$103+ Cheap flights from Milwaukee (MKE) to Connecticut
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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BDL
Oct 16 — Oct 231
Round-trip
1 adult, Economy
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Cheapest flights from Milwaukee to ConnecticutExplore the most affordable flight options available from Milwaukee to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
Explore the most affordable flight options available from Milwaukee to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:15 am -
1 stop13h 47m
Sat 10/245:55 am -
1 stop28h 25m
Deal found 9/10![Frontier logo]()
$240
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 10/146:05 am -
1 stop7h 25m
Sat 10/173:23 pm -
1 stop4h 50m
Deal found 9/14![American Airlines 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.
Sat 11/75:45 am -
1 stop4h 15m
Sat 11/73:35 pm -
1 stop4h 35m
Deal found 9/14![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:30 pm -
1 stop4h 20m
Wed 11/43:35 pm -
2 stops7h 45m
Deal found 9/16![Southwest logo]()
$250
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.
Sat 10/106:02 pm -
1 stop4h 34m
Sat 10/177:15 pm -
1 stop5h 19m
Deal found 9/15![American Airlines logo]()
$268
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.
Sat 10/102:58 pm -
1 stop7h 26m
Wed 10/141:00 pm -
1 stop6h 36m
Deal found 9/14![American Airlines logo]()
$269
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 12/27:45 am -
Nonstop2h 29m
Thu 12/106:55 pm -
Nonstop2h 57m
Deal found 9/10![Delta logo]()
$269
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 11/217:03 pm -
Nonstop2h 27m
Fri 11/279:03 pm -
Nonstop2h 47m
Deal found 9/11![United Airlines logo]()
$269
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.
Sat 11/77:20 am -
1 stop6h 50m
Tue 11/178:40 am -
1 stop4h 20m
Deal found 9/13![Southwest logo]()
$270
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.
Thu 12/105:33 pm -
1 stop28h 33m
Sun 12/136:00 am -
1 stop11h 38m
Deal found 9/11![Frontier logo]()
$270
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:15 am -
1 stop12h 48m
Mon 11/96:00 am -
1 stop28h 16m
Deal found 9/15![Frontier logo]()
$270
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 10/102:50 pm -
1 stop4h 25m
Wed 10/146:00 am -
1 stop6h 05m
Deal found 9/14![Southwest logo]()
$272
Best flights from Milwaukee to ConnecticutDiscover carefully curated flight deals from Milwaukee to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
Discover carefully curated flight deals from Milwaukee to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:30 pm -
1 stop4h 20m
Wed 11/43:35 pm -
2 stops7h 45m
Deal found 9/16![Southwest logo]()
$250
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.
Wed 10/143:52 pm -
2 stops7h 07m
Tue 10/206:00 am -
2 stops6h 30m
Deal found 9/14![United Airlines logo]()
$299
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 10/108:00 am -
Nonstop2h 28m
Wed 10/146:45 pm -
Nonstop2h 50m
Deal found 9/11![Delta logo]()
$304
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 11/612:35 pm -
1 stop4h 46m
Sun 11/86:18 am -
1 stop5h 50m
Deal found 9/11![American Airlines logo]()
$377
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 11/58:05 am -
1 stop4h 05m
Mon 11/95:35 am -
1 stop7h 30m
Deal found 9/14![Southwest 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 10/142:59 pm -
1 stop6h 08m
Wed 10/2112:57 pm -
1 stop4h 08m
Deal found 9/13![Delta logo]()
$309
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:55 am -
1 stop9h 00m
Mon 11/93:05 pm -
2 stops9h 30m
Deal found 9/15![Southwest logo]()
$281
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.
Thu 10/16:40 pm -
Nonstop2h 21m
Wed 10/79:15 am -
Nonstop2h 33m
Deal found 9/13![United Airlines logo]()
$339
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:35 pm -
1 stop4h 35m
Thu 11/196:25 pm -
1 stop4h 50m
Deal found 9/15![Southwest logo]()
$288
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.
Thu 12/36:43 pm -
1 stop5h 18m
Sun 12/66:00 am -
1 stop6h 45m
Deal found 9/12![Delta logo]()
$339
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 10/37:43 am -
1 stop4h 36m
Mon 10/127:27 pm -
1 stop5h 30m
Deal found 9/11![American Airlines logo]()
$386
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:50 am -
1 stop5h 41m
Thu 10/299:40 am -
1 stop4h 52m
Deal found 9/15![United Airlines logo]()
$352
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.
Tue 10/272:20 pm -
2 stops7h 45m
Fri 10/307:45 pm -
1 stop5h 35m
Deal found 9/10![Southwest logo]()
$294
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.
Sat 10/106:30 pm -
1 stop5h 29m
Tue 10/136:00 am -
1 stop6h 29m
Deal found 9/14![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.
Tue 10/207:18 am -
1 stop6h 11m
Wed 10/216:00 am -
2 stops8h 43m
Deal found 9/14![United Airlines logo]()
$354
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.
