$136+ Cheap flights from Wisconsin to Boston (BOS)
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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Nov 9 — Nov 161
Round-trip
1 adult, Economy
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Cheapest flights from Wisconsin to BostonExplore the most affordable flight options available from Wisconsin to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 10, 2026.
Explore the most affordable flight options available from Wisconsin to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 10, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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 11/94:05 pm -
1 stop6h 40m
Thu 11/124:20 pm -
1 stop6h 55m
Deal found 10/8![Southwest logo]()
$272
This Southwest deal was found by Cheapflights users on 10/7. 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 stop7h 15m
Sat 10/3112:15 pm -
1 stop4h 10m
Deal found 10/7![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 10/8. 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 11/62:30 pm -
Nonstop2h 10m
Mon 11/97:45 pm -
1 stop4h 50m
Deal found 10/8![Southwest logo]()
$279
This Southwest deal was found by Cheapflights users on 10/6. 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 10/315:35 am -
1 stop10h 30m
Mon 11/99:00 am -
Nonstop2h 55m
Deal found 10/6![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 10/7. 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 11/312:45 pm -
1 stop9h 55m
Fri 11/65:10 am -
1 stop5h 30m
Deal found 10/7![Southwest logo]()
$295
This Delta deal was found by Cheapflights users on 10/7. 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 12/196:33 pm -
1 stop4h 26m
Sat 1/94:40 pm -
1 stop5h 02m
Deal found 10/7![Delta logo]()
$331
This United Airlines deal was found by Cheapflights users on 10/7. 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 11/45:05 am -
1 stop6h 41m
Sat 11/74:56 pm -
1 stop7h 35m
Deal found 10/7![United Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 10/7. 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 11/1312:32 pm -
1 stop5h 18m
Tue 11/174:57 pm -
1 stop4h 36m
Deal found 10/7![Delta logo]()
$335
This American Airlines deal was found by Cheapflights users on 10/5. 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 12/211:28 am -
2 stops9h 24m
Tue 12/87:43 pm -
1 stop5h 16m
Deal found 10/5![American Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 10/9. 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 11/54:51 pm -
1 stop6h 29m
Mon 11/95:45 am -
1 stop6h 57m
Deal found 10/9![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/8. 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 11/65:35 pm -
1 stop5h 45m
Mon 11/95:45 am -
1 stop7h 07m
Deal found 10/8![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/7. 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 11/1311:23 am -
1 stop6h 26m
Tue 11/175:25 pm -
2 stops7h 42m
Deal found 10/7![American Airlines logo]()
$340
Best flights from Wisconsin to BostonDiscover carefully curated flight deals from Wisconsin to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 10, 2026.
Discover carefully curated flight deals from Wisconsin to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 10, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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 12/54:25 pm -
1 stop4h 35m
Thu 12/102:35 pm -
2 stops8h 35m
Deal found 10/8![Southwest logo]()
$277
This United Airlines deal was found by Cheapflights users on 10/8. 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 12/82:39 pm -
1 stop6h 14m
Sat 12/124:45 pm -
1 stop7h 14m
Deal found 10/8![United Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 10/6. 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 12/236:33 pm -
1 stop4h 26m
Sat 12/265:30 am -
1 stop7h 26m
Deal found 10/6![Delta logo]()
$331
This American Airlines deal was found by Cheapflights users on 10/6. 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 11/212:37 pm -
1 stop7h 49m
Mon 11/235:20 pm -
2 stops7h 47m
Deal found 10/6![American Airlines logo]()
$344
This Southwest deal was found by Cheapflights users on 10/8. 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 12/512:45 pm -
2 stops8h 15m
Tue 12/85:55 pm -
1 stop5h 15m
Deal found 10/8![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 10/6. 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 11/255:35 pm -
1 stop5h 09m
Fri 11/271:00 pm -
1 stop5h 58m
Deal found 10/6![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 10/6. 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 12/116:25 pm -
1 stop4h 25m
Mon 12/145:00 am -
1 stop10h 05m
Deal found 10/6![Southwest logo]()
$308
This United Airlines deal was found by Cheapflights users on 10/7. 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 11/45:05 am -
2 stops12h 29m
Sat 11/74:56 pm -
1 stop7h 35m
Deal found 10/7![United Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/5. 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 11/52:40 pm -
2 stops7h 33m
Mon 11/91:30 pm -
1 stop7h 29m
Deal found 10/5![American Airlines logo]()
$344
This Delta deal was found by Cheapflights users on 10/5. 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 11/136:38 pm -
1 stop4h 16m
Tue 11/175:30 am -
1 stop5h 58m
Deal found 10/5![Delta logo]()
$335
This American Airlines deal was found by Cheapflights users on 10/8. 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 12/234:55 pm -
1 stop5h 04m
Wed 12/305:51 am -
1 stop7h 25m
Deal found 10/8![American Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Thu 10/295:05 am -
1 stop7h 54m
Mon 11/26:00 am -
1 stop8h 27m
Deal found 10/9![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 10/7. 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 11/712:30 pm -
1 stop5h 28m
Mon 11/95:45 am -
1 stop7h 07m
Deal found 10/7![Delta logo]()
$335
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/304:42 pm -
1 stop4h 55m
Fri 11/65:43 am -
1 stop6h 18m
Deal found 10/8![American Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 10/5. 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 11/198:00 am -
2 stops8h 10m
Thu 11/2611:10 am -
2 stops6h 30m
Deal found 10/5![Southwest logo]()
$356
This Delta deal was found by Cheapflights users on 10/7. 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 11/54:51 pm -
1 stop6h 29m
Mon 11/95:45 am -
1 stop6h 57m
Deal found 10/7![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/5. 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 10/304:42 pm -
1 stop4h 55m
Thu 11/55:43 am -
1 stop6h 18m
Deal found 10/5![American Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/205:00 am -
1 stop8h 07m
Sat 10/246:43 pm -
1 stop5h 49m
Deal found 10/5![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 10/5. 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 11/135:38 pm -
1 stop5h 06m
Tue 11/177:15 am -
1 stop5h 27m
Deal found 10/5![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/5. 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 12/35:46 am -
2 stops9h 51m
Tue 12/85:56 pm -
1 stop7h 31m
Deal found 10/5![American Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 10/7. 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 2/37:00 am -
1 stop4h 01m
Mon 2/154:40 pm -
1 stop4h 57m
Deal found 10/7![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 10/8. 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 10/215:00 am -
1 stop6h 48m
Sun 10/256:00 am -
1 stop5h 02m
Deal found 10/8![United Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 10/9. 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.
