$208+ Cheap flights from Kalamazoo (AZO) to Chicago (CHI)
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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
AZO — CHI
Oct 15 — Oct 221
Round-trip
1 adult, Economy
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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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Cheapest flights from Kalamazoo to ChicagoExplore the most affordable flight options available from Kalamazoo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
Explore the most affordable flight options available from Kalamazoo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:05 pm -
Nonstop1h 30m
Mon 11/1610:35 pm -
Nonstop1h 07m
Deal found 9/11![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/304:06 pm -
Nonstop1h 24m
Sat 10/102:35 pm -
Nonstop1h 12m
Deal found 9/13![American Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 9/13. 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 12/266:30 am -
1 stop3h 20m
Mon 1/45:59 pm -
1 stop3h 27m
Deal found 9/13![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/13. 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 12/262:20 pm -
1 stop4h 05m
Thu 12/317:00 am -
1 stop5h 40m
Deal found 9/13![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/13. 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 12/316:30 am -
2 stops6h 41m
Mon 1/47:00 am -
1 stop3h 02m
Deal found 9/13![Delta logo]()
$304
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/234:06 pm -
Nonstop1h 24m
Thu 10/810:40 pm -
Nonstop1h 06m
Deal found 9/14![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 9/13. 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 9/3011:47 am -
1 stop5h 26m
Sat 10/107:00 am -
1 stop6h 15m
Deal found 9/13![Delta logo]()
$313
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/214:06 pm -
Nonstop1h 24m
Mon 9/2810:30 pm -
Nonstop1h 07m
Deal found 9/14![American Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 9/14. 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 9/232:55 pm -
1 stop4h 38m
Thu 10/89:29 am -
1 stop3h 46m
Deal found 9/14![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 9/14. 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 9/236:13 pm -
1 stop3h 17m
Thu 10/87:00 am -
1 stop6h 15m
Deal found 9/14![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 9/14. 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 9/2111:47 am -
1 stop5h 26m
Mon 9/285:10 pm -
1 stop5h 41m
Deal found 9/14![Delta logo]()
$343
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/285:43 am -
Nonstop1h 17m
Thu 12/3110:00 am -
Nonstop1h 17m
Deal found 9/13![American Airlines logo]()
$349
Best flights from Kalamazoo to ChicagoDiscover carefully curated flight deals from Kalamazoo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
Discover carefully curated flight deals from Kalamazoo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am -
Nonstop1h 14m
Wed 12/23:00 pm -
Nonstop1h 11m
Deal found 9/11![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 9/15. 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 10/142:56 pm -
1 stop4h 04m
Wed 10/211:27 pm -
1 stop2h 53m
Deal found 9/15![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:05 pm -
Nonstop1h 30m
Mon 11/1610:35 pm -
Nonstop1h 07m
Deal found 9/11![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 9/13. 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 12/286:30 am -
1 stop3h 20m
Fri 1/16:15 pm -
1 stop3h 30m
Deal found 9/13![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:39 pm -
Nonstop1h 28m
Wed 10/212:56 pm -
Nonstop1h 13m
Deal found 9/14![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 9/12. 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 10/36:45 am -
1 stop3h 22m
Sun 10/47:01 pm -
1 stop3h 50m
Deal found 9/12![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 9/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:39 pm -
Nonstop1h 28m
Sun 10/1810:40 pm -
Nonstop1h 06m
Deal found 9/12![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 9/13. 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 12/302:20 pm -
1 stop4h 20m
Mon 1/45:59 pm -
1 stop3h 27m
Deal found 9/13![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/304:06 pm -
Nonstop1h 24m
Sat 10/102:35 pm -
Nonstop1h 12m
Deal found 9/13![American Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 9/15. 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 10/165:30 am -
1 stop3h 11m
Sun 10/188:29 am -
1 stop4h 46m
Deal found 9/15![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/14. 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 10/96:01 pm -
1 stop3h 29m
Fri 11/68:29 am -
1 stop4h 46m
Deal found 9/14![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/15. 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 10/85:30 am -
1 stop3h 11m
Mon 10/128:29 am -
1 stop4h 46m
Deal found 9/15![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/12. 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 10/1411:42 am -
1 stop5h 50m
Wed 10/218:29 am -
1 stop4h 46m
Deal found 9/12![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/12. 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 10/36:45 am -
1 stop4h 52m
Sun 10/47:30 pm -
1 stop3h 21m
