Are there direct flights from Detroit to Chicago?

Yes, direct flights are commonly available from Detroit to Chicago. Historically, approximately 62.2% of flights on this route have been direct. For journeys that do include stopovers, travelers typically experience a median of 2 stopovers. This indicates a strong prevalence of non-stop options for this route.

How many hours is the flight from Detroit to Chicago?

The direct flight from Detroit to Chicago typically takes about 1 hour and 33 minutes. This is based on a median direct flight duration of 93 minutes. Flights with one stop, however, can be significantly longer, with a median duration of 11 hours and 37 minutes. The distance covered on this route is 367 kilometers.

How often do cheap flights from Detroit to Chicago come up?

Cheap flights from Detroit to Chicago are classified as frequent. This indicates that travelers can historically expect to find favorable deals on this route with regularity. The consistent availability of good prices makes this a common route for budget-conscious travelers.

Flights From Detroit

To Chicago

Cheap Flights from Detroit to Chicago

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

Deals from

Detroit

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

Prices updated today

462 airlines compared

80%+ AI score for best value

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 Detroit to Chicago

Explore current cheapest deals departing from Detroit to Chicago

2026-10-20 – 2026-11-12
DTT - Chicago
38% AI deal score
$163
$173
Round trip
2026-10-21 – 2026-11-12
DTT - Chicago
43% AI deal score
$195
$180
Round trip
2026-10-12 – 2026-10-16
DTT - Chicago
68% AI deal score
$257
$182
Round trip
2026-10-26 – 2026-10-29
DTT - Chicago
43% AI deal score
$210
$182
Round trip
2026-10-26 – 2026-10-28
DTT - Chicago
43% AI deal score
$210
$183
Round trip
2026-10-22 – 2026-10-26
DTT - Chicago
42% AI deal score
$210
$185
Round trip
2026-10-17 – 2026-10-20
DTT - Chicago
42% AI deal score
$210
$186
Round trip
2026-11-02 – 2026-11-05
DTT - Chicago
46% AI deal score
$238
$186
Round trip
2026-10-03 – 2026-10-24
DTT - Chicago
35% AI deal score
$163
$187
Round trip
2026-10-07 – 2026-10-08
DTT - Chicago
42% AI deal score
$211
$187
Round trip

Detroit to Chicago: Overview

Insights for flights from Detroit to Chicago

For those seeking cheap flights from Detroit to Chicago, fares typically range from $201–$387, with a median price of $243. Right now, current fares are near the typical level, and about 6% of recent fares were classified as a good price. New deals appear almost daily, offering frequent opportunities to find favorable prices for this route.

When considering the cheapest time to fly from Detroit to Chicago, August stands out as the most affordable month, with a median fare of $186. Following closely are April, with a median fare of $192, and March, where the median fare is $194. These months offer the lowest median prices for travelers planning their trips.

A typical journey from Detroit to Chicago takes about 1h 33m, including connections. While a meaningful share of itineraries are non-stop, the rest typically involve two connections. This short travel time reflects the proximity of the two cities, making it a convenient route for many travelers.

The route from Detroit to Chicago covers a distance of 367 kilometers, classifying it as a short-haul flight. This short distance contributes to the relatively quick travel times and frequent flight options available between these two major cities.

How much is a round trip from Detroit to Chicago

Regular price: $165 - $253

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

The regular price range for flights from Detroit to Chicago is between $165 and $253. The current lowest deal is $180 with Frontier Airlines for travel from Oct 21-Nov 12.

now $180

Low $165

High $253

The cheapest time to fly from Detroit to Chicago

The cheapest month to fly from DTT to CHI is August, with a median price of $207. The most expensive month is February, with a median price of $1009. Prices are generally lower from May to December.

August

Cheapest

Flights from $207

February

Most Expensive

Flights from $1,009

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Detroit to Chicago

Southwest Airlines

United Airlines

Last-minute flights going from Detroit to Chicago

Wed, Sep 16

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$376

$378

One-way

Thu, Sep 17

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (MDW)

Frontier Airlines

$425

$388

One-way

Sat, Sep 19

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$360

$348

One-way

Sat, Sep 19

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$362

$367

One-way

Wed, Sep 23

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (MDW)

Frontier Airlines

$311

$238

One-way

Sat, Sep 26

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$245

$248

One-way

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

2 nights

Dec 4 - Dec 6

$393 → $275

30%

3 nights

Dec 4 - Dec 7

$391 → $274

30%

3 nights

Dec 3 - Dec 6

$390 → $275

29%

4 nights

Oct 12 - Oct 16

$257 → $181

30%

Popular Airports to fly from Detroit to Chicago

Detroit - Chicago route insights

💸 Price insights

Recent fares near the typical level

Recent fares from Detroit to Chicago are near the typical level of $243.

