$103+ Cheap flights from Connecticut to Milwaukee (MKE)
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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MKE
Oct 14 — Oct 211
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 Connecticut to MilwaukeeExplore the most affordable flight options available from Connecticut to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2026.
Explore the most affordable flight options available from Connecticut to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 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.
Tue 10/65:48 pm -
1 stop7h 05m
Wed 10/216:49 pm -
1 stop3h 54m
Deal found 9/14![Delta logo]()
$245
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:55 pm -
2 stops7h 30m
Wed 10/212:30 pm -
1 stop4h 20m
Deal found 9/14![Southwest logo]()
$251
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:40 pm -
1 stop4h 40m
Sat 10/246:50 am -
2 stops7h 50m
Deal found 9/14![Southwest logo]()
$252
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 10/226:02 am -
1 stop6h 27m
Mon 10/262:59 pm -
1 stop7h 51m
Deal found 9/14![Delta logo]()
$279
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:05 am -
2 stops11h 00m
Wed 10/282:20 pm -
2 stops7h 45m
Deal found 9/13![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 10/66:45 pm -
Nonstop2h 50m
Tue 10/138:00 am -
Nonstop2h 28m
Deal found 9/10![Delta logo]()
$284
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:45 pm -
1 stop5h 25m
Mon 10/265:50 pm -
1 stop4h 25m
Deal found 9/14![Southwest logo]()
$288
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:25 am -
1 stop4h 40m
Wed 10/284:00 pm -
1 stop5h 35m
Deal found 9/10![Southwest logo]()
$289
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:03 pm -
Nonstop2h 47m
Sat 11/217:03 pm -
Nonstop2h 27m
Deal found 9/12![United Airlines logo]()
$289
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 10/216:45 pm -
Nonstop2h 50m
Wed 10/288:00 am -
Nonstop2h 28m
Deal found 9/11![Delta logo]()
$289
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:15 am -
1 stop5h 55m
Sat 10/172:50 pm -
1 stop4h 25m
Deal found 9/14![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 10/711:30 am -
1 stop7h 10m
Sun 10/118:00 am -
Nonstop2h 28m
Deal found 9/10![Delta logo]()
$294
Best flights from Connecticut to MilwaukeeDiscover carefully curated flight deals from Connecticut to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2026.
Discover carefully curated flight deals from Connecticut to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2026.
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:05 am -
1 stop5h 08m
Sun 11/18:50 am -
1 stop4h 33m
Deal found 9/11![United 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.
Fri 10/3011:50 am -
1 stop5h 41m
Mon 11/212:36 pm -
1 stop6h 53m
Deal found 9/13![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
1 stop6h 20m
Sat 10/32:50 pm -
1 stop4h 20m
Deal found 9/10![Southwest logo]()
$324
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 10/316:00 am -
1 stop5h 13m
Mon 11/212:36 pm -
1 stop6h 53m
Deal found 9/12![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:44 am -
1 stop6h 27m
Wed 10/77:18 am -
1 stop6h 11m
Deal found 9/9![United Airlines logo]()
$325
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 10/3112:57 pm -
1 stop4h 08m
Mon 11/28:00 am -
Nonstop2h 28m
Deal found 9/12![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:45 pm -
1 stop5h 35m
Tue 10/64:30 pm -
1 stop5h 35m
Deal found 9/10![Southwest logo]()
$349
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:20 pm -
Nonstop2h 34m
Tue 10/277:03 pm -
Nonstop2h 27m
Deal found 9/11![United Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:25 am -
2 stops9h 45m
Mon 11/166:20 am -
2 stops7h 50m
Deal found 9/10![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 9/9. 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 11/53:00 pm -
1 stop7h 13m
Mon 11/96:28 am -
1 stop6h 26m
Deal found 9/9![Delta logo]()
$325
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 10/166:45 pm -
Nonstop2h 50m
Wed 10/212:59 pm -
1 stop6h 08m
Deal found 9/14![Delta logo]()
$334
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:59 pm -
Nonstop2h 38m
Sat 10/316:10 am -
Nonstop2h 23m
Deal found 9/12![United Airlines logo]()
$369
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:15 am -
2 stops9h 45m
Sat 10/316:05 am -
2 stops9h 40m
Deal found 9/12![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 9/266:00 am -
1 stop3h 48m
Sat 10/35:30 am -
1 stop7h 41m
Deal found 9/10![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:40 am -
2 stops6h 20m
Fri 11/2012:45 pm -
1 stop5h 45m
Deal found 9/9![Southwest logo]()
$376
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:30 pm -
1 stop4h 32m
Mon 11/27:03 pm -
Nonstop2h 27m
Deal found 9/12![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 9/264:34 pm -
1 stop4h 31m
Sat 10/39:37 am -
1 stop6h 53m
Deal found 9/10![Delta logo]()
$339
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
1 stop4h 28m
Thu 11/56:00 am -
Nonstop2h 23m
Deal found 9/14![United Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:45 pm -
2 stops8h 30m
Sun 12/68:05 am -
1 stop4h 05m
Deal found 9/10![Southwest logo]()
$384
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.
