Cheap Flights From Detroit Metropolitan Wayne County (DTW) To Midway Intl. (MDW)

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Cheapest Flights from Detroit (DTW) to Chicago (MDW)

The cheapest flights to Midway Intl. found within the past 7 days were CA $151 round trip and CA $76 one way. Prices and availability subject to change. Additional terms may apply.

Wed., Jun. 18 - Wed., Jun. 25
DTW
Detroit
MDW
Chicago
CA $151 Roundtrip, found 5 days ago
CA $151
Roundtrip
found 5 days ago
Select Delta flight, departing Wed., Jun. 18 from Detroit to Chicago, returning Wed., Jun. 25, priced at CA $151 found 5 days ago
Wed., Jun. 18 - Wed., Jun. 25
DTW
Detroit
MDW
Chicago
CA $214 Roundtrip, found 5 days ago
CA $214
Roundtrip
found 5 days ago
Select Delta flight, departing Wed., Jun. 18 from Detroit to Chicago, returning Wed., Jun. 25, priced at CA $214 found 5 days ago
Wed., Jun. 18 - Wed., Jun. 25
DTW
Detroit
MDW
Chicago
CA $235 Roundtrip, found 5 days ago
CA $235
Roundtrip
found 5 days ago
Select Delta flight, departing Wed., Jun. 18 from Detroit to Chicago, returning Wed., Jun. 25, priced at CA $235 found 5 days ago
Fri., Jun. 13 - Mon., Jun. 16
DTW
Detroit
MDW
Chicago
CA $242 Roundtrip, found 5 days ago
CA $242
Roundtrip
found 5 days ago
Select Delta flight, departing Fri., Jun. 13 from Detroit to Chicago, returning Mon., Jun. 16, priced at CA $242 found 5 days ago
Sun., Sep. 7 - Tue., Sep. 23
DTW
Detroit
MDW
Chicago
CA $274 Roundtrip, found 3 days ago
CA $274
Roundtrip
found 3 days ago
Select Delta flight, departing Sun., Sep. 7 from Detroit to Chicago, returning Tue., Sep. 23, priced at CA $274 found 3 days ago
Wed., Jun. 18 - Wed., Jun. 25
DTW
Detroit
MDW
Chicago
CA $277 Roundtrip, found 5 days ago
CA $277
Roundtrip
found 5 days ago
Select Delta flight, departing Wed., Jun. 18 from Detroit to Chicago, returning Wed., Jun. 25, priced at CA $277 found 5 days ago
Wed., Jun. 4 - Mon., Jun. 9
DTW
Detroit
MDW
Chicago
CA $289 Roundtrip, found 4 days ago
CA $289
Roundtrip
found 4 days ago
Select Delta flight, departing Wed., Jun. 4 from Detroit to Chicago, returning Mon., Jun. 9, priced at CA $289 found 4 days ago
Fri., Jun. 13 - Mon., Jun. 16
DTW
Detroit
MDW
Chicago
CA $292 Roundtrip, found 5 days ago
CA $292
Roundtrip
found 5 days ago
Select Delta flight, departing Fri., Jun. 13 from Detroit to Chicago, returning Mon., Jun. 16, priced at CA $292 found 5 days ago
Wed., Jun. 18 - Wed., Jun. 25
DTW
Detroit
MDW
Chicago
CA $299 Roundtrip, found 5 days ago
CA $299
Roundtrip
found 5 days ago
Select Delta flight, departing Wed., Jun. 18 from Detroit to Chicago, returning Wed., Jun. 25, priced at CA $299 found 5 days ago
Fri., Jun. 13 - Mon., Jun. 16
DTW
Detroit
MDW
Chicago
CA $314 Roundtrip, found 5 days ago
CA $314
Roundtrip
found 5 days ago
Select Delta flight, departing Fri., Jun. 13 from Detroit to Chicago, returning Mon., Jun. 16, priced at CA $314 found 5 days ago

Midway Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
per person
Jul. 11 - Jul. 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Jul. 11 - Jul. 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
per person
Jul. 11 - Jul. 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
per person
Jul. 11 - Jul. 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
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Popular Flight Routes from Detroit (DTW)

Travelers at DTW love to visit these top cities. Roam to the top destinations from Detroit (DTW) today with the cheap prices from Travelocity!

Popular Flight Routes from Chicago (MDW)

Travelers at MDW love to visit these top cities. Roam to the top destinations from Chicago(MDW) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.