$258+ 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
AZO — MDW
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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Find cheap flights from Kalamazoo to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Kalamazoo to Midway
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Best
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One-way
Cheapest flights from Kalamazoo to MidwayExplore 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 21, 2026.
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 21, 2026.
This Delta deal was found by Cheapflights users on 8/19. 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 10/212:56 pm -
1 stop4h 04m
Sat 10/249:29 am -
1 stop3h 46m
Deal found 8/19![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 8/18. 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 9/43:04 pm -
1 stop4h 29m
Sun 9/65:45 pm -
1 stop3h 48m
Deal found 8/18![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/17. 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 10/15:30 am -
1 stop4h 37m
Thu 10/89:29 am -
1 stop3h 46m
Deal found 8/17![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 8/18. 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 9/33:04 pm -
1 stop4h 29m
Thu 9/109:29 am -
1 stop3h 46m
Deal found 8/18![Delta logo]()
$383
This Delta deal was found by Cheapflights users on 8/19. 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 11/242:55 pm -
1 stop4h 09m
Wed 11/259:30 am -
1 stop3h 45m
Deal found 8/19![Delta logo]()
$486
This Delta deal was found by Cheapflights users on 8/20. 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 8/203:04 pm -
1 stop4h 29m
Sun 8/236:42 pm -
1 stop4h 10m
Deal found 8/20![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 8/18. 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 11/195:29 am -
1 stop5h 13m
Thu 11/196:44 pm -
1 stop4h 15m
Deal found 8/18![Delta logo]()
$557
This Delta deal was found by Cheapflights users on 8/19. 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 9/202:55 pm -
1 stop4h 38m
Tue 9/297:01 pm -
1 stop3h 50m
Deal found 8/19![Delta logo]()
$578
This Delta deal was found by Cheapflights users on 8/16. 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.
Mon 8/315:27 am -
1 stop4h 50m
Fri 9/49:24 am -
1 stop4h 00m
Deal found 8/16![Delta logo]()
$636
This Delta deal was found by Cheapflights users on 8/17. 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.
Mon 8/243:04 pm -
1 stop4h 29m
Wed 8/266:42 pm -
1 stop4h 10m
Deal found 8/17![Delta logo]()
$796
Best flights from Kalamazoo to MidwayDiscover carefully curated flight deals from Kalamazoo to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Kalamazoo to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This Delta deal was found by Cheapflights users on 8/16. 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 11/182:55 pm -
1 stop4h 09m
Sat 11/219:30 am -
1 stop3h 45m
Deal found 8/16![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 8/16. 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 11/135:29 am -
1 stop5h 13m
Sun 11/156:44 pm -
1 stop4h 15m
Deal found 8/16![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 8/19. 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 9/264:06 pm -
1 stop3h 16m
Mon 9/289:29 am -
1 stop3h 46m
Deal found 8/19![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 8/16. 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 10/212:56 pm -
1 stop4h 04m
Sat 10/249:29 am -
1 stop3h 46m
Deal found 8/16![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 8/18. 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 9/43:04 pm -
1 stop4h 29m
Sun 9/65:45 pm -
1 stop3h 48m
Deal found 8/18![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/20. 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 9/45:27 am -
1 stop4h 50m
Tue 9/85:37 pm -
1 stop5h 14m
Deal found 8/20![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/21. 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 9/511:41 am -
1 stop6h 18m
Wed 9/95:37 pm -
1 stop5h 14m
Deal found 8/21![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/17. 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 9/15:27 am -
1 stop4h 50m
Sat 9/55:45 pm -
1 stop3h 48m
Deal found 8/17![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/17. 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 10/15:30 am -
1 stop4h 37m
Thu 10/89:29 am -
1 stop3h 46m
Deal found 8/17![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 8/18. 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 11/195:29 am -
1 stop5h 13m
Thu 11/196:44 pm -
1 stop4h 15m
Deal found 8/18![Delta logo]()
$557
This Delta deal was found by Cheapflights users on 8/19. 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 9/202:55 pm -
1 stop4h 38m
Tue 9/297:01 pm -
1 stop3h 50m
Deal found 8/19![Delta logo]()
$578
This Delta deal was found by Cheapflights users on 8/16. 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.
