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$263+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
AZO — MDW
Dec 22 — Dec 291
Mon 12/22
Mon 12/29
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 November 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$335
(Delta)

One-way from

$263
(Delta)
Provider with most accurate pricing for Kalamazoo Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Kalamazoo Intl-Chicago Midway flights.
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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 November 22, 2025.

This Delta deal was found by Cheapflights users on 11/21. 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 12/175:25 amAZO - MDW
1 stop4h 29mDelta
Wed 12/246:08 pmMDW - AZO
1 stop3h 37mDelta
Deal found 11/21$379
This Delta deal was found by Cheapflights users on 11/21. 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 11/222:00 pmAZO - MDW
1 stop5h 08mDelta
Sat 11/296:48 pmMDW - AZO
1 stop2h 48mDelta
Deal found 11/21$408
This Delta deal was found by Cheapflights users on 11/21. 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 11/222:00 pmAZO - MDW
1 stop5h 08mDelta
Tue 11/251:47 pmMDW - AZO
2 stops9h 11mDelta
Deal found 11/21$414
This Delta deal was found by Cheapflights users on 11/21. 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 12/195:25 amAZO - MDW
1 stop4h 29mDelta
Fri 12/269:29 amMDW - AZO
1 stop2h 57mDelta
Deal found 11/21$446
This Delta deal was found by Cheapflights users on 11/21. 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 11/226:45 amAZO - MDW
1 stop3h 07mDelta
Sun 11/236:48 pmMDW - AZO
1 stop4h 10mDelta
Deal found 11/21$469
This Delta deal was found by Cheapflights users on 11/21. 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 11/226:45 amAZO - MDW
1 stop3h 07mDelta
Thu 11/279:41 amMDW - AZO
2 stops6h 42mDelta
Deal found 11/21$475
This Delta deal was found by Cheapflights users on 11/21. 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 11/226:45 amAZO - MDW
2 stops7h 22mDelta
Mon 11/246:48 pmMDW - AZO
1 stop4h 10mDelta
Deal found 11/21$476
This Delta deal was found by Cheapflights users on 11/21. 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 11/226:45 amAZO - MDW
1 stop3h 07mDelta
Fri 11/289:34 amMDW - AZO
1 stop6h 49mDelta
Deal found 11/21$543
This Delta deal was found by Cheapflights users on 11/21. 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 11/235:25 amAZO - MDW
1 stop4h 29mDelta
Fri 11/289:34 amMDW - AZO
1 stop6h 49mDelta
Deal found 11/21$544
This Delta deal was found by Cheapflights users on 11/21. 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 11/255:25 amAZO - MDW
2 stops8h 42mDelta
Fri 11/289:34 amMDW - AZO
1 stop6h 49mDelta
Deal found 11/21$548

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 November 22, 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 2/21

6:00 am-12:48 pm

1 stop7h 48m

Chicago Midway

Tue 2/24

6:17 pm-12:04 pm

1 stop16h 47m

$335

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Wed 12/17

5:25 am-8:54 am

1 stop4h 29m

Chicago Midway

Wed 12/24

6:08 pm-10:45 pm

1 stop3h 37m

$379

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 12/6

6:45 am-8:49 am

1 stop3h 04m

Chicago Midway

Wed 12/10

1:14 pm-5:24 pm

1 stop3h 10m

$408

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Fri 4/17

5:30 am-12:30 pm

1 stop8h 00m

Chicago Midway

Sat 4/18

5:59 pm-11:43 pm

1 stop4h 44m

$412

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Fri 12/19

5:25 am-8:54 am

1 stop4h 29m

Chicago Midway

Fri 12/26

9:29 am-1:26 pm

1 stop2h 57m

$446

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Thu 11/27

10:31 am-9:01 am

2 stops23h 30m

$263

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 11/29

5:25 am-8:52 am

1 stop4h 27m

$354

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Fri 11/28

5:25 am-8:54 am

1 stop4h 29m

$388

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sun 11/30

6:04 pm-8:54 am

1 stop15h 50m

$574

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Compare providers for flights from Kalamazoo to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Kalamazoo to Midway in November.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Kalamazoo-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Kalamazoo-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Kalamazoo-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Kalamazoo-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Kalamazoo-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 7h 48m. Delta provides one of the quickest options available for as low as $335. 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.

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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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