Are there direct flights from Detroit to Chicago?

Yes, direct flights are commonly available from Detroit to Chicago. Historically, across the trailing 90 days, approximately 62.2% of all flights on this route were direct. For itineraries that included stopovers, the median number of stopovers observed was 2. This indicates a strong prevalence of non-stop options for this route.

How many hours is the flight from Detroit to Chicago?

The median flight time for a direct flight from Detroit to Chicago is typically 1 hour and 33 minutes. For flights that include one stop, the median duration is significantly longer, averaging 11 hours and 37 minutes. The distance between the two cities is approximately 367 kilometers. Travelers should factor in these durations when planning their journey.

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

Historically, cheap flights from Detroit to Chicago are considered to be frequent. This route consistently offers opportunities for more economical fares. Travelers can typically find good value options when planning their trips between these two cities. The availability of these deals has been observed across the trailing 30 days.

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 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 Detroit to Chicago

Explore current cheapest deals departing from Detroit to Chicago

2026-09-10 – 2026-09-24
DTT - Chicago
43% AI deal score
$168
$147
Round trip
2026-09-10 – 2026-09-28
DTT - Chicago
42% AI deal score
$162
$147
Round trip
2026-09-10 – 2026-10-01
DTT - Chicago
42% AI deal score
$160
$147
Round trip
2026-09-10 – 2026-10-05
DTT - Chicago
42% AI deal score
$160
$147
Round trip
2026-09-09 – 2026-09-28
DTT - Chicago
38% AI deal score
$161
$162
Round trip
2026-09-09 – 2026-10-01
DTT - Chicago
38% AI deal score
$160
$162
Round trip
2026-09-09 – 2026-10-05
DTT - Chicago
38% AI deal score
$160
$162
Round trip
2026-09-15 – 2026-10-05
DTT - Chicago
38% AI deal score
$160
$163
Round trip
2026-09-15 – 2026-09-28
DTT - Chicago
40% AI deal score
$168
$163
Round trip
2026-09-15 – 2026-10-01
DTT - Chicago
39% AI deal score
$163
$163
Round trip

Detroit to Chicago: Overview

Insights for flights from Detroit to Chicago

For 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 for this route. Only about 6% of recent fares were classified as a good price, indicating that finding exceptional deals can be challenging.

When is the cheapest time to fly from Detroit to Chicago? The data indicates that August is typically 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. Planning your trip during these months could lead to more favorable prices.

A typical journey from Detroit to Chicago takes about 1h 33m, including connections. This is a short-haul route, covering a distance of 367 kilometers. For travelers seeking direct flights from Detroit to Chicago, a meaningful share are non-stop, though the rest typically connect twice. New deals for this route appear almost daily, making it worthwhile to monitor prices regularly.

How much is a round trip from Detroit to Chicago

Regular price: $136 - $207

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

The regular price range for this route is $136 to $207. The current lowest deal is $148 with Frontier Airlines, for travel from Sep 10-Sep 28.

now $148

Low $136

High $207

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

Deutsche Luft Hansa

Southwest Airlines

Last-minute flights going from Detroit to Chicago

Sun, Jul 26

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$345

$321

One-way

Sun, Jul 26

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$352

$323

One-way

Mon, Jul 27

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (MDW)

Frontier Airlines

$398

$312

One-way

Wed, Jul 29

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (MDW)

Frontier Airlines

$403

$327

One-way

Thu, Jul 30

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (MDW)

Frontier Airlines

$403

$308

One-way

Sat, Aug 1

⌛ Last-Minute

DTW - Chicago

Detroit (DTW) - Chicago (ORD)

Frontier Airlines

$343

$274

One-way

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

2 nights

Dec 4 - Dec 6

$459 → $270

41%

1 night

Jul 30 - Jul 31

$403 → $308

24%

4 nights

Jul 27 - Jul 31

$398 → $312

22%

4 nights

Aug 7 - Aug 11

$309 → $229

26%

Popular Airports to fly from Detroit to Chicago

Detroit - Chicago route insights

💸 Price insights

Recent fares are near the typical level

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

📅 Best time to fly

August is historically the cheapest month

Historically, August is the cheapest month to fly from Detroit to Chicago, with a median price of $186.

⏱️ Flight duration

Direct flights average 1h 33m

Direct flights from Detroit to Chicago typically average 1h 33m.

✈️ Airlines & availability

62.2% of recent flights are direct

62.2% of recent flights from Detroit to Chicago are direct, offering a mixed selection.

🏆 Airline highlight

Deutsche Luft Hansa offers direct flights

Deutsche Luft Hansa is one airline offering direct flights from Detroit to Chicago.

🎯 Booking tip

Deals appear frequently on this route

Deals for flights from Detroit to Chicago appear frequently, so check often for good prices.

Detroit main airports to depart from

Detroit Metropolitan (DTW)

Cheapest

Detroit Metropolitan is a good option for flights from Detroit to Chicago, offering competitive prices.

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

💸 Flights from ~$170

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a convenient arrival option for flights from Detroit to Chicago.

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

💸 Flights from ~$176

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 train or car, but requires travel across state lines).

💸 Flights from ~$236

Business & First Class Flight Deals to Chicago

72% AI deal score

$4,010

$2,086

Save $1,924

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. Within this period, the average price observed was $228. Booking 7-13 days out generally saw prices around $294, while waiting until 0-6 days before departure typically resulted in an average price of $337. Planning further ahead, such as 28-59 days in advance, showed an average price of $459.

A good deal for a flight from Detroit to Chicago is generally considered to be around $201 or less. Historically, across the trailing quarter, the median price for this route was $243. Prices at the 75th percentile were around $387, indicating higher costs. By aiming for prices at or below the $201 threshold, travelers can typically secure a more economical fare.

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 offered relatively lower prices, with a median of $194. The annual median price for this route across the trailing 270 days was $243. Travelers looking for more budget-friendly options should consider these months.

Related routes

More routes from Detroit

Flights from Detroit to Charlotte Flights from Detroit to Cleveland Flights from Detroit to Colorado Springs Flights from Detroit to Copenhagen Flights from Detroit to Dallas Flights from Detroit to Denver Flights from Detroit to Dubai Flights from Detroit to Dublin Flights from Detroit to Florence Flights from Detroit to Fort Lauderdale Flights from Detroit to Kochi Flights from Detroit to New Delhi

Flights to Chicago from other cities

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 Flights from Houston to Chicago Flights from Hyderabad to Chicago

Detroit to Chicago: Overview

Insights for flights from Detroit to Chicago

How much is a round trip from Detroit to Chicago

Regular price: $136 - $207

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

The regular price range for this route is $136 to $207. The current lowest deal is $148 with Frontier Airlines, for travel from Sep 10-Sep 28.

now $148

Low $136

High $207

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