DTW - MDW

$101 Find Cheap Flights from Detroit to Chicago Midway Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$225
Typical prices: $227-$423
Southwest
Tue 12/4Fri 12/7
DTW - MDW • Non-stop
Cheapest one-way
$101
Typical prices: $109-$272
Southwest
Sat 1/13
DTW - MDW • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest and Delta. Average duration is 1h 22m
Direct flights
+1
Direct flights
+1
When to book
12 weeks
in advance
Our data shows that travelers who book at least 12 weeks in advance save around 76% compared to booking last minute.
Insights
Insights
When to travel
November
Cheapest • 10% price drop
July
Most popular
Good to know
+1
Good to know
+1
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We hope you love your trip to Chicago Midway Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Detroit to Midway (DTW-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Detroit to Midway

Tue, Dec 8 - Tue, Dec 15
Southwest Logo
2:15 pm - 2:35 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 20mnonstop
Southwest Logo
1:20 pm - 3:30 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 10mnonstop
$225Southwest
Wed, Mar 3 - Wed, Mar 3
Southwest Logo
2:10 pm - 2:20 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
5:50 pm - 8:00 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 10mnonstop
$225Southwest
Tue, Nov 24 - Wed, Nov 25
Delta Logo
12:30 pm - 12:51 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 21mnonstop
Delta Logo
9:30 am - 11:45 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 15mnonstop
$225Delta
Thu, Nov 19 - Mon, Nov 23
Delta Logo
9:10 am - 9:46 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 36mnonstop
Delta Logo
9:30 am - 11:45 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 15mnonstop
$225Delta
Wed, Jan 20 - Wed, Feb 24
Frontier Logo
11:30 am - 11:46 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
13h 16m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:18 pm - 8:23 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
6h 05m1 stop Atlanta Hartsfield-Jackson
$225Frontier
Mon, Nov 16 - Mon, Nov 23
Delta Logo
12:30 pm - 12:51 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 21mnonstop
Delta Logo
9:30 am - 11:45 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 15mnonstop
$225Delta
Fri, Jan 15 - Fri, Jan 15
Southwest Logo
8:40 am - 9:05 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
2:55 pm - 5:05 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 10mnonstop
$225Southwest
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
7:35 pm - 7:55 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 20mnonstop
Southwest Logo
3:05 pm - 5:15 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 10mnonstop
$225Southwest
Tue, Dec 8 - Tue, Dec 15
Frontier Logo
6:08 pm - 11:33 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
18h 25m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
12:28 pm - 11:11 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
21h 43m1 stop Atlanta Hartsfield-Jackson
$227Frontier
Wed, Nov 11 - Mon, Nov 16
Frontier Logo
7:00 am - 11:47 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
17h 47m2 stops Denver Intl Atlanta Hartsfield-Jackson
Frontier Logo
6:42 pm - 7:40 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
23h 58m2 stops Atlanta Hartsfield-Jackson Houston George Bush Intcntl
$229Frontier
Booking Insights

Price, demand and travel trends for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

Round-trip flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport typically range from $227 to $423. The lowest price found in the past 5 days was $225, on Southwest.

What's the cheapest day of the week to fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport. It’s 24% cheaper than the average day, while Sunday is the most expensive, with prices 9% higher.

What’s the cheapest month to fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

•November is the cheapest month to fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport at $266 round-trip.
•December ($368) and September ($338) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 38% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport the cheapest?

Flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport are cheapest 12 weeks before departure. Booking in this window typically costs about 76% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Expert advice

Expert advice for your flight from Detroit to Midway

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Delta and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on DTW

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Key details for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights

Low season

December

Cheapest flight

$101
Beat the crowds with an average 27% drop in travelers.
The most popular month to fly with an average 25% increase in travelers.
One-way flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

When to book flights from Detroit to Midway

Are your dates flexible? Find out the best times to travel from Detroit to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

    These are the earliest and latest flight times available from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport:

    • Earliest: departs at 8:10 am and lands at 9:32 am
    • Latest: departs at 9:10 pm and lands at 10:32 pm.

    The flight takes about 1h 22m.

  • What cabin classes can I book on flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

    Two cabin classes are available on flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport:

    • Economy Class
    • First Class

  • How long is a flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

    A nonstop flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport takes 1h 22m, covering 227 miles.

  • Do I need a passport to fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flight?

    Round-trip flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport range from $227 to $423, with an average of $294 over the past 12 months. Anything below $227 counts as a good deal.

  • How expensive are last-minute Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 64% above the $294 route average. Book 12 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $194 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $293 for nonstop.

  • What is the standard checked-bag allowance on flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

    The Canadair (Bombardier) Regional Jet 700 family is used most often on this route, operated mainly by Delta. Other aircraft seen on the route include Boeing 717-200 variants.

  • How are flight departures from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport spread across the day?

    Morning is the busiest departure period on Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights, with 34% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 33%, and night flights for 0%.

  • Have flight prices from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $225 to $894. That means the highest observed fare was about 4x higher than the lowest one.

  • Which airlines offer Wi-Fi on Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights?

    Delta is the only airline on the Detroit Metropolitan Wayne County Airport to Chicago Midway Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport looking right now?

    One-way fares from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $111, which is 47% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

    Flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport usually depart from Detroit Metropolitan Wayne County (DTW) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport pass through?

    Most connecting flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport pass through Atlanta Hartsfield-Jackson (ATL), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 31% on flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport. Monday is the cheapest departure day at $224 round-trip on average, while Sunday is the most expensive at $321, a difference of $97.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

    2 airlines operate flights between Detroit Metropolitan Wayne County Airport and Chicago Midway Airport. The airlines offering nonstop flights on this route include:

    • Southwest
    • Delta

  • What is the time difference between Detroit Metropolitan Wayne County Airport and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour behind Detroit Metropolitan Wayne County Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights?

    Among airlines operating Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights:

    • Delta: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Delta: a cabin bag and a checked bag in Economy Class
    • Southwest: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Sunday. On this route, Monday flights average $224, about $97 less than Sunday fares (30% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 12 weeks before you fly. On this route, that window historically saves about 76% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Detroit Metropolitan Wayne County Airport to Chicago Midway Airport trip for November. Fares historically average $266 round-trip in that month - typically $102 less than the most expensive month, which is December (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Atlanta Hartsfield-Jackson Airport (ATL) can be cheaper than flying direct. The cheapest layover option averages $194 round-trip on this route - about $99 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel

Prefer to fly direct from Detroit to Chicago Midway Airport?

 
Find which airlines fly direct from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Detroit Metropolitan Wayne County to Chicago Midway

Monday

Delta,Southwest

Delta,Southwest

Tuesday

Delta,Southwest

Delta,Southwest

Wednesday

Delta,Southwest

Delta,Southwest

Thursday

Delta,Southwest

Delta,Southwest

Friday

Delta,Southwest

Delta,Southwest

Saturday

Delta,Southwest

Delta,Southwest

Sunday

Delta,Southwest

Delta,Southwest

See more direct flights

Direct returns

Chicago Midway to Detroit Metropolitan Wayne County

Monday

Delta,Southwest

Delta,Southwest

Tuesday

Delta,Southwest

Delta,Southwest

Wednesday

Delta,Southwest

Delta,Southwest

Thursday

Delta,Southwest

Delta,Southwest

Friday

Delta,Southwest

Delta,Southwest

Saturday

Delta,Southwest

Delta,Southwest

Sunday

Delta,Southwest

Delta,Southwest

See more direct flights

More options for your flight from Detroit to Midway

Complete your trip to Midway with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago