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 experience a median of 2 stopovers. This indicates that while direct options are common, connecting flights also make up a significant portion of the available routes.

How long is the flight from Dallas to Chicago?

The typical direct flight from Dallas to Chicago has a duration of 2 hours and 26 minutes, covering a distance of 1283 kilometers. Flights with one stopover, on average, take considerably longer, with a median duration of 5 hours and 55 minutes. This difference highlights the time-saving benefit of choosing a direct route when available.

How often do Dallas to Chicago flight prices drop?

Historically, flight prices for the Dallas to Chicago route are classified as dropping frequently. This suggests that travelers may often find opportunities for price reductions. Over the trailing 30 days, this route has consistently shown frequent price fluctuations. This pattern can be beneficial for travelers monitoring prices for potential savings.

Flights From Dallas

To Chicago

Cheap Flights from Dallas to Chicago

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Deals from

Dallas

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

Prices updated 2 days ago

405 airlines compared

80%+ AI score for best value

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

Today’s best flight deals from Dallas to Chicago

Explore current cheapest deals departing from Dallas to Chicago

2026-10-20 – 2026-10-23
DFW - Chicago
39% AI deal score
$120
$169
Round trip
2026-10-20 – 2026-10-22
DFW - Chicago
38% AI deal score
$120
$173
Round trip
2026-11-06 – 2026-11-14
DFW - Chicago
41% AI deal score
$130
$173
Round trip
2026-11-09 – 2026-11-13
DFW - Chicago
44% AI deal score
$183
$176
Round trip
2026-10-27 – 2026-10-30
DFW - Chicago
66% AI deal score
$240
$184
Round trip
2026-09-17 – 2026-09-19
DFW - Chicago
49% AI deal score
$228
$185
Round trip
2026-10-22 – 2026-10-27
DFW - Chicago
37% AI deal score
$121
$186
Round trip
2026-11-02 – 2026-11-04
DFW - Chicago
73% AI deal score
$295
$186
Round trip
2026-11-02 – 2026-11-06
DFW - Chicago
42% AI deal score
$175
$187
Round trip
2026-11-02 – 2026-11-06
DFW - Chicago
40% AI deal score
$136
$187
Round trip

Dallas to Chicago: Overview

Insights for flights from Dallas to Chicago

For travelers looking for 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. Planning your trip during these months can lead to significant savings.

Fares for flights from Dallas to Chicago typically range from $143 to $604, with a median price 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 or monitoring.

When flying from Dallas to Chicago, 40.1% of recent fares were for direct flights from Dallas to Chicago. This means a meaningful share of itineraries are non-stop, while the remaining flights typically involve two connections. New deals appear almost daily for this route, so consistent checking can be beneficial.

A typical journey from Dallas to Chicago takes about 2h 26m, including connections. For non-stop flights, the median duration is also 2h 26m. However, connecting flights can extend the travel time considerably, with a median duration of 16h 43m for itineraries that include a stopover.

The distance between Dallas and Chicago is 1283 kilometers, classifying this as a short-haul flight. This means you can expect a relatively quick journey, making it a convenient route for various travel purposes.

How much is a round trip from Dallas to Chicago

Regular price: $92 - $194

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

The regular price range for flights from Dallas to Chicago is $92-$194. The current lowest deal is $137 with Frontier Airlines for travel from Oct 29-Nov 6.

now $137

Low $92

High $194

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, Jul 28

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (ORD)

$671

$367

One-way

Wed, Jul 29

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (MDW)

$707

$382

One-way

Wed, Jul 29

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (MDW)

$714

$408

One-way

Thu, Jul 30

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (MDW)

$714

$412

One-way

Sat, Aug 1

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (MDW)

$778

$377

One-way

Sun, Aug 2

⌛ Last-Minute

DAL - Chicago

Dallas (DAL) - Chicago (ORD)

$806

$402

One-way

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

3 nights

Oct 31 - Nov 3

$717 → $297

59%

2 nights

Aug 2 - Aug 4

$806 → $402

50%

4 nights

Oct 1 - Oct 5

$699 → $297

58%

7 nights

Aug 1 - Aug 8

$778 → $377

52%

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 for this route.

📅 Best time to fly

November is historically cheapest at $125

Historically, November is the cheapest month to fly from Dallas to Chicago, with a median price of $125.

⏱️ Flight duration

Direct flights average 2h 26m

Direct flights from Dallas to Chicago typically take 2 hours and 26 minutes.

✈️ Airlines & availability

Frontier Airlines offers direct flights

Frontier Airlines offers direct flights on the Dallas to Chicago route.

🏆 Airline highlight

Frontier Airlines has 2 recent direct deals

Frontier Airlines had 2 direct deals recently for flights from Dallas to Chicago.

🎯 Booking tip

Deals are frequent on this route

Deals for flights from Dallas to Chicago are frequent, appearing every 30 days.

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 city center (reachable by car or public transport).

💸 Flights from ~$96

Dallas Love Field (DAL)

Dallas Love Field provides another option for flights from Dallas to Chicago.

📍 ~9 km from city center (reachable by car or public transport).

💸 Flights from ~$190

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 ~$100

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

Milwaukee offers a major international airport with significant carrier presence and direct flight options.

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

💸 Flights from ~$210

Business & First Class Flight Deals to Chicago

77% AI deal score

$2,361

$1,339

Save $1,022

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 for a flight is around $300. Prices tend to increase as the departure date approaches, with flights booked 7-13 days out averaging $742. Even flights booked 0-6 days before departure are typically around $434, indicating that planning ahead can lead to significant savings.

Across the trailing quarter, a flight from Dallas to Chicago is considered a good deal if it is priced at or below $143. The median price for this route over the same 90-day period was $303. Prices can go significantly higher, with 75% of observed prices being $604 or less. Therefore, aiming for a price below $143 is a strong indicator of a favorable deal.

Historically, the cheapest months to fly from Dallas to Chicago include October, with a median price of $108, and April, with a median price of $111. November also offers competitive prices, with a median of $118. These months generally present more affordable options 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: $92 - $194

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

The regular price range for flights from Dallas to Chicago is $92-$194. The current lowest deal is $137 with Frontier Airlines for travel from Oct 29-Nov 6.

now $137

Low $92

High $194

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