Find Cheap Flights from Detroit to Chicago Midway (DTW - MDW)

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Detroit Metropolitan Wayne County to Chicago Midway Flight Information

Avg. Flight Duration 1h 14m
Flights Arrive in Chicago Midway
Flights Depart from Detroit Metropolitan Wayne County
Flight Price $165
Distance 228 miles
Airlines Delta

Good to Know

Average Price:
$176
(avg. price over the last 2 weeks)
Good Deal:
$165
or less (round trip)

When to Book Flights from Detroit to Chicago Midway

Estimated round-trip price
Flight prices as travel date approaches
-1 day
-2 days

Top Tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $164 or less.
The cheapest flight from Detroit to Chicago Midway was found 80 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 23% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Detroit to Chicago Midway Flights

How long does a flight from Detroit to Chicago Midway take?
An average nonstop flight takes 1h 15m, covering a distance of 228 miles.
How many flights are there between Detroit and Chicago Midway?
There are 275 (nonstop) flights between Detroit and Chicago Midway per week, averaging 44 per day.
Which airlines provide the cheapest flights from Detroit to Chicago Midway?
In the past 3 days, the cheapest round-trip tickets were found on Delta ($165) and Multiple Airlines ($251)
Do I need a passport to fly between Detroit and Chicago Midway?
No.
Which airlines fly most frequently between Detroit and Chicago Midway?
Delta (12 times daily), Southwest (8 times daily), Aeromexico (6 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Detroit to Chicago Midway?
For Detroit to Chicago Midway, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago Midway back to Detroit, the best deals are generally found on Tuesday, with Saturday being the most expensive.

Book cheap flights from Detroit to Chicago Midway (round-trip)

Airports
Origin
Detroit
$165
only
$165
Destination
Chicago
$165
only
$165
Tue, Mar 5
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 18m
Sat, Mar 16
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 02m
Trip: 11 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
MAD
ATL
Good 7.3

Pros: They ran out of my preferred menu choice for the first meal. Martha went out of her way to bring my first choice for the second meal, which was very thoughtful. Nancy brought my friend an extra meal.

Cons: I thought there would be more new releases to watch, but overall the selection was good.

DTW
MDW
Excellent 8.0

Cons: Flight attendants were a little snobby and didn't treat all passengers equally, in my humble opinion (note: I was sitting in 1st class).

YVR
MSP
Excellent 10.0

Pros: Even in the absolute freezing (-40F) the plane landed an hour early into Minneapolis. Was only delayed 20 minutes leaving. Crew did amazing to get the plane going.

PHL
BOS
Excellent 9.0

Pros: small and uncomfortable

Cons: respectful size seat

MSP
AMS
Excellent 8.3

Pros: Crew was awesome. Always available if needed

Cons: Food was just ok. Could have a little more movie selection

Thu, Feb 28
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
10h 05m
Tue, Mar 5
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
9h 42m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Mar 6
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 21m
Wed, Mar 13
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 05m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
FWA
MSP
Good 7.6

Pros: Great crew.

Cons: Seats could be better. But the delays in deicing the plane could have been handled better.

JAX
ATL
Excellent 9.6

Pros: Smooth

Cons: Boarding

SLC
BOI
Okay 4.0

Pros: The Crew on this flight was great and the flight was quick.

Cons: The flight was delayed 3+ hours and Delta kept pushing the delay out further without giving any updates as to why it was so delayed, and when I inquired at the Delta desk at the gate the woman was very rude to me as she snipped that it was a mechanical issue.

LIH
LAX
Mediocre 3.3

Pros: We had exit row seat, most uncomfortable ever, video devices both broken. Will never sit in exit row again would have been better off in basic economy

Cons: Fix broken seats and tv screens

ATL
CDG
Okay 5.3

Cons: Don't call it "food." the meals were terrible. Also stop creating so much single use plastic.

Thu, Mar 7
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 23m
Thu, Mar 14
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 14m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
ATL
MCI
Okay 5.6

Cons: The airline cancelled the flight alluring weather conditions, when the reality was they did not wanted the plane to park in Kansas. The weather conditions were even worse on the flight I was moved to, and that flight was not cancelled. They absolutely did not care about the passengers

EWR
ATL
Excellent 10.0

Pros: Amazing crew & comfortable seats.

