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$350+ Cheap flights from Kalamazoo (AZO) to Midway (MDW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
AZO — MDW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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 12/312:10 pmAZO - MDW
1 stop4h 16mDelta
Thu 1/19:29 amMDW - AZO
1 stop2h 57mDelta
Deal found 12/16$350
This Delta deal was found by Cheapflights users on 12/16. 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 12/256:30 amAZO - MDW
1 stop3h 19mDelta
Tue 12/306:08 pmMDW - AZO
1 stop3h 37mDelta
Deal found 12/16$379
This Delta deal was found by Cheapflights users on 12/16. 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 12/256:30 amAZO - MDW
1 stop3h 19mDelta
Mon 12/296:08 pmMDW - AZO
1 stop3h 37mDelta
Deal found 12/16$410
This Delta deal was found by Cheapflights users on 12/16. 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 12/266:30 amAZO - MDW
1 stop3h 19mDelta
Wed 12/319:29 amMDW - AZO
1 stop2h 57mDelta
Deal found 12/16$439
This Delta deal was found by Cheapflights users on 12/16. 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 12/316:30 amAZO - MDW
1 stop3h 19mDelta
Wed 12/316:08 pmMDW - AZO
1 stop18h 18mDelta
Deal found 12/16$451
This Delta deal was found by Cheapflights users on 12/16. 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 12/262:10 pmAZO - MDW
1 stop4h 16mDelta
Mon 12/296:08 pmMDW - AZO
1 stop3h 37mDelta
Deal found 12/16$470
This Delta deal was found by Cheapflights users on 12/16. 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 12/256:30 amAZO - MDW
1 stop3h 19mDelta
Wed 12/315:59 pmMDW - AZO
2 stops18h 27mDelta
Deal found 12/16$537
This Delta deal was found by Cheapflights users on 12/16. 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 12/302:10 pmAZO - MDW
1 stop19h 39mDelta
Wed 12/316:08 pmMDW - AZO
1 stop18h 18mDelta
Deal found 12/16$577
This Delta deal was found by Cheapflights users on 12/16. 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 12/256:30 amAZO - MDW
2 stops11h 49mDelta
Sat 12/276:08 pmMDW - AZO
1 stop3h 37mDelta
Deal found 12/16$580

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$350
(Delta)
Provider with most accurate pricing for Kalamazoo Intl-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Kalamazoo Intl-Chicago Midway flights.
Search Deals
From Kalamazoo Intl to Chicago Midway
Search Deals

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 December 18, 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

Wed 12/31

2:10 pm-5:26 pm

1 stop4h 16m

Chicago Midway

Thu 1/1

9:29 am-1:26 pm

1 stop2h 57m

$350

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Fri 4/3

5:35 am-8:46 am

1 stop4h 11m

Chicago Midway

Tue 4/14

5:59 pm-11:43 pm

1 stop4h 44m

$386

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Wed 12/31

2:10 pm-5:26 pm

1 stop4h 16m

Chicago Midway

Sun 1/4

9:29 am-1:26 pm

1 stop2h 57m

$410

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Thu 1/1

2:10 pm-5:26 pm

1 stop4h 16m

Chicago Midway

Mon 1/5

6:14 pm-10:20 pm

1 stop3h 06m

$410

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Wed 12/31

6:30 am-8:49 am

1 stop3h 19m

Chicago Midway

Wed 12/31

6:08 pm-1:26 pm

1 stop18h 18m

$451

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Tue 12/30

6:30 am-8:49 am

1 stop3h 19m

Chicago Midway

Thu 1/1

6:08 pm-10:45 pm

1 stop3h 37m

$470

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Mon 12/29

6:30 am-8:49 am

1 stop3h 19m

Chicago Midway

Wed 12/31

6:08 pm-1:26 pm

1 stop18h 18m

$586

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sun 12/28

6:30 am-8:49 am

1 stop3h 19m

Chicago Midway

Thu 1/1

6:08 pm-10:45 pm

1 stop3h 37m

$675

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Tue 12/30

6:30 am-8:49 am

1 stop3h 19m

Chicago Midway

Tue 12/30

6:08 pm-10:45 pm

1 stop3h 37m

$708

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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 December.
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 4h 16m. Delta provides one of the quickest options available for as low as $350. 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
Merrillville
Hammond
Porter
Benton Harbor

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