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$194+ Cheap flights from Kalamazoo (AZO) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
AZO — MDW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Kalamazoo to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Kalamazoo (AZO) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2025.

Round-trip from

$305
(Delta)

One-way from

$194
(Delta)
From Kalamazoo Intl to Chicago Midway
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One-way flight from Kalamazoo Intl to Chicago Midway
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Find flight deals from Kalamazoo to Midway

Cheapest flights from Kalamazoo to Midway
Explore the most affordable flight options available from Kalamazoo to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:56 pmAZO - MDW
1 stop15h 44mDelta
Wed 11/51:08 pmMDW - AZO
1 stop19h 57mDelta
Deal found 9/17$305
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/75:56 pmAZO - MDW
1 stop15h 44mDelta
Sat 11/81:06 pmMDW - AZO
1 stop21h 00mDelta
Deal found 9/17$325
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:00 pmAZO - MDW
1 stop21h 40mDelta
Thu 11/61:08 pmMDW - AZO
1 stop20h 54mDelta
Deal found 9/17$335
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:56 pmAZO - MDW
1 stop15h 44mDelta
Wed 11/59:35 amMDW - AZO
1 stop13h 07mDelta
Deal found 9/17$342
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/75:56 pmAZO - MDW
1 stop15h 44mDelta
Thu 11/61:08 pmMDW - AZO
1 stop20h 54mDelta
Deal found 9/17$355
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:45 amAZO - MDW
1 stop6h 41mDelta
Sat 10/116:23 pmMDW - AZO
1 stop15h 39mDelta
Deal found 9/17$365
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:45 amAZO - MDW
1 stop2h 55mDelta
Sun 10/196:23 pmMDW - AZO
1 stop4h 19mDelta
Deal found 9/17$367
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:56 pmAZO - MDW
1 stop15h 44mDelta
Sat 10/1111:10 amMDW - AZO
1 stop8h 38mDelta
Deal found 9/17$372
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:00 pmAZO - MDW
1 stop21h 40mDelta
Sat 10/113:00 pmMDW - AZO
2 stops19h 02mDelta
Deal found 9/17$374
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/75:56 pmAZO - MDW
1 stop15h 44mDelta
Sun 11/99:32 amMDW - AZO
1 stop7h 02mDelta
Deal found 9/17$375
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:00 pmAZO - MDW
1 stop21h 40mDelta
Sun 10/129:35 amMDW - AZO
1 stop21h 23mDelta
Deal found 9/17$385
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:56 pmAZO - MDW
1 stop15h 44mDelta
Sun 11/91:14 pmMDW - AZO
1 stop9h 44mDelta
Deal found 9/17$392

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kalamazoo to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Kalamazoo to Chicago Midway Airport that are best for you.

Fly from

Kalamazoo

Fly to

Midway

Route

Depart

Return

Price

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 10/11

10:45 am-6:25 pm

1 stop8h 40m

Chicago Midway

Wed 11/5

9:35 am-11:42 pm

1 stop13h 07m

$305

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Fri 10/10

5:56 pm-8:40 am

1 stop15h 44m

Chicago Midway

Wed 11/5

1:08 pm-10:05 am

1 stop19h 57m

$305

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Mon 10/13

8:38 am-6:25 pm

1 stop10h 47m

Chicago Midway

Wed 11/5

1:08 pm-10:05 am

1 stop19h 57m

$305

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Mon 10/13

8:38 am-6:25 pm

1 stop10h 47m

Chicago Midway

Sat 11/8

6:23 pm-11:06 am

1 stop15h 43m

$305

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 10/11

10:45 am-6:25 pm

1 stop8h 40m

Chicago Midway

Mon 11/10

1:14 pm-11:58 pm

1 stop9h 44m

$305

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Mon 10/13

8:38 am-6:25 pm

1 stop10h 47m

Chicago Midway

Mon 11/10

6:48 pm-5:34 pm

1 stop21h 46m

$305

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Tue 10/7

5:56 pm-8:40 am

1 stop15h 44m

Chicago Midway

Sat 11/8

1:06 pm-11:06 am

1 stop21h 00m

$325

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Tue 10/7

5:56 pm-8:40 am

1 stop15h 44m

Chicago Midway

Wed 11/5

1:08 pm-11:42 pm

1 stop9h 34m

$325

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Tue 10/7

5:56 pm-8:40 am

1 stop15h 44m

Chicago Midway

Tue 11/11

9:32 am-5:34 pm

1 stop7h 02m

$325

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Fri 10/10

12:00 pm-8:40 am

1 stop21h 40m

Chicago Midway

Thu 11/6

1:08 pm-11:02 am

1 stop20h 54m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 16 results
1
2

Best time to book a flight from Kalamazoo to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Kalamazoo with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Kalamazoo to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Kalamazoo to Chicago Midway?

    Kalamazoo Intl (AZO), located 4.3 mi from the city center, is the airport you fly out of when you book flights from Kalamazoo to Chicago Midway. 0 airlines have flights from Kalamazoo Intl to Chicago Midway on a regular basis. Booking flights from Kalamazoo Intl to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

  • How long is the flight from Kalamazoo to Chicago Midway Airport?

    A quick flight from Kalamazoo to Chicago Midway Airport can take about 8h 40m. Delta provides one of the quickest options available for as low as $305. The distance between Kalamazoo and Chicago Midway Airport is about 117 mi.

  • Can I find deals for flights from Kalamazoo to Midway that include hotel bookings?

    Yes. In addition to deals on Kalamazoo to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kalamazoo to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kalamazoo to Midway.

  • Can I find deals for business class flights from Kalamazoo to Midway?

    Yes. Cheapflights offers flight deals from Kalamazoo to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kalamazoo to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Kalamazoo to Chicago Midway Airport (average of $160). Flying from Kalamazoo to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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