Deal found 9/12![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/13. 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 11/1411:40 am -
1 stop5h 38m
Mon 11/165:05 pm -
1 stop5h 54m
Deal found 9/13![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/12. 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 10/115:30 am -
1 stop3h 21m
Sun 10/187:00 am -
1 stop6h 15m
Deal found 9/12![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/13. 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 12/292:20 pm -
1 stop4h 20m
Mon 1/412:30 pm -
2 stops8h 56m
Deal found 9/13![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 9/13. 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 12/266:30 am -
1 stop3h 20m
Mon 1/412:30 pm -
2 stops8h 56m
Deal found 9/13![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 9/15. 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 9/302:55 pm -
1 stop4h 38m
Sun 10/47:01 pm -
1 stop3h 50m
Deal found 9/15![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 9/14. 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 9/295:30 am -
1 stop4h 37m
Sat 10/36:40 pm -
1 stop2h 57m
Deal found 9/14![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 9/13. 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 12/266:30 am -
1 stop3h 20m
Sat 1/29:30 am -
1 stop3h 10m
Deal found 9/13![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 9/15. 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 10/162:58 pm -
1 stop4h 02m
Sun 10/189:29 am -
1 stop3h 46m
Deal found 9/15![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 9/12. 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 10/115:30 am -
1 stop5h 02m
Sun 10/189:29 am -
1 stop3h 46m
Deal found 9/12![Delta logo]()
$403
This Delta deal was found by Cheapflights users on 9/14. 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 10/92:57 pm -
1 stop4h 03m
Fri 11/69:29 am -
1 stop3h 46m
Deal found 9/14![Delta logo]()
$512
Last-minute flights from Kalamazoo to ChicagoDiscover last-minute flight deals from Kalamazoo to Chicago. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Kalamazoo to Chicago. Data last updated September 15, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/214:06 pm -
Nonstop1h 24m
Mon 9/2810:30 pm -
Nonstop1h 07m
Deal found 9/14![American Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 9/14. 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 9/2111:47 am -
1 stop5h 26m
Mon 9/285:10 pm -
1 stop5h 41m
Deal found 9/14![Delta logo]()
$343
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/234:06 pm -
Nonstop1h 24m
Thu 10/810:40 pm -
Nonstop1h 06m
Deal found 9/14![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 9/14. 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 9/232:55 pm -
1 stop4h 38m
Thu 10/89:29 am -
1 stop3h 46m
Deal found 9/14![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 9/14. 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 9/236:13 pm -
1 stop3h 17m
Thu 10/87:00 am -
1 stop6h 15m
Deal found 9/14![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/304:06 pm -
Nonstop1h 24m
Sat 10/102:35 pm -
Nonstop1h 12m
Deal found 9/13![American Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 9/13. 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 9/3011:47 am -
1 stop5h 26m
Sat 10/107:00 am -
1 stop6h 15m
Deal found 9/13![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 9/12. 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 10/36:45 am -
1 stop3h 22m
Sun 10/47:01 pm -
1 stop3h 50m
Deal found 9/12![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:00 am -
Nonstop1h 14m
Mon 10/1210:40 pm -
Nonstop1h 06m
Deal found 9/15![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 9/14. 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 10/82:56 pm -
1 stop6h 34m
Thu 10/157:00 am -
1 stop6h 15m
Deal found 9/14![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:39 pm -
Nonstop1h 28m
Sat 10/1710:40 pm -
Nonstop1h 06m
Deal found 9/11![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 9/15. 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 10/162:58 pm -
1 stop4h 02m
Sun 10/189:29 am -
1 stop3h 46m
Deal found 9/15![Delta logo]()
$373
One-way flights from Kalamazoo to ChicagoSearch for one-way flight options from Kalamazoo to Chicago. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
Search for one-way flight options from Kalamazoo to Chicago. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
This Delta deal was found by Cheapflights users on 9/14. 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 10/162:58 pm -
1 stop17h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$208
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:17 pm -
Nonstop1h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 9/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:00 am -
Nonstop1h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![American Airlines logo]()
$254
This Delta deal was found by Cheapflights users on 9/11. 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 11/135:53 pm -
1 stop21h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 9/14. 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 11/32:56 pm -
1 stop4h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 9/11. 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.
