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$148+ 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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
AZO — MDW
Aug 16 — Aug 231
Sat 8/16
Sat 8/23
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 August 11, 2025.

Round-trip from

$342
(Delta)

One-way from

$148
(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 August 11, 2025.

This Delta deal was found by Cheapflights users on 8/11. 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 9/202:00 pmAZO - MDW
1 stop5h 35mDelta
Sat 9/279:35 amMDW - AZO
1 stop2h 41mDelta
Deal found 8/11$342
This Delta deal was found by Cheapflights users on 8/11. 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 8/265:30 amAZO - MDW
1 stop4h 05mDelta
Sat 8/306:17 pmMDW - AZO
1 stop3h 50mDelta
Deal found 8/11$420
This Delta deal was found by Cheapflights users on 8/8. 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.
Wed 8/205:30 amAZO - MDW
1 stop4h 05mDelta
Wed 8/276:17 pmMDW - AZO
1 stop3h 50mDelta
Deal found 8/8$438
This Delta deal was found by Cheapflights users on 8/9. 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 10/95:30 amAZO - MDW
1 stop4h 10mDelta
Sun 10/126:23 pmMDW - AZO
1 stop4h 19mDelta
Deal found 8/9$448
This Delta deal was found by Cheapflights users on 8/9. 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 10/105:30 amAZO - MDW
1 stop4h 10mDelta
Sun 10/121:08 pmMDW - AZO
1 stop3h 08mDelta
Deal found 8/9$508
This Delta deal was found by Cheapflights users on 8/10. 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 9/45:30 amAZO - MDW
1 stop4h 05mDelta
Thu 9/111:08 pmMDW - AZO
1 stop3h 13mDelta
Deal found 8/10$560
This Delta deal was found by Cheapflights users on 8/11. 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 8/155:30 amAZO - MDW
1 stop4h 05mDelta
Sun 8/176:17 pmMDW - AZO
1 stop4h 32mDelta
Deal found 8/11$570
This Delta deal was found by Cheapflights users on 8/10. 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.
Mon 8/255:30 amAZO - MDW
1 stop4h 05mDelta
Fri 8/291:08 pmMDW - AZO
1 stop3h 11mDelta
Deal found 8/10$798
This Delta deal was found by Cheapflights users on 8/9. 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.
Sun 8/105:30 amAZO - MDW
1 stop4h 14mDelta
Mon 9/16:17 pmMDW - AZO
1 stop3h 50mDelta
Deal found 8/9$1,219

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 August 11, 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 9/20

2:00 pm-6:35 pm

1 stop5h 35m

Chicago Midway

Sat 9/27

9:35 am-1:16 pm

1 stop2h 41m

$342

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Tue 8/26

5:30 am-8:35 am

1 stop4h 05m

Chicago Midway

Sat 8/30

6:17 pm-11:07 pm

1 stop3h 50m

$420

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Thu 10/9

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

Sun 10/12

6:23 pm-11:42 pm

1 stop4h 19m

$448

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Fri 10/10

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

Sun 10/12

1:08 pm-5:16 pm

1 stop3h 08m

$508

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Thu 9/4

5:30 am-8:35 am

1 stop4h 05m

Chicago Midway

Thu 9/11

1:08 pm-5:21 pm

1 stop3h 13m

$560

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Mon 8/25

5:30 am-8:35 am

1 stop4h 05m

Chicago Midway

Fri 8/29

1:08 pm-5:19 pm

1 stop3h 11m

$798

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Thu 12/25

6:15 am-8:52 am

1 stop3h 37m

$148

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Mon 12/29

2:10 pm-8:52 am

1 stop19h 42m

$302

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 12/27

2:10 pm-8:52 am

1 stop19h 42m

$312

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sun 12/28

2:10 pm-8:52 am

1 stop19h 42m

$351

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/9

Showing 1-10 of 13 results
1
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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.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated August 11, 2025.
See what other customers who have flown with Delta from Kalamazoo to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • 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
Valparaiso
Chesterton

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