Sun 11/85:35 pm -
1 stop5h 45m
Sun 11/155:45 am -
1 stop7h 07m
Deal found 10/9![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:42 pm -
1 stop5h 54m
Sun 11/155:43 am -
1 stop6h 18m
Deal found 10/9![American Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/7. 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 12/245:00 am -
2 stops7h 26m
Tue 12/297:40 pm -
1 stop5h 00m
Deal found 10/7![United Airlines logo]()
$422
This Delta deal was found by Cheapflights users on 10/5. 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 12/36:47 pm -
1 stop4h 11m
Thu 12/105:35 am -
1 stop7h 24m
Deal found 10/5![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 10/6. 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 11/245:55 pm -
1 stop5h 51m
Sat 11/286:00 am -
1 stop5h 02m
Deal found 10/6![United Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 10/6. 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 11/65:35 pm -
1 stop5h 45m
Mon 11/95:45 am -
1 stop7h 07m
Deal found 10/6![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Sat 2/65:15 am -
1 stop7h 40m
Tue 2/94:54 pm -
1 stop7h 41m
Deal found 10/9![United Airlines logo]()
$444
This American Airlines deal was found by Cheapflights users on 10/7. 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 11/85:57 am -
1 stop5h 02m
Sun 11/159:23 am -
2 stops9h 53m
Deal found 10/7![American Airlines logo]()
$456
Last-minute flights from Wisconsin to BostonDiscover last-minute flight deals from Wisconsin to Boston. Data last updated October 10, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Boston. Data last updated October 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/7. 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 stop7h 15m
Sat 10/3112:15 pm -
1 stop4h 10m
Deal found 10/7![Southwest logo]()
$278
This American Airlines deal was found by Cheapflights users on 10/7. 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 10/286:00 am -
2 stops7h 40m
Sun 11/17:13 am -
1 stop7h 46m
Deal found 10/7![American Airlines logo]()
$344
This United Airlines deal was found by Cheapflights users on 10/7. 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 10/286:15 am -
1 stop5h 31m
Wed 11/45:30 am -
2 stops7h 45m
Deal found 10/7![United Airlines logo]()
$344
This Southwest deal was found by Cheapflights users on 10/6. 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 10/315:35 am -
1 stop10h 30m
Mon 11/99:00 am -
Nonstop2h 55m
Deal found 10/6![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 10/7. 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 11/312:45 pm -
1 stop9h 55m
Fri 11/65:10 am -
1 stop5h 30m
Deal found 10/7![Southwest logo]()
$295
This United Airlines deal was found by Cheapflights users on 10/7. 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 11/42:26 pm -
1 stop6h 04m
Sat 11/76:36 pm -
1 stop5h 55m
Deal found 10/7![United Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 10/9. 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 11/54:51 pm -
1 stop6h 29m
Mon 11/95:45 am -
1 stop6h 57m
Deal found 10/9![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 10/8. 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 11/62:30 pm -
Nonstop2h 10m
Mon 11/97:45 pm -
1 stop4h 50m
Deal found 10/8![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 10/8. 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 11/65:35 pm -
1 stop5h 45m
Mon 11/95:45 am -
1 stop7h 07m
Deal found 10/8![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 10/8. 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 11/94:05 pm -
1 stop6h 40m
Thu 11/124:20 pm -
1 stop6h 55m
Deal found 10/8![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 10/7. 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 11/1312:32 pm -
1 stop5h 18m
Tue 11/174:57 pm -
1 stop4h 36m
Deal found 10/7![Delta logo]()
$335
This American Airlines deal was found by Cheapflights users on 10/7. 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 11/1311:23 am -
1 stop6h 26m
Tue 11/175:25 pm -
2 stops7h 42m
Deal found 10/7![American Airlines logo]()
$340
One-way flights from Wisconsin to BostonSearch for one-way flight options from Wisconsin to Boston. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
Search for one-way flight options from Wisconsin to Boston. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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 11/1012:45 pm -
1 stop10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/910:38 am -
2 stops22h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$142
This Southwest deal was found by Cheapflights users on 10/7. 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 11/62:30 pm -
Nonstop2h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 10/7. 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 11/25:30 am -
2 stops8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 10/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:11 pm -
1 stop15h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Frontier logo]()
$148
This Southwest deal was found by Cheapflights users on 10/7. 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 10/266:50 pm -
1 stop4h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$153
This Super.com deal was found by Cheapflights users on 10/8. 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.
