$103+ Cheap flights from Boston (BOS) to Wisconsin
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Sep 17 — Sep 241
Round-trip
1 adult, Economy
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Cheapest flights from Boston to WisconsinExplore the most affordable flight options available from Boston to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2026.
Explore the most affordable flight options available from Boston to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2026.
This Kissandfly.com deal was found by Cheapflights users on 8/12. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:54 pm -
1 stop6h 29m
Sat 10/38:05 am -
1 stop7h 24m
Deal found 8/12![Frontier logo]()
$162
This Super.com deal was found by Cheapflights users on 8/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:00 am -
Nonstop2h 54m
Wed 9/98:24 pm -
Nonstop2h 45m
Deal found 8/13![JetBlue logo]()
$163
This United Airlines deal was found by Cheapflights users on 8/12. 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 9/39:00 am -
Nonstop2h 59m
Sun 9/67:59 pm -
Nonstop2h 35m
Deal found 8/12![United Airlines logo]()
$165
This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:00 am -
Nonstop2h 48m
Sat 9/193:50 pm -
1 stop18h 08m
Deal found 8/12![Multiple Airlines logo]()
$166
This Frontier deal was found by Cheapflights users on 8/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:36 am -
1 stop11h 23m
Wed 9/27:44 pm -
1 stop12h 25m
Deal found 8/13![Frontier logo]()
$168
This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:54 pm -
1 stop6h 29m
Sat 9/128:24 pm -
Nonstop2h 45m
Deal found 8/12![Multiple Airlines logo]()
$170
This Priceline deal was found by Cheapflights users on 8/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:54 pm -
1 stop6h 29m
Tue 9/299:38 am -
Nonstop2h 28m
Deal found 8/13![Multiple Airlines logo]()
$171
This CheapOair deal was found by Cheapflights users on 8/13. 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 8/2912:45 pm -
1 stop8h 23m
Wed 9/211:01 am -
Nonstop2h 27m
Deal found 8/13![Multiple Airlines logo]()
$172
This Kissandfly.com deal was found by Cheapflights users on 8/14. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:54 pm -
1 stop6h 29m
Sun 10/46:00 am -
Nonstop2h 39m
Deal found 8/14![Frontier logo]()
$173
This Delta deal was found by Cheapflights users on 8/12. 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.
Mon 8/314:16 pm -
Nonstop3h 04m
Sat 9/55:18 pm -
1 stop5h 41m
Deal found 8/12![Delta logo]()
$175
This Frontier deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/17![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 8/13. 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.
Wed 9/212:45 pm -
1 stop8h 23m
Fri 9/48:20 pm -
Nonstop2h 56m
Deal found 8/13![Multiple Airlines logo]()
$177
Best flights from Boston to WisconsinDiscover carefully curated flight deals from Boston to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 18, 2026.
Discover carefully curated flight deals from Boston to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 18, 2026.
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Mon 9/288:30 pm -
Nonstop2h 59m
Tue 9/2912:46 pm -
Nonstop2h 35m
Deal found 8/13![United Airlines logo]()
$165
This Delta deal was found by Cheapflights users on 8/13. 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 9/48:50 pm -
Nonstop2h 54m
Sat 9/55:18 pm -
1 stop5h 41m
Deal found 8/13![Delta logo]()
$197
This JetBlue deal was found by Cheapflights users on 8/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:00 am -
Nonstop2h 54m
Tue 9/88:20 pm -
Nonstop2h 56m
Deal found 8/14![JetBlue logo]()
$255
This Southwest deal was found by Cheapflights users on 8/13. 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.