DTW
CUN
Excellent 8.3

Pros: The flight was very good in both directions. I was quite comfortable. On my return flight I left my e-reader on the plane. I didn't realize it until 2 days later. I called Delta and spoke with Tiffany. She was so helpful. She located my e-reader and I was able to go to the airport and pick it up.

Cons: Carry brewed decaf coffee.

DTW
NRT
Excellent 9.3

Pros: Crew was very friendly for the most part. There seems to be a chance in the way they interact with customers. It's noticeable. The food still is not bad, not great. Drink selection was pretty extensive and impressive. Free wifi for messaging apps is great.

Cons: Electrical plug is right at your knee level. Bread is rock hard an inedible. Plane felt very dry compared to other Delta planes. Would be good to know when the Wifi will be off (as it is off as we "approach the North Pole"). I wish we didn't have to repack bags that are over 52lb.

SEA
GEG
Excellent 10.0

Pros: Early departure

Cons: Absolutely nothing

Tue, Mar 12
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 23m
Mon, Mar 18
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 09m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
ATL
MIA
Excellent 9.5

Cons: Flight was 20 minutes delayed

SYR
JFK
Good 7.3

Pros: Boarding was very smooth and the crew were helpful, efficient, and polite. There was a good assortment of entertainment.

Cons: I ordered the beef tenderloin, medium. It came out extremely rare and I had already eaten some by the time I realized; the entire plate was filled with blood. I ended up sick to my stomach for the remainder of the flight. Average height to tall individuals do not fit well laying down in the seats.

PHX
LAX
Good 6.4

Pros: Crew was good.

Cons: N/A. No food was served due to turbulence which is uncontrollable.

PHL
BOS
Excellent 9.0

Pros: small and uncomfortable

Cons: respectful size seat

ATL
MSP
Excellent 10.0

Pros: My flight was missed due to immigration taking almost 3 hours to get through the line. Delta went out of their way to make sure that I was able to get to my destination on a later flight as comfortable as possible.

Cons: Maybe not traveling through Atlanta if there is immigration clearance involved. I was really slow.

Wed, Mar 13
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 21m
Thu, Mar 14
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 05m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
SAT
ATL
Excellent 10.0

Pros: The boarding was very quick

ATL
MIA
Excellent 9.5

Cons: Flight was 20 minutes delayed

RIC
ATL
Excellent 9.0

Pros: I loved Craig on our flight he made it a hilarious and fun experience! And he needs a raise!

Cons: The seat was a bit uncomfortable, and boarding was slow. To be expected I assume for anything not first class.

SEA
GEG
Excellent 10.0

Pros: Early departure

Cons: Absolutely nothing

ATL
DEN
Excellent 8.3

Cons: Better screens for in-flight movies. More legroom or upgrade options.

Thu, Mar 14
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 23m
Mon, Mar 18
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 09m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
SAV
ATL
Good 6.0

Pros: boarding was on time

PDX
SLC
Good 6.6

Cons: Being on time

LGA
CLT
Excellent 10.0

Pros: Crew was great

Cons: I actually can not complain

DTW
CUN
Excellent 8.3

Pros: The flight was very good in both directions. I was quite comfortable. On my return flight I left my e-reader on the plane. I didn't realize it until 2 days later. I called Delta and spoke with Tiffany. She was so helpful. She located my e-reader and I was able to go to the airport and pick it up.

Cons: Carry brewed decaf coffee.

EWR
ATL
Excellent 10.0

Pros: Amazing crew & comfortable seats.

Sat, Mar 16
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 18m
Mon, Mar 18
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 09m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
DCA
LGA
Mediocre 2.0

Pros: It was quick

Cons: Horribly shaky. Thought I was going to throw up. The male flight attendant came off as rude. Just happy I got off the plane alive because it was rough

LAX
MEX
Mediocre 2.0

Pros: Nothing

Cons: Everything. Awful plane, seats and service

SAT
ATL
Excellent 9.6

Pros: The crew was amazing my daughter is still talking about how nice they were to her.

Cons: Nothing at all!

MSY
ATL
Excellent 8.0

Cons: Leg room was lacking.

SYR
JFK
Good 7.3

Pros: Boarding was very smooth and the crew were helpful, efficient, and polite. There was a good assortment of entertainment.