Sun 10/2510:15 am -
1 stop23h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1810:38 am -
2 stops23h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:24 pm -
1 stop15h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:10 pm -
1 stop15h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Multiple Airlines logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/810:30 am -
3 stops46h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Multiple Airlines logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1610:38 am -
2 stops24h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$206
Find flight deals from Wisconsin to Boston
Keep the following information in mind while searching for Wisconsin to Boston flight deals. Data was last updated October 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $272 (Southwest) |
One-way from | $136 (Southwest) |
Popular in | November |
Cheapest in | May |
Average price | $385 |
Good round-trip deal | $375 or less |
Good one-way deal | $208 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to Boston 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 October 10, 2026.
Use the filters below to find and compare flights from Wisconsin to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Wed 1/6
3:05 pm-8:50 pm
1 stop4h 45m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$136
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Tue 11/10
8:00 am-4:20 pm
2 stops7h 20m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$141
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Tue 11/17
8:00 am-1:45 pm
1 stop4h 45m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$189
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Wed 12/9
9:32 am-11:25 pm
2 stops12h 53m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$191
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Thu 10/29
11:06 am-6:34 pm
1 stop6h 28m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$194
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Thu 12/10
10:20 am-7:00 pm
2 stops7h 40m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$194
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Tue 11/24
7:35 am-11:01 am
Nonstop2h 26m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$209
Quickest round-trip
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Wed 11/11
2:30 pm-5:53 pm
Nonstop2h 23m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$209
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Sat 12/12
9:40 am-1:05 pm
Nonstop2h 25m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$209
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Thu 1/7
7:00 am-10:23 am
Nonstop2h 23m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$209
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Wisconsin with our price prediction graph.
MKE-BOS
ATW-BOS
EAU-BOS
GRB-BOS
LSE-BOS
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 Wisconsin to Boston
USWI-BOS
MKE-BOS
ATW-BOS
EAU-BOS
GRB-BOS
What is the cheapest month to book a flight from Wisconsin to Boston?
Currently, May is the cheapest month in which you can book a flight from Wisconsin to Boston (average of $307). Flying from Wisconsin to Boston in November is currently the most expensive (average of $431). 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.
What is the cheapest time of day to fly from WI to BOS?
Find hourly flight availability from Wisconsin to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 10, 2026.
A simple way to save on the total cost of your ticket is to fly from Wisconsin to Boston in the evening. If you’re flexible enough to do this you can expect to save up to 25% on your trip compared to booking a flight at noon.
Weekly flight availability from Wisconsin to Boston
Explore weekly flight availability from Wisconsin to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 10, 2026.
The most flights from USWI to BOS are scheduled on a Friday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Wisconsin to Boston?
Airfare is below average for this route at the moment.
Wisconsin to Boston flights typically cost between $291 and $478 in November.The cheapest round-trip price found within the last 5 days was $272 on Southwest (Nov 9-Nov 12).
How far ahead should I book a flight from Wisconsin to Boston?
The price you pay for your flight from Wisconsin to Boston may vary depending on when you book. For the best chance of a lower fare, look to book 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Wisconsin to Boston?
Use this chart to determine the cheapest time to fly round-trip from Wisconsin to Boston. Price data was last updated on October 3, 2026.
Travelers seeking maximum savings on their Wisconsin to Boston flight should consider departing on Saturday 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.
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Boston. 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 Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Concord
Cambridge
Brockton
Dedham
Cranston
Warwick
Pawtucket
Peabody
Auburn
Londonderry
York Beach
Revere
Fitchburg
North Falmouth
Chelsea
Swansea
Braintree
Sandwich
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes
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Alternative routes for Wisconsin to Boston
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Boston
Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 10, 2026.
Complete your trip
Complete your trip to Boston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to Boston by cabin class
Find flights from Wisconsin to Boston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and Boston flights
Browse other Wisconsin and Boston flight options. Last updated on October 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Wisconsin to Boston flights
Consider these flights traveling from Wisconsin to Boston.
Top 5 airlines flying from Wisconsin to Boston
Discover the top 5 airlines that operate flights from Wisconsin to Boston. 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 October 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$113 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$115 | Average$249 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$186 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$186 | Average$410 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$207 | Average$377 | FlexibilityNo cancel fee | On-time63% |