Thu 9/175:00 am -
1 stop5h 35m
Sun 9/205:25 pm -
1 stop5h 20m
Deal found 8/13![Southwest logo]()
$272
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:40 pm -
1 stop5h 39m
Tue 12/14:56 pm -
1 stop5h 31m
Deal found 8/16![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 10/2212:45 pm -
Nonstop2h 52m
Sun 10/256:00 am -
Nonstop2h 17m
Deal found 8/15![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:16 pm -
Nonstop3h 04m
Wed 9/27:55 am -
Nonstop2h 29m
Deal found 8/16![Delta logo]()
$255
This JetBlue deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:45 pm -
1 stop9h 23m
Mon 10/58:24 pm -
Nonstop2h 59m
Deal found 8/17![JetBlue logo]()
$258
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 10/2212:45 pm -
Nonstop2h 52m
Fri 10/237:30 am -
Nonstop2h 31m
Deal found 8/15![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:30 am -
Nonstop2h 54m
Wed 9/167:30 pm -
Nonstop2h 39m
Deal found 8/17![Delta logo]()
$255
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:30 am -
2 stops6h 35m
Tue 9/293:10 pm -
2 stops6h 10m
Deal found 8/16![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:15 pm -
Nonstop2h 35m
Sat 9/192:35 pm -
Nonstop2h 32m
Deal found 8/15![Delta logo]()
$257
This American Airlines deal was found by Cheapflights users on 8/15. 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 9/510:29 am -
1 stop6h 41m
Sat 9/1911:31 am -
1 stop6h 59m
Deal found 8/15![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/13. 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 9/310:38 am -
Nonstop2h 51m
Sun 9/65:00 am -
1 stop6h 43m
Deal found 8/13![United Airlines logo]()
$278
This Southwest deal was found by Cheapflights users on 8/13. 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 9/151:20 pm -
2 stops9h 00m
Sat 9/195:45 am -
2 stops7h 25m
Deal found 8/13![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am -
1 stop5h 04m
Wed 10/76:35 pm -
Nonstop2h 27m
Deal found 8/16![Delta logo]()
$267
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:17 pm -
1 stop6h 07m
Sun 9/205:49 am -
1 stop5h 40m
Deal found 8/17![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:42 pm -
Nonstop2h 58m
Thu 9/249:24 pm -
Nonstop2h 30m
Deal found 8/16![United Airlines logo]()
$278
This JetBlue deal was found by Cheapflights users on 8/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:30 am -
Nonstop2h 32m
Sun 10/1111:25 am -
Nonstop2h 39m
Deal found 8/13![JetBlue logo]()
$337
This Southwest deal was found by Cheapflights users on 8/14. 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 8/292:20 pm -
1 stop7h 15m
Mon 8/317:00 am -
2 stops6h 55m
Deal found 8/14![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:23 pm -
1 stop5h 55m
Sat 10/3111:31 am -
2 stops6h 58m
Deal found 8/13![American Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:00 am -
1 stop6h 36m
Sat 9/122:35 pm -
Nonstop2h 32m
Deal found 8/17![Delta logo]()
$292
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 9/510:38 am -
1 stop6h 09m
Tue 9/86:47 pm -
1 stop5h 23m
Deal found 8/14![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:30 pm -
1 stop5h 25m
Mon 11/910:15 am -
1 stop5h 55m
Deal found 8/17![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 8/14. 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.
Sun 10/187:30 am -
Nonstop2h 54m
Fri 10/237:10 pm -
Nonstop2h 43m
Deal found 8/14![Delta logo]()
$296
This Southwest deal was found by Cheapflights users on 8/14. 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 11/135:35 am -
2 stops9h 35m
Sat 11/146:40 am -
1 stop9h 25m
Deal found 8/14![Southwest logo]()
$334
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 9/196:00 am -
2 stops7h 59m
Sun 9/205:00 am -
1 stop5h 17m
Deal found 8/13![United Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am -
1 stop6h 22m
Wed 9/2312:02 pm -
1 stop7h 58m
Deal found 8/17![American Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/256:00 pm -
Nonstop3h 30m
Sat 1/307:00 am -
1 stop12h 41m
Deal found 8/17![Delta logo]()
$305
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:30 am -
2 stops6h 35m
Mon 9/145:45 am -
2 stops7h 45m
Deal found 8/16![Southwest logo]()
$337
Last-minute flights from Boston to WisconsinDiscover last-minute flight deals from Boston to Wisconsin. Data last updated August 18, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Wisconsin. Data last updated August 18, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/13![Frontier logo]()
$214
This CheapOair deal was found by Cheapflights users on 8/13. 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 8/2212:45 pm -
1 stop8h 23m
Sun 9/68:20 pm -
Nonstop2h 56m
Deal found 8/13![Multiple Airlines logo]()
$223
This CheapOair deal was found by Cheapflights users on 8/13. 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.
