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Cheap flights Detroit — Chicago

Detroit (DTW, US) Chicago (MDW, US)
from $137 381 km ~57m 12 flights found 2 airlines cheapest on Monday
Reverse route
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $137 on 14.11.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
Mo
Tu
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Prices found for 13 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
14 Nov 2026, Sat
Frontier Airlines F9 3409
22:51
DTW Detroit Metropolitan Wayne County Airport
03:11
MDW Chicago Midway International Airport
4h 20m 1 stop
Farera
$137
View this ticket
26 Nov 2026, Thu
Frontier Airlines F9 3409
05:30
DTW Detroit Metropolitan Wayne County Airport
09:43
MDW Chicago Midway International Airport
4h 13m 1 stop
Flightnetwork
$151
View this ticket
16 Nov 2026, Mon
Frontier Airlines F9 1263
14:25
DTW Detroit Metropolitan Wayne County Airport
19:06
MDW Chicago Midway International Airport
4h 41m 1 stop
Farera
$183
View this ticket
15 Nov 2026, Sun
Frontier Airlines F9 3409
22:55
DTW Detroit Metropolitan Wayne County Airport
03:15
MDW Chicago Midway International Airport
4h 20m 1 stop
Farera
$221
View this ticket
14 Nov 2026, Sat
Southwest Airlines WN 1877
17:05
DTW Detroit Metropolitan Wayne County Airport
18:25
MDW Chicago Midway International Airport
1h 20m Direct
Farera
$240
View this ticket
25 Nov 2026, Wed
Southwest Airlines WN 1877
16:20
DTW Detroit Metropolitan Wayne County Airport
17:50
MDW Chicago Midway International Airport
1h 30m Direct
Farera
$247
View this ticket
Route characteristics
Distance
381 km
Flight time
57m
Time difference
-1h
Minimum price
from $137 (14.11.2026)
Average price
$182
Maximum price
$256
Departures per week
1
Cheapest day
Monday
Departure airports (1)
DTW Detroit Metropolitan Wayne County Airport
Arrival airports (1)
MDW Chicago Midway International Airport
Airlines (2)
F9 Frontier Airlines WN Southwest Airlines
Agencies (2)
Farera Flightnetwork
Prices by day of week
Monday
$183
avg $183
Cheapest
Wednesday
$247
avg $247
Thursday
$151
avg $151
Saturday
$137
avg $189
Sunday
$221
avg $221
Airlines — cheapest prices 2
Frontier Airlines
Frontier Airlines
Low-cost 6 flights · 6 days
$137
Southwest Airlines
Southwest Airlines
Low-cost 6 flights · 6 days
$240
Where to buy tickets 2
Farera
11 tickets · 7 days
from $137
Flightnetwork
1 tickets · 1 days
from $151
Airports

From — Detroit (1)

  • DTW Detroit Metropolitan Wayne County Airport

To — Chicago (1)

  • MDW Chicago Midway International Airport
Other destinations from Detroit
Allentown
US
Albany
US
Amsterdam
NL · Hub
Alpena
US
Atlanta
US · Hub
Appleton
US
Austin
US
Asheville
US
Wilkes-Barre
US
Kalamazoo
US
Hartford
US
Binghamton
US
Frequently asked questions about the route Detroit — Chicago
How long is the flight from Detroit to Chicago?
Approximate flight time — 57m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Detroit to Chicago?
The straight-line distance — 381 km.
How much do flights from Detroit to Chicago cost?
The minimum price over 3 months — from $137 on 14.11.2026.
What is the average ticket price?
The average price — $182. Range: $137 — $256.
What is the time difference between Detroit and Chicago?
The difference — -1h.
From which airports does Detroit operate flights?
From Detroit: DTW (Detroit Metropolitan Wayne County Airport).
To which airports in Chicago do flights arrive?
To Chicago: MDW (Chicago Midway International Airport).
Which airlines fly this route?
This route is served by 2 airlines: Frontier Airlines, Southwest Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $240. Total direct flights found: 2.
Which day of the week is cheapest?
The cheapest day of the week — Monday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Detroit — Chicago

Flights Detroit — Chicago is a popular route. The straight-line distance is 381 km. Flight time 57m. Time difference -1h.

From Detroit (DTW) flights depart from 1 airport: DTW. To Chicago (MDW) — 1 arrival airport: MDW.

2 airlines operate on this route: Frontier Airlines, Southwest Airlines.

The minimum price for the next 3 months — from $137 (14.11.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $182, ranging from $137 to $256. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Monday.

Other destinations in United States from Detroit
Oklahoma City
US
Moline
US
Marquette
US
Madison
US
Minneapolis
US
New Orleans
US
Myrtle Beach
US
West Palm Beach
US

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