$107+ Cheap flights from Wisconsin to Boston (BOS)
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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Sep 30 — Oct 71
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to Boston with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from 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 August 31, 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 August 31, 2026.
This CheapOair deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/225:54 pm -
1 stop16h 08m
Tue 10/2712:15 pm -
1 stop7h 30m
Deal found 8/26![Frontier logo]()
$197
This Priceline deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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.
Sat 9/269:38 am -
Nonstop2h 28m
Tue 9/2912:52 pm -
1 stop6h 31m
Deal found 8/27![Multiple Airlines logo]()
$198
This CheapOair deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 10/226:58 pm -
1 stop15h 04m
Mon 10/269:59 am -
Nonstop3h 00m
Deal found 8/27![Multiple Airlines logo]()
$203
This Super.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:50 pm -
1 stop17h 32m
Sat 9/1912:54 pm -
1 stop6h 29m
Deal found 8/27![Frontier logo]()
$206
This Priceline deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/301:00 pm -
Nonstop2h 48m
Sat 10/3111:27 am -
1 stop7h 49m
Deal found 8/26![Multiple Airlines logo]()
$207
This CheapOair deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/109:00 am -
1 stop25h 02m
Mon 10/196:55 am -
Nonstop2h 52m
Deal found 8/26![Multiple Airlines logo]()
$208
This CheapOair deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/193:50 pm -
1 stop18h 08m
Mon 9/2112:54 pm -
1 stop6h 29m
Deal found 8/27![Frontier logo]()
$210
This CheapOair deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/233:50 pm -
1 stop17h 32m
Wed 9/307:00 am -
Nonstop2h 48m
Deal found 8/27![Multiple Airlines logo]()
$212
This Cheapflightsfares deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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.
Thu 10/229:38 am -
Nonstop2h 28m
Mon 10/269:59 am -
Nonstop3h 00m
Deal found 8/26![JetBlue logo]()
$215
This deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/179:38 am -
Nonstop2h 28m
Thu 10/224:11 pm -
1 stop6h 59m
Deal found 8/27![JetBlue logo]()
$216
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 10/77:25 am -
Nonstop2h 35m
Sat 10/107:40 pm -
Nonstop2h 51m
Deal found 8/27![Delta logo]()
$217
This CheapOair deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 10/2210:15 am -
1 stop23h 47m
Sat 10/2411:47 am -
1 stop22h 33m
Deal found 8/27![Frontier logo]()
$258
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 August 31, 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 August 31, 2026.
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:05 pm -
Nonstop2h 39m
Sun 10/117:30 am -
Nonstop2h 54m
Deal found 8/28![Delta logo]()
$275
This United Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/249:24 pm -
Nonstop2h 30m
Sat 9/2610:36 am -
Nonstop2h 53m
Deal found 8/30![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 11/71:45 pm -
2 stops7h 15m
Wed 11/112:35 pm -
2 stops8h 35m
Deal found 8/27![Southwest logo]()
$322
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/3011:31 am -
1 stop5h 14m
Thu 11/512:12 pm -
1 stop5h 09m
Deal found 8/30![American Airlines logo]()
$329
This Sun Country Air deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:55 am -
Nonstop2h 48m
Thu 10/2211:45 am -
Nonstop3h 09m
Deal found 8/26![Sun Country Air logo]()
$413
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/47:35 am -
Nonstop2h 33m
Sat 10/107:40 pm -
Nonstop2h 51m
Deal found 8/29![Delta logo]()
$275
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/266:00 am -
1 stop4h 24m
Sat 10/33:13 pm -
1 stop4h 56m
Deal found 8/29![United Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/87:25 am -
Nonstop2h 35m
Sun 10/117:30 am -
Nonstop2h 54m
Deal found 8/30![Delta logo]()
$295
This United Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 11/78:50 am -
1 stop4h 20m
Wed 11/119:12 am -
1 stop6h 46m
Deal found 8/28![United Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/3011:31 am -
1 stop5h 14m
Fri 11/65:58 pm -
1 stop7h 17m
Deal found 8/30![American Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/214:00 pm -
1 stop4h 30m
Mon 10/2610:40 am -
2 stops15h 00m
Deal found 8/30![Southwest logo]()
$333
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/2611:31 am -
1 stop5h 04m
Tue 9/295:23 pm -
2 stops8h 01m
Deal found 8/27![American Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 am -
1 stop4h 17m
Wed 9/95:01 pm -
Nonstop2h 59m
Deal found 8/26![United Airlines logo]()
$305
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/66:40 am -
1 stop6h 12m
Tue 9/157:30 am -
Nonstop2h 54m
Deal found 8/30![Delta logo]()
$305
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/22:55 pm -
1 stop8h 10m
Tue 10/66:45 am -