Cons: I ordered the beef tenderloin, medium. It came out extremely rare and I had already eaten some by the time I realized; the entire plate was filled with blood. I ended up sick to my stomach for the remainder of the flight. Average height to tall individuals do not fit well laying down in the seats.

Mon, Mar 18
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 18m
Wed, Mar 20
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 09m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
MSP
IAH
Okay 5.3

Cons: Old plane, long delay, sketchy WiFi.

DUB
JFK
Good 7.6

Pros: Crew were very good but the seats were not comfortable for an eight hour flight

Cons: A little bit of leg space

ATL
DEN
Excellent 8.3

Cons: Better screens for in-flight movies. More legroom or upgrade options.

MSP
OMA
Okay 4.8

Cons: Changed Gates and airplanes after about a 4-hour delay Toward end of flight, the main cabin FA announced she wouldn’t be accepting half-empty water bottles as trash because Flint MI doesn’t have clean water. After an inconvenience-filled day, I thought this was pretty poor service and out of line

SAV
ATL
Excellent 10.0

Pros: The crew really took care of us. You could tell they care.

Cons: I wish the headphone jacks allowed standard headphones. I brought a nice set and didn't have an adapter. I used the ones they included which were ok, but not great.

Wed, Feb 20
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
15h 10m
Fri, Feb 22
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
11h 57m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 19
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 23m
Mon, Mar 25
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 14m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
ATL
CRW
Excellent 9.5

Pros: Seat was comfortable

Cons: Could have been a little cooler- was stuffy

SJU
JFK
Okay 5.3

Cons: No room to move very cramped

MSY
ATL
Excellent 8.0

Cons: Leg room was lacking.

ATL
ICT
Excellent 10.0

Pros: Flight staff friendly and everything went smoothly.

Cons: Always wishing for roomier seats.

MSP
AMS
Excellent 9.6

Pros: Crew was helpful and food was good.

Thu, Feb 21
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
17h 35m
Fri, Feb 22
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
11h 57m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 23
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 22m
Mon, Mar 25
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 09m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
SAV
ATL
Good 6.0

Pros: boarding was on time

BWI
MSP
Excellent 8.8

Pros: Efficient, cheerful crew

Cons: Stop making seats smaller! The added revenue from 10 squeezed seats is not worth the discomfort it causes.

ATL
FAY
Excellent 10.0

Pros: Boarding time, and timely departure

MSP
IAH
Okay 5.3

Cons: Old plane, long delay, sketchy WiFi.

VPS
ATL
Excellent 8.0

Pros: Seating lacked the ability to recline in any way. There were no snacks or drinks whatsoever

Cons: The seats could recline. On a top tier airline I expect comfortable seating that declines for the price

Mon, Apr 1
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 21m
Thu, Apr 4
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 06m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
IAD
CUN
Excellent 10.0

Pros: Flight was smooth, arrived early..crew was prompt and courteous.

SLC
MCI
Mediocre 2.0

Cons: Never made it because of my originating flight

SLC
BOI
Okay 4.0

Pros: The Crew on this flight was great and the flight was quick.

Cons: The flight was delayed 3+ hours and Delta kept pushing the delay out further without giving any updates as to why it was so delayed, and when I inquired at the Delta desk at the gate the woman was very rude to me as she snipped that it was a mechanical issue.

ATL
DFW
Excellent 8.0

Pros: The movies

Cons: NA

PHX
LAX
Good 6.4

Pros: Crew was good.

Cons: N/A. No food was served due to turbulence which is uncontrollable.

Tue, Apr 2
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 15m
Sat, Apr 6
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 04m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
IAD
CUN
Excellent 10.0

Pros: Flight was smooth, arrived early..crew was prompt and courteous.

EWR
ATL
Excellent 10.0

Pros: Amazing crew & comfortable seats.

ATL
GNV
Excellent 9.6

Pros: Great entertainment system.

ATL
MIA
Excellent 9.5

Cons: Flight was 20 minutes delayed

FCO
ATL
Excellent 8.3

Cons: Better screens for in-flight movies. More legroom or upgrade options.

Sat, Apr 6
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 17m
Mon, Apr 8
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 12m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
ATL
CDG
Okay 5.3

Cons: Don't call it "food." the meals were terrible. Also stop creating so much single use plastic.