Fri 10/3012:57 pm -
1 stop6h 07m
Mon 11/212:36 pm -
1 stop6h 48m
Deal found 9/13![Delta logo]()
$344
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:05 am -
1 stop5h 02m
Sat 10/1012:05 pm -
1 stop4h 48m
Deal found 9/11![United Airlines logo]()
$387
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:25 pm -
2 stops8h 55m
Mon 11/27:55 am -
2 stops7h 15m
Deal found 9/11![Southwest logo]()
$397
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 10/246:00 am -
1 stop6h 34m
Sat 10/318:00 am -
Nonstop2h 28m
Deal found 9/12![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:59 pm -
Nonstop2h 38m
Sun 10/46:00 am -
Nonstop2h 24m
Deal found 9/10![United Airlines logo]()
$399
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:30 pm -
2 stops9h 10m
Mon 10/264:35 pm -
2 stops6h 15m
Deal found 9/11![Southwest logo]()
$405
This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 10/37:00 pm -
Nonstop2h 50m
Mon 10/58:11 am -
Nonstop2h 19m
Deal found 9/10![Delta logo]()
$359
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:29 pm -
1 stop6h 21m
Mon 11/26:47 am -
1 stop4h 16m
Deal found 9/13![United Airlines logo]()
$409
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:45 pm -
2 stops8h 15m
Tue 10/62:20 pm -
2 stops7h 00m
Deal found 9/14![Southwest logo]()
$410
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 10/211:14 pm -
1 stop5h 26m
Sat 10/242:59 pm -
1 stop6h 43m
Deal found 9/10![Delta logo]()
$371
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:43 pm -
2 stops9h 16m
Sat 10/242:20 pm -
1 stop6h 38m
Deal found 9/10![United Airlines logo]()
$410
Last-minute flights from Connecticut to MilwaukeeDiscover last-minute flight deals from Connecticut to Milwaukee. Data last updated September 14, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Milwaukee. Data last updated September 14, 2026 and is based on user searches.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:15 am -
1 stop5h 55m
Sat 10/172:50 pm -
1 stop4h 25m
Deal found 9/14![Southwest logo]()
$292
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 10/65:48 pm -
1 stop7h 05m
Wed 10/216:49 pm -
1 stop3h 54m
Deal found 9/14![Delta logo]()
$245
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:55 pm -
2 stops7h 30m
Wed 10/212:30 pm -
1 stop4h 20m
Deal found 9/14![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 10/66:45 pm -
Nonstop2h 50m
Sun 10/118:00 am -
Nonstop2h 28m
Deal found 9/10![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 10/711:30 am -
1 stop7h 10m
Sun 10/118:00 am -
Nonstop2h 28m
Deal found 9/10![Delta logo]()
$294
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:40 pm -
1 stop4h 40m
Sat 10/246:50 am -
2 stops7h 50m
Deal found 9/14![Southwest logo]()
$252
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:05 am -
2 stops11h 00m
Wed 10/282:20 pm -
2 stops7h 45m
Deal found 9/13![Southwest logo]()
$283
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:25 am -
1 stop4h 40m
Wed 10/284:00 pm -
1 stop5h 35m
Deal found 9/10![Southwest logo]()
$289
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 10/216:45 pm -
Nonstop2h 50m
Wed 10/288:00 am -
Nonstop2h 28m
Deal found 9/11![Delta logo]()
$289
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 10/226:02 am -
1 stop6h 27m
Mon 10/262:59 pm -
1 stop7h 51m
Deal found 9/14![Delta logo]()
$279
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:45 pm -
1 stop5h 25m
Mon 10/265:50 pm -
1 stop4h 25m
Deal found 9/14![Southwest logo]()
$288
This Delta deal was found by Cheapflights users on 9/10. 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 10/2912:57 pm -
1 stop6h 07m
Sun 11/18:00 am -
Nonstop2h 28m
Deal found 9/10![Delta logo]()
$295
One-way flights from Connecticut to MilwaukeeSearch for one-way flight options from Connecticut to Milwaukee. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
Search for one-way flight options from Connecticut to Milwaukee. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am -
1 stop6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$103
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:30 pm -
2 stops10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$108
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
1 stop6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$112
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:45 am -
1 stop5h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$116
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:55 am -
1 stop28h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$120
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1211:55 am -
1 stop29h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$126
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:45 pm -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$129
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:55 am -
1 stop28h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$130
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:55 am -
1 stop28h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$132
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:05 pm -
2 stops9h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$134
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:00 am -
1 stop11h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$135
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 10/77:15 am -
1 stop4h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$135
Find flight deals from Connecticut to Milwaukee
Keep the following information in mind while searching for Connecticut to Milwaukee flight deals. Data was last updated September 14, 2026.
