 Booking tip

Deals are frequent on this route

Deals on flights from Dallas to Chicago are frequent, appearing within 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 DFW

Elite

Nov 05

Chicago, United States

78% AI deal score

$917

$580

Save $337

United Airlines

Business Class

From DFW

Elite

Nov 03

Chicago, United States

76% AI deal score

$916

$615

Save $301

United Airlines

Business Class

From DAL

Elite

Oct 12

Chicago, United States

75% AI deal score

$2,506

$1,153

Save $1,353

From DFW

Elite

Oct 22

Chicago, United States

67% AI deal score

$2,593

$2,135

Save $458

Alaska Airlines, Inc.

Business Class

From DFW

Elite

Dec 04

Chicago, United States

67% AI deal score

$3,209

$2,291

Save $918

Air Canada, +1

Business Class

From DFW

Elite

Oct 27

Chicago, United States

67% AI deal score

$706

$581

Save $125

United Airlines

Business Class

From DFW

Elite

Oct 26

Chicago, United States

67% AI deal score

$681

$593

Save $88

United Airlines

Business Class

From DFW

Elite

Dec 02

Chicago, United States

66% AI deal score

$2,681

$2,271

Save $410

Air Canada, +1

Business Class

From DFW

Elite

Dec 04

Chicago, United States

66% AI deal score

$3,162

$2,563

Save $599

Air Canada, +1

Business Class

From DFW

Elite

Oct 27

Chicago, United States

66% AI deal score

$616

$570

Save $46

United Airlines

Business Class

From DFW

Elite

Oct 26

Chicago, United States

66% AI deal score

$658

$594

Save $64

United Airlines

Business Class

From DFW

Elite

Oct 28

Chicago, United States

66% AI deal score

$707

$614

Save $93

United Airlines

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, flights booked 0-6 days out typically averaged $971, and those booked 7-13 days out averaged $974. Planning ahead by at least 28-59 days could also yield better prices, with an average of $708.

Based on data from the trailing 90 days, a good deal for a flight from Dallas to Chicago is typically considered to be around $309 or less. The median price for this route was $465, indicating that half of all observed prices were below this amount. Prices above $734 were observed in the top 25% of the market, suggesting these are on the higher end.

Historically, the cheapest months to fly from Dallas to Chicago are February, December, and November. February typically has the lowest median price at $318. December follows with a median price of $366, and November has a median price of $414. The annual median price for this route is $465, indicating these months offer prices below the yearly average.

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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: $100 - $217

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

The regular price range for flights from Dallas to Chicago is between $100 and $217. The current lowest deal is $112 with Frontier Airlines for travel from Oct 27-Oct 29.

now $112

Low $100

High $217

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

Sun, Oct 11

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (ORD)

Frontier Airlines

$325

$312

One-way

Tue, Oct 13

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (ORD)

Contour Airlines

$353

$313

One-way

Tue, Oct 27

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$246

$153

One-way

Tue, Oct 27

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$246

$159

One-way

Wed, Oct 28

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$246

$126

One-way

Wed, Oct 28

⌛ Last-Minute

DFW - Chicago

Dallas (DFW) - Chicago (MDW)

Frontier Airlines

$246

$147

One-way

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

4 nights

Oct 6 - Oct 10

$686 → $499

27%

1 night

Dec 2 - Dec 3

$271 → $106

61%

1 night

Dec 15 - Dec 16

$272 → $107

61%

3 nights

Nov 3 - Nov 6

$286 → $137

52%

Popular Airports to fly from Dallas to Chicago

Dallas - Chicago route insights

💸 Price insights

Recent fares near the typical level

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

The typical direct flight from DFW to CHI is 2h 38m.

✈️ Airlines & availability

Connecting flights are dominant

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

🏆 Airline highlight

Frontier Airlines offers direct deals

Frontier Airlines has recently offered 2 direct deals from Dallas to Chicago.

🎯 Booking tip

Deals are frequent on this route

Deals on flights from Dallas to Chicago are frequent, appearing within 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.

Chicago, United States

66% AI deal score

$707

$614

Save $93

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 near the typical level

February is historically cheapest

2h 38m is the typical direct flight time

Connecting flights are dominant

Frontier Airlines offers direct deals

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

Nov 05

Nov 03

Oct 12

Oct 22

Dec 04

Oct 27

Oct 26

Dec 02

Dec 04

Oct 27

Oct 26

Oct 28

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 the typical level

February is historically cheapest

2h 38m is the typical direct flight time

Connecting flights are dominant

Frontier Airlines offers direct deals

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

Nov 05

Nov 03

Oct 12

Oct 22

Dec 04

Oct 27

Oct 26

Dec 02

Dec 04

Oct 27

Oct 26

Oct 28

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?