📅 Best time to fly

Fly in August for the best prices

Historically, August offers the lowest median price at $186 for this route.

⏱️ Flight duration

Direct flights average 1h 33m

The typical direct flight from Detroit to Chicago takes 1 hour and 33 minutes.

✈️ Airlines & availability

62.2% of recent flights are direct

Direct flights are a mixed option, with 62.2% of recent fares being nonstop.

🏆 Airline highlight

Southwest Airlines offers direct flights

Southwest Airlines is one of the carriers providing direct service on this route.

🎯 Booking tip

Deals are frequent on this route

Deals on flights from Detroit to Chicago are frequently available.

Detroit main airports to depart from

Detroit Metropolitan (DTW)

Cheapest

Detroit Metropolitan Airport is a convenient option for flights from Detroit to Chicago.

📍 ~29 km from city center (reachable by car)

💸 Flights from ~$195

Chicago main airports to arrive at

O Hare International (ORD)

Cheapest

O'Hare International Airport is a major hub, offering extensive flight options for travelers arriving in Chicago.

📍 ~25 km from Chicago (reachable by car)

💸 Flights from ~$177

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

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

📍 ~135 km from Chicago (reachable by train or car), requiring travel across state lines.

💸 Flights from ~$281

Business & First Class Flight Deals to Chicago

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

Elite

Best Elite deals to Chicago

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

From DTW

Elite

Oct 15

Chicago, United States

67% AI deal score

$413

$345

Save $68

From DTW

Elite

Dec 05

Chicago, United States

66% AI deal score

$3,503

$1,982

Save $1,521

Air Canada, +1

Business Class

From DTW

Elite

Dec 06

Chicago, United States

66% AI deal score

$3,623

$1,983

Save $1,640

Air Canada, +1

Business Class

From DTW

Elite

Dec 13

Chicago, United States

66% AI deal score

$3,355

$2,009

Save $1,346

Alaska Airlines, Inc.

Business Class

From DTW

Elite

Dec 03

Chicago, United States

66% AI deal score

$3,311

$2,028

Save $1,283

Alaska Airlines, Inc.

Business Class

From DTW

Elite

Dec 03

Chicago, United States

66% AI deal score

$3,317

$2,049

Save $1,268

Alaska Airlines, Inc.

Business Class

From DTW

Elite

Dec 03

Chicago, United States

66% AI deal score

$3,317

$2,103

Save $1,214

Alaska Airlines, Inc.

Business Class

From DTW

Elite

Dec 03

Chicago, United States

66% AI deal score

$3,327

$2,112

Save $1,215

Alaska Airlines, Inc.

Business Class

From DTW

Elite

Oct 16

Chicago, United States

66% AI deal score

$3,687

$2,123

Save $1,564

Alaska Airlines, Inc.

Business Class

From DTW

Elite

Oct 06

Chicago, United States

66% AI deal score

$3,557

$2,166

Save $1,391

Alaska Airlines, Inc.

Business Class

From DTW

Elite

Oct 15

Chicago, United States

66% AI deal score

$3,638

$2,193

Save $1,445

Alaska Airlines, Inc.

Business Class

From DTW

Elite

Oct 12

Chicago, United States

66% AI deal score

$3,598

$2,222

Save $1,376

Alaska Airlines, Inc.

Business Class

Frequently Asked Questions About Flights to Chicago

Historically, the optimal booking window for flights from Detroit to Chicago is typically 14-27 days before departure. During this period, the average price for tickets is around $228. Booking too far in advance, such as 28-59 days out, often sees higher average prices of $459. Even closer to departure, within 0-6 days, prices tend to rise to an average of $337.

Across the trailing quarter, a good price for a flight from Detroit to Chicago is considered to be $201 or less. The median price for this route historically stands at $243. Prices can go higher, with 75% of tickets costing $387 or less. Therefore, if you find a fare at or below $201, it represents a strong value.

Historically, the cheapest months to fly from Detroit to Chicago include August, with a median price of $186, and April, with a median price of $192. March also offers competitive pricing, with a median of $194. The annual median price for this route is $243, indicating that these months offer significant savings compared to the yearly average.

Related routes

More routes from Detroit

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Flights to Chicago from other cities

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Detroit to Chicago: Overview

Insights for flights from Detroit to Chicago

How much is a round trip from Detroit to Chicago

Regular price: $165 - $253

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

The regular price range for flights from Detroit to Chicago is between $165 and $253. The current lowest deal is $180 with Frontier Airlines for travel from Oct 21-Nov 12.

now $180

Low $165

High $253

The cheapest time to fly from Detroit to Chicago

The cheapest month to fly from DTT to CHI is August, with a median price of $207. The most expensive month is February, with a median price of $1009. Prices are generally lower from May to December.