Mon 8/2412:45 pm -
1 stop8h 14m
Tue 9/111:01 am -
Nonstop2h 27m
Deal found 8/13![Multiple Airlines logo]()
$201
This Frontier deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:45 pm -
1 stop8h 23m
Wed 9/27:44 pm -
1 stop12h 25m
Deal found 8/17![Frontier logo]()
$207
This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:45 pm -
1 stop8h 23m
Mon 8/318:20 pm -
Nonstop2h 56m
Deal found 8/12![Multiple Airlines logo]()
$215
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/14![Frontier logo]()
$219
This Frontier deal was found by Cheapflights users on 8/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:36 am -
1 stop11h 23m
Wed 9/27:44 pm -
1 stop12h 25m
Deal found 8/13![Frontier logo]()
$193
This Delta deal was found by Cheapflights users on 8/13. 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 8/278:50 pm -
Nonstop2h 54m
Wed 9/210:30 am -
Nonstop2h 29m
Deal found 8/13![Delta logo]()
$210
This Delta deal was found by Cheapflights users on 8/13. 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 8/278:50 pm -
Nonstop2h 54m
Mon 8/315:20 pm -
1 stop5h 39m
Deal found 8/13![Delta logo]()
$220
This Priceline deal was found by Cheapflights users on 8/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:45 pm -
1 stop8h 14m
Fri 8/289:10 pm -
1 stop10h 59m
Deal found 8/13![Frontier logo]()
$221
This Southwest deal was found by Cheapflights users on 8/13. 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 9/55:30 am -
1 stop11h 15m
Sat 9/123:25 pm -
1 stop5h 20m
Deal found 8/13![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 8/13. 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 9/95:35 am -
1 stop5h 05m
Wed 9/94:25 pm -
1 stop4h 55m
Deal found 8/13![Southwest logo]()
$216
One-way flights from Boston to WisconsinSearch for one-way flight options from Boston to Wisconsin. Find affordable one-way fares based on user searches. Data last updated August 18, 2026.
Search for one-way flight options from Boston to Wisconsin. Find affordable one-way fares based on user searches. Data last updated August 18, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:55 am -
Nonstop2h 51m
Deal found 8/12![JetBlue logo]()
$103
This KAYAK deal was found by Cheapflights users on 8/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:25 pm -
Nonstop2h 54m
Deal found 8/13![Delta logo]()
$104
This Delta deal was found by Cheapflights users on 8/12. 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.
Fri 9/48:50 pm -
Nonstop2h 54m
Deal found 8/12![Delta logo]()
$105
This Super.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:36 am -
1 stop12h 23m
Deal found 8/16![Frontier logo]()
$106
This Southwest deal was found by Cheapflights users on 8/13. 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 9/125:30 am -
1 stop6h 50m
Deal found 8/13![Southwest logo]()
$108
This Super.com deal was found by Cheapflights users on 8/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:45 pm -
1 stop8h 23m
Deal found 8/14![Frontier logo]()
$108
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:11 am -
1 stop9h 57m
Deal found 8/14![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 8/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/612:45 pm -
1 stop8h 19m
Deal found 8/14![Frontier logo]()
$109
This KAYAK deal was found by Cheapflights users on 8/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 pm -
1 stop6h 57m
Deal found 8/13![Delta logo]()
$110
This Super.com deal was found by Cheapflights users on 8/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:00 pm -
1 stop6h 56m
Deal found 8/13![JetBlue logo]()
$111
This Southwest deal was found by Cheapflights users on 8/13. 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.
Thu 11/122:25 pm -
2 stops9h 40m
Deal found 8/13![Southwest logo]()
$114
This Super.com deal was found by Cheapflights users on 8/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:00 pm -
1 stop6h 56m
Deal found 8/12![JetBlue logo]()
$114
Find flight deals from Boston to Wisconsin
Keep the following information in mind while searching for Boston to Wisconsin flight deals. Data was last updated August 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $163 (Cheapflightsfares) |
One-way from | $103 (Cheapflightsfares) |
Popular in | November |
Cheapest in | August |
Average price | $274 |
Good round-trip deal | $150 or less |
Good one-way deal | $198 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Wisconsin 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 2,558,603 searches. Data last updated August 18, 2026.