Mon 8/315:27 am -
1 stop4h 50m
Fri 9/49:24 am -
1 stop4h 00m
Deal found 8/16![Delta logo]()
$636
Last-minute flights from Kalamazoo to MidwayDiscover last-minute flight deals from Kalamazoo to Midway. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Kalamazoo to Midway. Data last updated August 21, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/20. 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 8/203:04 pm -
1 stop4h 29m
Sun 8/236:42 pm -
1 stop4h 10m
Deal found 8/20![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 8/17. 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.
Mon 8/243:04 pm -
1 stop4h 29m
Wed 8/266:42 pm -
1 stop4h 10m
Deal found 8/17![Delta logo]()
$796
This Delta deal was found by Cheapflights users on 8/16. 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.
Mon 8/315:27 am -
1 stop4h 50m
Fri 9/49:24 am -
1 stop4h 00m
Deal found 8/16![Delta logo]()
$636
This Delta deal was found by Cheapflights users on 8/18. 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 9/33:04 pm -
1 stop4h 29m
Thu 9/109:29 am -
1 stop3h 46m
Deal found 8/18![Delta logo]()
$383
This Delta deal was found by Cheapflights users on 8/18. 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 9/43:04 pm -
1 stop4h 29m
Sun 9/65:45 pm -
1 stop3h 48m
Deal found 8/18![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/19. 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 9/202:55 pm -
1 stop4h 38m
Tue 9/297:01 pm -
1 stop3h 50m
Deal found 8/19![Delta logo]()
$578
This Delta deal was found by Cheapflights users on 8/19. 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 9/264:06 pm -
1 stop3h 16m
Mon 9/289:29 am -
1 stop3h 46m
Deal found 8/19![Delta logo]()
$258
One-way flights from Kalamazoo to MidwaySearch for one-way flight options from Kalamazoo to Midway. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Kalamazoo to Midway. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Delta deal was found by Cheapflights users on 8/19. 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 8/283:04 pm -
1 stop4h 29m
Deal found 8/19![Delta logo]()
$398
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 August 21, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $258 (Delta) |
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 7,457,451 searches. Data last updated August 21, 2026.
Use the filters below to find and compare flights from Kalamazoo to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Wed 11/18
2:55 pm-6:04 pm
1 stop4h 09m
Chicago Midway
Sat 11/21
9:30 am-2:15 pm
1 stop3h 45m
$258
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Fri 11/13
5:29 am-9:42 am
1 stop5h 13m
Chicago Midway
Sun 11/15
6:44 pm-11:59 pm
1 stop4h 15m
$258
Quickest round-trip
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Sat 9/26
4:06 pm-6:22 pm
1 stop3h 16m
Chicago Midway
Mon 9/28
9:29 am-2:15 pm
1 stop3h 46m
$258
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Wed 10/21
2:56 pm-6:00 pm
1 stop4h 04m
Chicago Midway
Sat 10/24
9:29 am-2:15 pm
1 stop3h 46m
$258
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Fri 9/4
3:04 pm-6:33 pm
1 stop4h 29m
Chicago Midway
Sun 9/6
5:45 pm-10:33 pm
1 stop3h 48m
$288
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Fri 9/4
5:27 am-9:17 am
1 stop4h 50m
Chicago Midway
Tue 9/8
5:37 pm-11:51 pm
1 stop5h 14m
$288
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Sat 9/5
11:41 am-4:59 pm
1 stop6h 18m
Chicago Midway
Wed 9/9
5:37 pm-11:51 pm
1 stop5h 14m
$288
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Tue 9/1
5:27 am-9:17 am
1 stop4h 50m
Chicago Midway
Sat 9/5
5:45 pm-10:33 pm
1 stop3h 48m
$288
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Thu 10/1
5:30 am-9:07 am
1 stop4h 37m
Chicago Midway
Thu 10/8
9:29 am-2:15 pm
1 stop3h 46m
$303
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Thu 11/19
5:29 am-9:42 am
1 stop5h 13m
Chicago Midway
Thu 11/19
6:44 pm-11:59 pm
1 stop4h 15m
$557
Showing 1-10 of 13 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Kalamazoo-Chicago Midway Airport flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Kalamazoo-Chicago Midway Airport flight deals on Cheapflights vs. Expedia <90% 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 Expedia the most. Expedia 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.
AZO-MDW
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.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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