Mon 9/282:48 pm -
2 stops7h 57m
Sat 10/32:07 pm -
1 stop4h 34m
Deal found 9/12![American Airlines logo]()
$397
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.
Mon 11/232:23 pm -
1 stop4h 41m
Fri 11/279:03 pm -
Nonstop2h 47m
Deal found 9/11![United Airlines logo]()
$359
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 10/232:59 pm -
1 stop7h 51m
Sun 10/255:35 am -
1 stop4h 05m
Deal found 9/15![Delta logo]()
$364
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.
Tue 11/175:04 am -
1 stop5h 21m
Mon 11/237:03 am -
1 stop5h 03m
Deal found 9/12![American Airlines logo]()
$407
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.
Wed 10/1410:20 am -
1 stop4h 20m
Sat 10/173:40 pm -
1 stop6h 50m
Deal found 9/13![Southwest logo]()
$339
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.
Sat 11/216:28 pm -
1 stop5h 30m
Fri 11/279:03 pm -
Nonstop2h 47m
Deal found 9/10![United Airlines logo]()
$360
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 10/296:45 pm -
1 stop5h 14m
Mon 11/24:30 pm -
1 stop4h 36m
Deal found 9/13![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:25 pm -
2 stops8h 30m
Wed 11/45:40 am -
2 stops6h 20m
Deal found 9/16![Southwest logo]()
$354
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.
Thu 11/56:00 am -
Nonstop2h 23m
Mon 11/99:03 pm -
Nonstop2h 47m
Deal found 9/12![United Airlines logo]()
$369
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 11/55:30 am -
1 stop5h 31m
Mon 11/94:39 pm -
1 stop4h 36m
Deal found 9/14![Delta logo]()
$374
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:55 pm -
1 stop6h 30m
Sat 10/171:10 pm -
2 stops7h 55m
Deal found 9/15![Southwest logo]()
$355
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 12/55:00 am -
1 stop4h 09m
Sun 12/66:00 am -
1 stop6h 28m
Deal found 9/11![United Airlines logo]()
$372
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 12/21:41 pm -
Nonstop2h 19m
Sat 12/510:20 am -
Nonstop2h 49m
Deal found 9/10![Delta logo]()
$379
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 10/36:00 am -
2 stops13h 10m
Wed 10/71:10 pm -
2 stops10h 15m
Deal found 9/12![Southwest logo]()
$361
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.
Tue 11/1711:07 am -
Nonstop2h 23m
Sat 11/219:00 am -
1 stop6h 58m
Deal found 9/13![United Airlines logo]()
$379
Last-minute flights from Milwaukee to ConnecticutDiscover last-minute flight deals from Milwaukee to Connecticut. Data last updated September 16, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Connecticut. Data last updated September 16, 2026 and is based on user searches.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:15 am -
1 stop13h 47m
Wed 10/145:55 am -
1 stop28h 25m
Deal found 9/15![Frontier logo]()
$279
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.
Sat 10/106:02 pm -
1 stop4h 34m
Sat 10/177:15 pm -
1 stop5h 19m
Deal found 9/15![American Airlines logo]()
$268
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.
Sat 10/102:58 pm -
1 stop7h 26m
Wed 10/141:00 pm -
1 stop6h 36m
Deal found 9/14![American Airlines logo]()
$269
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 10/102:50 pm -
1 stop4h 25m
Wed 10/146:00 am -
1 stop6h 05m
Deal found 9/14![Southwest logo]()
$272
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 10/102:50 pm -
1 stop4h 25m
Tue 10/136:00 am -
1 stop6h 05m
Deal found 9/14![Southwest logo]()
$281
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.
Tue 10/132:58 pm -
1 stop7h 34m
Fri 10/167:32 pm -
1 stop5h 02m
Deal found 9/15![American Airlines logo]()
$278
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 10/146:05 am -
1 stop7h 25m
Sat 10/173:23 pm -
1 stop4h 50m
Deal found 9/14![American Airlines logo]()
$245
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.
Wed 10/147:18 am -
1 stop6h 11m
Tue 10/206:00 am -
2 stops6h 30m
Deal found 9/14![United Airlines logo]()
$274
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.
Wed 10/142:20 pm -
2 stops7h 45m
Wed 10/217:25 am -
1 stop4h 40m
Deal found 9/13![Southwest logo]()
$278
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 10/165:50 pm -
1 stop4h 25m
Sat 10/178:15 am -
1 stop7h 45m
Deal found 9/14![Southwest logo]()
$283
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:15 am -
1 stop13h 47m
Sat 10/245:55 am -
1 stop28h 25m
Deal found 9/10![Frontier logo]()
$240
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:30 pm -
1 stop4h 20m
Wed 11/43:35 pm -
2 stops7h 45m
Deal found 9/16![Southwest logo]()
$250
One-way flights from Milwaukee to ConnecticutSearch for one-way flight options from Milwaukee to Connecticut. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
Search for one-way flight options from Milwaukee to Connecticut. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
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.
Sat 10/242:50 pm -
1 stop4h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$103
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1412:25 pm -
2 stops8h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$108
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.