LIH
LAX
Mediocre 3.3

Pros: We had exit row seat, most uncomfortable ever, video devices both broken. Will never sit in exit row again would have been better off in basic economy

Cons: Fix broken seats and tv screens

PHX
LAX
Good 6.4

Pros: Crew was good.

Cons: N/A. No food was served due to turbulence which is uncontrollable.

RIC
ATL
Excellent 9.0

Pros: I loved Craig on our flight he made it a hilarious and fun experience! And he needs a raise!

Cons: The seat was a bit uncomfortable, and boarding was slow. To be expected I assume for anything not first class.

MSY
DTW
Excellent 9.3

Pros: New plane. Great movie selection. More stylish seats + bathroom. Overall very good and I think Delta has really made an effort to improve it's service. It's noticeable.

Cons: Plane felt very dry compared to others. The electrical plug outlet jams right at around your knee level. Bread was cold and rock hard (seriously, can we not come up with a good solution for this?).

Thu, Apr 11
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 16m
Mon, Apr 15
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 09m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
SEA
GEG
Excellent 10.0

Pros: Early departure

Cons: Absolutely nothing

MSP
AMS
Okay 5.0

Pros: Crew are not friendly and I didn't have proper food. I have not asked to choose meal. I thought I can tell in flight that I want veg meal.

Cons: Since rools are changing in international travel. You should inform the new tools to the customer.

MAD
ATL
Good 7.3

Pros: They ran out of my preferred menu choice for the first meal. Martha went out of her way to bring my first choice for the second meal, which was very thoughtful. Nancy brought my friend an extra meal.

Cons: I thought there would be more new releases to watch, but overall the selection was good.

SLC
BOI
Okay 4.0

Pros: The Crew on this flight was great and the flight was quick.

Cons: The flight was delayed 3+ hours and Delta kept pushing the delay out further without giving any updates as to why it was so delayed, and when I inquired at the Delta desk at the gate the woman was very rude to me as she snipped that it was a mechanical issue.

ATL
GNV
Excellent 9.6

Pros: Great entertainment system.

Wed, Apr 17
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 15m
Thu, Apr 18
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 12m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
ATL
FAY
Excellent 10.0

Pros: Boarding time, and timely departure

JFK
BTV
Good 6.0

Cons: More room.

MSP
AMS
Excellent 8.3

Pros: Crew was awesome. Always available if needed

Cons: Food was just ok. Could have a little more movie selection

DTW
NRT
Excellent 9.3

Pros: Crew was very friendly for the most part. There seems to be a chance in the way they interact with customers. It's noticeable. The food still is not bad, not great. Drink selection was pretty extensive and impressive. Free wifi for messaging apps is great.

Cons: Electrical plug is right at your knee level. Bread is rock hard an inedible. Plane felt very dry compared to other Delta planes. Would be good to know when the Wifi will be off (as it is off as we "approach the North Pole"). I wish we didn't have to repack bags that are over 52lb.

DCA
LGA
Mediocre 2.0

Pros: It was quick

Cons: Horribly shaky. Thought I was going to throw up. The male flight attendant came off as rude. Just happy I got off the plane alive because it was rough

Tue, Feb 19
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
10h 05m
Sat, Feb 23
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
10h 52m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Apr 18
DTW
Detroit Metropolitan Wayne County
MDW
Chicago Midway
1h 20m
Sat, Apr 20
MDW
Chicago Midway
DTW
Detroit Metropolitan Wayne County
1h 10m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 12 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
IAD
CUN
Excellent 10.0

Pros: Flight was smooth, arrived early..crew was prompt and courteous.

JFK
RDU
Okay 5.6

Pros: Boarding process was smooth.

Cons: In flight service was disappointing.

JFK
ATL
Okay 5.3

Pros: All okay except baggage check in and baggage claim.

Cons: Delta Baggage handler accused my g/f of lying about active military status. Refused to accept her military ID. She is a first responder in a unit that responds to search and rescue and terrorist attacks and was returning from three days of maneuvers. Baggage lost. Still not here forty hours later.

FLL
DTW
Mediocre 2.0

Cons: I had a small window for my transfer and Delta gate agents, knowing I was on the way to the gate, closed the gate early now I'm stuck in Detroit for the night at low end economy hotel.

SAT
ATL
Excellent 9.6

Pros: The crew was amazing my daughter is still talking about how nice they were to her.

Cons: Nothing at all!

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.