Use the filters below to find and compare flights from Boston to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Mon 9/28
8:30 pm-10:29 pm
Nonstop2h 59m
Chicago O'Hare Intl
Tue 9/29
12:46 pm-4:21 pm
Nonstop2h 35m
$165
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Fri 9/4
8:50 pm-10:44 pm
Nonstop2h 54m
Chicago O'Hare Intl
Sat 9/5
5:18 pm-11:59 pm
1 stop5h 41m
$197
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sat 9/5
11:00 am-12:54 pm
Nonstop2h 54m
Chicago O'Hare Intl
Tue 9/8
8:20 pm-12:16 am
Nonstop2h 56m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Thu 10/22
12:45 pm-2:37 pm
Nonstop2h 52m
Chicago O'Hare Intl
Sun 10/25
6:00 am-9:17 am
Nonstop2h 17m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Tue 9/1
4:16 pm-6:20 pm
Nonstop3h 04m
Chicago O'Hare Intl
Wed 9/2
7:55 am-11:24 am
Nonstop2h 29m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Thu 10/22
12:45 pm-2:37 pm
Nonstop2h 52m
Chicago O'Hare Intl
Fri 10/23
7:30 am-11:01 am
Nonstop2h 31m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sat 9/12
7:30 am-9:24 am
Nonstop2h 54m
Chicago O'Hare Intl
Wed 9/16
7:30 pm-11:09 pm
Nonstop2h 39m
$255
Quickest round-trip
BostonMilwaukee
BOS Boston Logan Intl - MKE Milwaukee-Mitchell
BOSMKE
Boston Logan Intl
Sat 9/12
12:15 pm-1:50 pm
Nonstop2h 35m
Milwaukee-Mitchell
Sat 9/19
2:35 pm-6:07 pm
Nonstop2h 32m
$257
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Thu 10/1
2:45 pm-11:08 pm
1 stop9h 23m
Chicago O'Hare Intl
Mon 10/5
8:24 pm-12:23 am
Nonstop2h 59m
$258
BostonMilwaukee
BOS Boston Logan Intl - MKE Milwaukee-Mitchell
BOSMKE
Boston Logan Intl
Wed 9/30
6:00 am-10:04 am
1 stop5h 04m
Milwaukee-Mitchell
Wed 10/7
6:35 pm-10:02 pm
Nonstop2h 27m
$267
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Boston to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Boston with our price prediction graph.
BOS-ORD
BOS-MKE
BOS-CWA
BOS-MSP
BOS-LSE
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 Boston to Wisconsin
BOS-USWI
BOS-ORD
BOS-MKE
BOS-CWA
BOS-MSP
What is the cheapest month to book a flight from Boston to Wisconsin?
Currently, January is the cheapest month in which you can book a flight from Boston to Wisconsin (average of $314). Flying from Boston to Wisconsin in April is currently the most expensive (average of $451). 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 BOS to WI?
Find hourly flight availability from Boston to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2026.
It’s optimal to fly from Boston to Wisconsin at noon. By choosing this option you can save up to 5% on the cost of your flight, compared to a flight in the morning.
Weekly flight availability from Boston to Wisconsin
Explore weekly flight availability from Boston to Wisconsin. 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 August 18, 2026.
The most flights from BOS to USWI are scheduled on a Tuesday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Boston to Wisconsin?
Airfare is typical for this route at the moment.
Boston to Wisconsin flights typically cost between $209 and $387 in September.The cheapest round-trip price found within the last 5 days was $216 on Southwest (Sep 9-Sep 9).
How far ahead should I book a flight from Boston to Wisconsin?
The price you pay for your flight from Boston to Wisconsin may vary depending on when you book. For the best chance of a lower fare, look to book 33 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 Boston to Wisconsin?
Use this chart to determine the cheapest time to fly round-trip from Boston to Wisconsin. Price data was last updated on August 15, 2026.
Travelers seeking maximum savings on their Boston to Wisconsin flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated August 18, 2026.
Read through reviews of airlines operating flights from Boston to Wisconsin, such as Southwest,Delta, andUnited Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Boston to Wisconsin. 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 Boston to Wisconsin
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Complete your trip
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Wisconsin by cabin class
Find flights from Boston to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Wisconsin flights
Browse other Boston and Wisconsin flight options. Last updated on August 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Boston to Wisconsin flights
Consider these flights traveling from Boston to Wisconsin.
Top 5 airlines flying from Boston to Wisconsin
Discover the top 5 airlines that operate flights from Boston to Wisconsin. 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 2,558,603 searches. Data last updated August 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$113 | Average$253 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$125 | Average$426 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$186 | Average$419 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$196 | Average$457 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$207 | Average$296 | FlexibilityNo cancel fee | On-time63% |