August

Cheapest

Flights from $207

February

Most Expensive

Flights from $1,009

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Detroit to Chicago

Southwest Airlines

United Airlines

Last-minute flights going from Detroit to Chicago

Wed, Sep 16

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$376

$378

One-way

Thu, Sep 17

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (MDW)

Frontier Airlines

$425

$388

One-way

Sat, Sep 19

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$360

$348

One-way

Sat, Sep 19

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$362

$367

One-way

Wed, Sep 23

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (MDW)

Frontier Airlines

$311

$238

One-way

Sat, Sep 26

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$245

$248

One-way

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

2 nights

Dec 4 - Dec 6

$393 → $275

30%

3 nights

Dec 4 - Dec 7

$391 → $274

30%

3 nights

Dec 3 - Dec 6

$390 → $275

29%

4 nights

Oct 12 - Oct 16

$257 → $181

30%

Popular Airports to fly from Detroit to Chicago

Detroit - Chicago route insights

💸 Price insights

Recent fares near the typical level

Recent fares from Detroit to Chicago are near the typical level of $243.

📅 Best time to fly

Fly in August for the best prices

Historically, August offers the lowest median price at $186 for this route.

⏱️ Flight duration

Direct flights average 1h 33m

The typical direct flight from Detroit to Chicago takes 1 hour and 33 minutes.

✈️ Airlines & availability

62.2% of recent flights are direct

Direct flights are a mixed option, with 62.2% of recent fares being nonstop.

🏆 Airline highlight

Southwest Airlines offers direct flights

Southwest Airlines is one of the carriers providing direct service on this route.

🎯 Booking tip

Deals are frequent on this route

Deals on flights from Detroit to Chicago are frequently available.

Detroit main airports to depart from

Detroit Metropolitan (DTW)

Cheapest

Detroit Metropolitan Airport is a convenient option for flights from Detroit to Chicago.

📍 ~29 km from city center (reachable by car)

💸 Flights from ~$195

Chicago main airports to arrive at

O Hare International (ORD)

Cheapest

O'Hare International Airport is a major hub, offering extensive flight options for travelers arriving in Chicago.

📍 ~25 km from Chicago (reachable by car)

💸 Flights from ~$177

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

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

📍 ~135 km from Chicago (reachable by train or car), requiring travel across state lines.

💸 Flights from ~$281

Business & First Class Flight Deals to Chicago

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

Elite

Best Elite deals to Chicago

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

From DTW

Chicago, United States

66% AI deal score

$3,598

$2,222

Save $1,376

Alaska Airlines, Inc.

Business Class

Frequently Asked Questions About Flights to Chicago

Cheap Flights from Detroit to Chicago

Today’s best flight deals from Detroit to Chicago

Detroit to Chicago: Overview

Insights for flights from Detroit to Chicago

How much is a round trip from Detroit to Chicago

The cheapest time to fly from Detroit to Chicago

Direct flights from Detroit to Chicago

Last-minute flights going from Detroit to Chicago

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

Popular Airports to fly from Detroit to Chicago

Detroit - Chicago route insights

Recent fares near the typical level

Fly in August for the best prices

Direct flights average 1h 33m

62.2% of recent flights are direct

Southwest Airlines offers direct flights

Deals are frequent on this route

Detroit 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

Oct 15

Dec 05

Dec 06

Dec 13

Dec 03

Dec 03

Dec 03

Dec 03

Oct 16

Oct 06

Oct 15

Oct 12

Frequently Asked Questions About Flights to Chicago

When should I buy Detroit to Chicago tickets?

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

When is the cheapest time of year to fly from Detroit to Chicago?

Are there direct flights from Detroit to Chicago?

How many hours is the flight from Detroit to Chicago?

How often do cheap flights from Detroit to Chicago come up?

Related routes

More routes from Detroit

Flights to Chicago from other cities

Detroit to Chicago: Overview

Insights for flights from Detroit to Chicago

How much is a round trip from Detroit to Chicago

The cheapest time to fly from Detroit to Chicago

Direct flights from Detroit to Chicago

Last-minute flights going from Detroit to Chicago

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

Popular Airports to fly from Detroit to Chicago

Detroit - Chicago route insights

Recent fares near the typical level

Fly in August for the best prices

Direct flights average 1h 33m

62.2% of recent flights are direct

Southwest Airlines offers direct flights

Deals are frequent on this route

Detroit 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

Oct 15

Dec 05

Dec 06

Dec 13

Dec 03

Dec 03

Dec 03

Dec 03

Oct 16

Oct 06

Oct 15

Oct 12

Frequently Asked Questions About Flights to Chicago

When should I buy Detroit to Chicago tickets?

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

When is the cheapest time of year to fly from Detroit to Chicago?