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Cheap flights from Detroit to Chicago from $110 DTW → MDW, ORD

Detroit Metropolitan Wayne County Airport (DTW) → Chicago Midway International Airport (MDW), O'Hare International Airport (ORD)

The cheapest one-way found recently is $110 with American Airlines, 19 Nov, found 4 days ago.

Cheapest one-way found recently
$110, American Airlines, found 4 days ago
Airlines with nonstop flights
American Airlines
Shortest nonstop flight found
1 h 49 min

One-way

The cheapest one-way fare on each of 4 departure dates is usually $105 to $155.

Cheapest one-way found recently

$110

19 Nov · American Airlines

Detroit Metropolitan Wayne County Airport (DTW) → O'Hare International Airport (ORD)

Leaves 6:44 a.m. · 1 h 49 min trip

nonstop

found 4 days ago

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Cheapest nonstop one-way

$110

19 Nov · American Airlines

Detroit Metropolitan Wayne County Airport (DTW) → O'Hare International Airport (ORD)

Leaves 6:44 a.m. · 1 h 49 min trip

nonstop

found 4 days ago

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Found recently, and the cheapest we hold

Cheapest found recently $110 19 Novfound 4 days agoOpen this trip

Cheapest we hold, of any age $91 16 Novfound 7 days agoOpen this trip

What have prices looked like?

Over 43 days, 24 Sept to 11 Nov, the cheapest one-way we saw each day was $91 to $140.

$110, the cheapest one-way found recently, sits here in that range of $91 to $140.

Those were the prices on those days, not today's.

Is this a good one-way price?

Compared with the cheapest one-way fare on each of 4 departure dates from 16 Nov to 26 Nov, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.

Could nearby dates be cheaper?

Yes. Among one-way fares leaving within 3 days of 19 Nov, 16 Nov costs $91: $19 less than the cheapest found recently.

American Airlines · Detroit Metropolitan Wayne County Airport (DTW) → O'Hare International Airport (ORD) · nonstop · found 7 days ago

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Every date we hold

4 fares on 4 departure dates

16 Nov: $91, found 7 days ago19 Nov: $110, found 4 days ago25 Nov: $151, found 6 days ago26 Nov: $166, found 5 days agoNov
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
16 Nov$91American AirlinesDetroit Metropolitan Wayne County Airport (DTW) → O'Hare International Airport (ORD)nonstopfound 7 days agoOpen this trip
19 Nov$110American AirlinesDetroit Metropolitan Wayne County Airport (DTW) → O'Hare International Airport (ORD)nonstopfound 4 days agoOpen this trip
25 Nov$151Frontier AirlinesDetroit Metropolitan Wayne County Airport (DTW) → Chicago Midway International Airport (MDW)1 stopfound 6 days agoOpen this trip
26 Nov$166Frontier AirlinesDetroit Metropolitan Wayne County Airport (DTW) → O'Hare International Airport (ORD)1 stopfound 5 days agoOpen this trip

Premium cabin fares from Detroit to Chicago

We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.

How far ahead were prices cheapest for Detroit to Chicago?

One-way

Fares 30 to 59 days before departure were typically 12% lower than 0 to 6 days before departure.

From the cheapest one-way each day between 24 Sept and 11 Nov (43 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

See these ranges as a table
Typical price in each booking range — one way, per traveler in Economy.
Booked ahead byTypical fareCheapest dayAbove the cheapestDays of prices
0–6 days$108$91+14%31
7–13 days$108$91+14%35
30–59 days$95$95Cheapest seen13
90–179 days$116$92+22%16

Could a nearby airport be cheaper?

A different airport at either end can change the fare — sometimes a lot.

One-way

Cleveland → Chicago

145 km from Detroit

$176

$66 more than flying from Detroit

26 Aug 2027 · CLE → ORD · nonstop

found 2 days ago

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Lansing → Chicago

132 km from Detroit

$460

$350 more than flying from Detroit

16 Nov · LAN → ORD · nonstop

found 7 days ago

Check today's price

Cheapest recent price on each route — one way, per traveler in Economy. Distances are in a straight line.

Live price for these dates

The cheapest one-way found recently is for 19 Nov. A live search on this page shows what those dates cost now, for one adult in economy.

Questions about this trip

How much is a one-way flight from Detroit to Chicago?

The cheapest one-way found recently is $110 with American Airlines, 19 Nov, found 4 days ago. The cheapest one-way we hold, of any age, is $91 with American Airlines, 16 Nov, found 7 days ago. The cheapest one-way fare on each of 4 departure dates is usually $105 to $155.

How far ahead should I book a flight from Detroit to Chicago?

In 43 days of prices between 24 Sept and 11 Nov, one-way fares 30 to 59 days before departure were typically 12% lower than 0 to 6 days before departure.

Is there a direct flight from Detroit to Chicago?

Yes, the cheapest nonstop one-way found recently is $110 with American Airlines, 19 Nov, found 4 days ago.

How long is the flight from Detroit to Chicago?

The cheapest nonstop one-way found recently, with American Airlines on 19 Nov, takes 1 h 49 min from Detroit Metropolitan Wayne County Airport (DTW) to O'Hare International Airport (ORD).

Which airlines have the cheapest flights from Detroit to Chicago?

Between 16 Nov and 26 Nov, American Airlines has the cheapest one-way on 2 of the 4 departure dates we hold, and Frontier Airlines on 2.

Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work