Round-trip from | $283 (Southwest) |
|---|---|
One-way from | $103 (Southwest) |
Popular in | May |
Cheapest in | November |
Average price | $441 |
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut to Milwaukee 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 14, 2026.
Use the filters below to find and compare flights from Connecticut to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ProvidenceMilwaukee
PVD Providence-TFGreen - MKE Milwaukee-Mitchell
PVDMKE
Providence-TFGreen
Mon 11/9
5:35 am-12:05 pm
1 stop7h 30m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$140
HartfordMilwaukee
BDL Hartford Bradley Intl - MKE Milwaukee-Mitchell
BDLMKE
Hartford Bradley Intl
Mon 11/9
8:25 am-12:05 pm
1 stop4h 40m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$154
New YorkMilwaukee
LGA New York LaGuardia - MKE Milwaukee-Mitchell
LGAMKE
New York LaGuardia
Thu 11/12
2:00 pm-11:10 pm
2 stops10h 10m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$160
New YorkMilwaukee
LGA New York LaGuardia - MKE Milwaukee-Mitchell
LGAMKE
New York LaGuardia
Fri 11/6
3:05 pm-11:35 pm
2 stops9h 30m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$160
HartfordMilwaukee
BDL Hartford Bradley Intl - MKE Milwaukee-Mitchell
BDLMKE
Hartford Bradley Intl
Mon 11/9
3:15 pm-9:16 am
1 stop19h 01m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$162
ProvidenceMilwaukee
PVD Providence-TFGreen - MKE Milwaukee-Mitchell
PVDMKE
Providence-TFGreen
Fri 12/4
9:32 am-3:03 pm
1 stop6h 31m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$189
New YorkMilwaukee
LGA New York LaGuardia - MKE Milwaukee-Mitchell
LGAMKE
New York LaGuardia
Tue 9/29
8:50 am-4:20 pm
1 stop8h 30m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$190
New YorkMilwaukee
LGA New York LaGuardia - MKE Milwaukee-Mitchell
LGAMKE
New York LaGuardia
Thu 10/1
6:55 am-6:55 pm
1 stop13h 00m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$195
ProvidenceMilwaukee
PVD Providence-TFGreen - MKE Milwaukee-Mitchell
PVDMKE
Providence-TFGreen
Fri 12/4
12:45 pm-8:15 pm
2 stops8h 30m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$203
ProvidenceMilwaukee
PVD Providence-TFGreen - MKE Milwaukee-Mitchell
PVDMKE
Providence-TFGreen
Thu 10/8
5:35 am-8:40 am
1 stop4h 05m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$204
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Connecticut to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Connecticut with our price prediction graph.
PVD-MKE
BDL-MKE
EWR-MKE
LGA-MKE
JFK-MKE
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 Connecticut to Milwaukee
USCT-MKE
PVD-MKE
BDL-MKE
EWR-MKE
LGA-MKE
What is the cheapest month to book a flight from Connecticut to Milwaukee?
Currently, November is the cheapest month in which you can book a flight from Connecticut to Milwaukee (average of $359). Flying from Connecticut to Milwaukee in May is currently the most expensive (average of $752). 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.
How much does it cost to fly round-trip from Connecticut to Milwaukee?
Airfare is below average for this route at the moment.
Connecticut to Milwaukee flights typically cost between $386 and $443 in September.The cheapest round-trip price found within the last 5 days was $325 on Delta (Sep 30-Oct 6).
Related info for your journey
Find useful and relevant information for your journey from Connecticut to Milwaukee. 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 Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsPort Washington
Sheboygan
New Berlin
Oak Creek
Wauwatosa
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
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Milwaukee flight routes
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Alternative routes for Connecticut to Milwaukee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Milwaukee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Connecticut to Milwaukee by cabin class
Find flights from Connecticut to Milwaukee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 14, 2026.
Connecticut and Milwaukee flights
Browse other Connecticut and Milwaukee flight options. Last updated on September 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Connecticut to Milwaukee flights
Consider these flights traveling from Connecticut to Milwaukee.
Top 4 airlines flying from Connecticut to Milwaukee
Discover the top 4 airlines that operate flights from Connecticut to Milwaukee. 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 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$262 | Average$419 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$273 | Average$404 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$354 | Average$423 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$354 | Average$472 | FlexibilityNo cancel fee | On-time63% |