Sun 10/115:30 am -
1 stop3h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 11/115:29 am -
2 stops7h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am -
Nonstop1h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 9/11. 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 12/123:10 pm -
1 stop20h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 9/11. 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 10/96:01 pm -
2 stops15h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/15. 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 10/175:30 am -
2 stops7h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 9/15. 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 9/245:30 am -
1 stop4h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$418
Find flight deals from Kalamazoo to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Kalamazoo (AZO) to Chicago (CHI). 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 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $279 (American Airlines) |
One-way from | $208 (Delta) |
Good round-trip deal | $350 or less |
Good one-way deal | $314 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Kalamazoo to Chicago 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 September 15, 2026.
Use the filters below to find and compare flights from Kalamazoo to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
KalamazooChicago
AZO Kalamazoo Intl - ORD Chicago O'Hare Intl
AZOORD
Kalamazoo Intl
Fri 12/11
5:56 pm-1:59 pm
1 stop21h 03m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$208
KalamazooChicago
AZO Kalamazoo Intl - ORD Chicago O'Hare Intl
AZOORD
Kalamazoo Intl
Fri 11/13
5:53 pm-1:59 pm
1 stop21h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$257
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Mon 11/23
5:29 am-9:42 am
1 stop5h 13m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$263
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Tue 11/3
2:56 pm-6:00 pm
1 stop4h 04m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$263
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Wed 11/4
2:56 pm-6:00 pm
1 stop4h 04m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$263
KalamazooChicago
AZO Kalamazoo Intl - MDW Chicago Midway
AZOMDW
Kalamazoo Intl
Mon 10/26
2:56 pm-6:00 pm
1 stop4h 04m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$263
KalamazooChicago
AZO Kalamazoo Intl - ORD Chicago O'Hare Intl
AZOORD
Kalamazoo Intl
Fri 10/9
6:01 pm-8:30 pm
1 stop3h 29m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$263
KalamazooChicago
AZO Kalamazoo Intl - ORD Chicago O'Hare Intl
AZOORD
Kalamazoo Intl
Mon 12/14
5:26 am-10:59 am
1 stop6h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$263
KalamazooChicago
AZO Kalamazoo Intl - ORD Chicago O'Hare Intl
AZOORD
Kalamazoo Intl
Tue 11/3
5:30 am-10:11 am
1 stop5h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$263
KalamazooChicago
AZO Kalamazoo Intl - ORD Chicago O'Hare Intl
AZOORD
Kalamazoo Intl
Wed 11/4
11:42 am-4:32 pm
1 stop5h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$263
Showing 1-10 of 38 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Kalamazoo-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Kalamazoo-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Kalamazoo-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Kalamazoo-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub 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 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 Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Kalamazoo with our price prediction graph.
AZO-CHI
AZO-ORD
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.
Cheapflights Insights
Everything you need to know about your flight from Kalamazoo to Chicago
AZO-CHI
AZO-ORD
AZO-MDW
What is the cheapest time of day to fly from AZO to CHI?
Find hourly flight availability from Kalamazoo to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2026.
When flying from Kalamazoo to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 43% versus a flight at noon.
What is the cheapest day to fly from Kalamazoo to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Kalamazoo to Chicago. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Kalamazoo to Chicago flight should consider departing on Tuesday evenings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated September 15, 2026.
Get a feel of what it's like to fly with American Airlines from Kalamazoo to Chicago by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.1
Comfort
7.2
Boarding
7.4
Entertainment
6.8
Crew
7.9
Food
6.4
Reviews
1 / 20
2.0
MediocreAnonymous,Aug 2025
BNA - ORD
Overall
7.1
Comfort
7.2
Boarding
7.4
Entertainment
6.8
Crew
7.9
Food
6.4
Reviews
1 / 20
2.0
MediocreAnonymous,Aug 2025
BNA - ORD
Related info for your journey
Find useful and relevant information for your journey from Kalamazoo to Chicago. 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?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Kalamazoo and Chicago flights
Browse other Kalamazoo and Chicago flight options. Last updated on September 15, 2026.
Other flights from Kalamazoo
Browse through other flights departing from Kalamazoo. Flights are based on user searches made on Cheapflights and were last updated on September 15, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Kalamazoo to Chicago
Discover the top airline that operate flights from Kalamazoo to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$330 | FlexibilityNo cancel fee | On-time71% |