Wed 10/74:00 pm -
1 stop5h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![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.
Sat 11/76:15 am -
2 stops11h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$114
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:50 pm -
1 stop4h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$116
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1910:15 am -
1 stop12h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$121
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 11/57:55 am -
1 stop9h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$122
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.
Sat 11/75:04 am -
1 stop5h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$123
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.
Mon 10/55:50 pm -
1 stop4h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$126
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.
Thu 10/1510:15 am -
1 stop13h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![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 10/235:00 pm -
1 stop4h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$129
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 11/75:45 am -
2 stops6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$129
Find flight deals from Milwaukee to Connecticut
Keep the following information in mind while searching for Milwaukee to Connecticut flight deals. Data was last updated September 16, 2026.
Round-trip from | $240 (CheapOair) |
|---|---|
One-way from | $103 (Southwest) |
Popular in | April |
Cheapest in | January |
Average price | $645 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to Connecticut 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 16, 2026.
Use the filters below to find and compare flights from Milwaukee to Connecticut that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeNew York
MKE Milwaukee-Mitchell - LGA New York LaGuardia
MKELGA
Milwaukee-Mitchell
Sat 11/14
12:25 pm-10:10 pm
2 stops8h 45m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
MilwaukeeHartford
MKE Milwaukee-Mitchell - BDL Hartford Bradley Intl
MKEBDL
Milwaukee-Mitchell
Wed 10/7
5:10 pm-11:59 pm
1 stop5h 49m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$135
MilwaukeeProvidence
MKE Milwaukee-Mitchell - PVD Providence-TFGreen
MKEPVD
Milwaukee-Mitchell
Thu 12/17
9:32 am-4:16 pm
1 stop5h 44m
Providence-TFGreen
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
MilwaukeeProvidence
MKE Milwaukee-Mitchell - PVD Providence-TFGreen
MKEPVD
Milwaukee-Mitchell
Thu 11/5
8:05 am-1:10 pm
1 stop4h 05m
Providence-TFGreen
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
MilwaukeeProvidence
MKE Milwaukee-Mitchell - PVD Providence-TFGreen
MKEPVD
Milwaukee-Mitchell
Fri 10/30
5:00 pm-10:00 pm
1 stop4h 00m
Providence-TFGreen
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$156
MilwaukeeHartford
MKE Milwaukee-Mitchell - BDL Hartford Bradley Intl
MKEBDL
Milwaukee-Mitchell
Wed 10/14
2:20 pm-11:59 pm
2 stops8h 39m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
MilwaukeeHartford
MKE Milwaukee-Mitchell - BDL Hartford Bradley Intl
MKEBDL
Milwaukee-Mitchell
Thu 10/8
10:15 am-2:21 pm
1 stop27h 06m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$161
MilwaukeeNew York
MKE Milwaukee-Mitchell - LGA New York LaGuardia
MKELGA
Milwaukee-Mitchell
Wed 10/7
2:20 pm-11:05 pm
2 stops7h 45m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$175
MilwaukeeProvidence
MKE Milwaukee-Mitchell - PVD Providence-TFGreen
MKEPVD
Milwaukee-Mitchell
Sun 10/11
5:00 am-11:47 am
1 stop5h 47m
Providence-TFGreen
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$189
MilwaukeeNew York
MKE Milwaukee-Mitchell - LGA New York LaGuardia
MKELGA
Milwaukee-Mitchell
Thu 10/29
1:05 pm-8:55 pm
1 stop6h 50m
New York LaGuardia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$190
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Milwaukee to Connecticut
Have a flexible travel schedule? Discover the best time to fly to Connecticut from Milwaukee with our price prediction graph.
MKE-LGA
MKE-BDL
MKE-PVD
MKE-JFK
MKE-EWR
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 Milwaukee to Connecticut
MKE-USCT
MKE-LGA
MKE-BDL
MKE-PVD
MKE-JFK
What is the cheapest month to book a flight from Milwaukee to Connecticut?
Currently, January is the cheapest month in which you can book a flight from Milwaukee to Connecticut (average of $337). Flying from Milwaukee to Connecticut in April is currently the most expensive (average of $716). 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.
Reviews of airlines servicing Connecticut
Get insights into the airlines that provide service to Connecticut. 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 Connecticut. Reviews last updated September 16, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Milwaukee to Connecticut 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
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Connecticut. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Milwaukee to Connecticut
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Complete your trip
Complete your trip to Connecticut by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Milwaukee to Connecticut by cabin class
Find flights from Milwaukee to Connecticut, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Connecticut flights
Browse other Milwaukee and Connecticut flight options. Last updated on September 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Milwaukee to Connecticut flights
Consider these flights traveling from Milwaukee to Connecticut.
Top 3 airlines flying from Milwaukee to Connecticut
Discover the top 3 airlines that operate flights from Milwaukee to Connecticut. 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 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$156 | Average$393 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$192 | Average$410 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$316 | Average$486 | FlexibilityNo cancel fee | On-time63% |