2 stops8h 45m
Deal found 8/26![Southwest logo]()
$340
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:24 pm -
Nonstop2h 30m
Wed 10/149:23 am -
Nonstop2h 52m
Deal found 8/26![United Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/35:07 pm -
1 stop5h 51m
Tue 10/135:50 am -
1 stop6h 48m
Deal found 8/28![Delta logo]()
$311
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 12/109:00 am -
2 stops9h 00m
Sat 12/127:15 am -
1 stop5h 45m
Deal found 8/29![Southwest logo]()
$354
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 10/87:30 am -
Nonstop2h 31m
Sun 10/115:45 am -
1 stop4h 53m
Deal found 8/27![United Airlines logo]()
$310
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates ” 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 9/166:47 pm -
1 stop4h 11m
Sat 9/1912:15 pm -
Nonstop2h 35m
Deal found 8/27![Delta logo]()
$312
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/612:23 pm -
1 stop7h 36m
Wed 10/147:23 pm -
1 stop5h 36m
Deal found 8/30![American Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 05m
Mon 10/2610:40 am -
2 stops15h 00m
Deal found 8/29![Southwest logo]()
$373
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 11/78:30 pm -
Nonstop2h 28m
Mon 11/96:00 am -
2 stops9h 54m
Deal found 8/26![United Airlines logo]()
$312
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/1910:25 am -
1 stop7h 50m
Wed 9/236:00 pm -
1 stop5h 18m
Deal found 8/27![Delta logo]()
$315
This American Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:22 pm -
1 stop5h 23m
Tue 10/67:00 am -
1 stop5h 53m
Deal found 8/29![American Airlines logo]()
$405
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/94:35 pm -
2 stops6h 35m
Tue 10/135:40 pm -
1 stop5h 45m
Deal found 8/29![Southwest logo]()
$377
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 8/29![Delta logo]()
$315
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 10/294:55 pm -
1 stop5h 34m
Tue 11/36:00 am -
1 stop7h 15m
Deal found 8/27![United Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/35:55 am -
2 stops9h 47m
Sun 9/61:01 pm -
1 stop6h 24m
Deal found 8/27![American Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/184:16 pm -
1 stop6h 43m
Sun 9/205:55 am -
1 stop6h 27m
Deal found 8/28![Delta logo]()
$319
Last-minute flights from Wisconsin to BostonDiscover last-minute flight deals from Wisconsin to Boston. Data last updated August 31, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Boston. Data last updated August 31, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/57:44 pm -
1 stop12h 25m
Tue 9/2912:52 pm -
1 stop6h 31m
Deal found 8/27![Frontier logo]()
$228
This CheapOair deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/51:49 pm -
Nonstop3h 10m
Tue 9/2912:52 pm -
1 stop6h 31m
Deal found 8/27![Multiple Airlines logo]()
$246
This Frontier deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/57:44 pm -
1 stop12h 25m
Fri 9/1112:54 pm -
1 stop6h 29m
Deal found 8/27![Frontier logo]()
$257
This Frontier deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/57:44 pm -
1 stop12h 25m
Sun 9/612:45 pm -
1 stop8h 19m
Deal found 8/26![Frontier logo]()
$258
This CheapOair deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/57:44 pm -
1 stop12h 25m
Sat 9/1911:36 am -
1 stop23h 44m
Deal found 8/29![Frontier logo]()
$260
This KAYAK deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/78:20 pm -
Nonstop2h 56m
Wed 9/97:00 am -
Nonstop2h 48m
Deal found 8/26![JetBlue logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/93:50 pm -
1 stop17h 32m
Sat 9/1212:54 pm -
1 stop6h 29m
Deal found 8/26![Frontier logo]()
$235
This CheapOair deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/93:50 pm -
1 stop17h 32m
Sat 9/125:00 pm -
Nonstop3h 01m
Deal found 8/26![Multiple Airlines logo]()
$252
This CheapOair deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/93:50 pm -
1 stop17h 32m
Thu 9/105:00 pm -
Nonstop3h 01m
Deal found 8/26![Multiple Airlines logo]()
$254
This Cheapflightsfares deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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.
Thu 9/109:38 am -
Nonstop2h 28m
Mon 9/147:00 am -
Nonstop2h 48m
Deal found 8/27![JetBlue logo]()
$266
This CheapOair deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/1010:10 am -
1 stop23h 41m
Sat 9/1211:36 am -
1 stop22h 46m
Deal found 8/30![Frontier logo]()
$278
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/236:00 am -
1 stop9h 55m
Wed 9/308:25 am -
1 stop9h 50m
Deal found 8/26![American Airlines logo]()
$283
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 August 31, 2026.
Search for one-way flight options from Wisconsin to Boston. Find affordable one-way fares based on user searches. Data last updated August 31, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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.
Mon 9/288:24 pm -
Nonstop2h 45m
Deal found 8/26![JetBlue logo]()
$107
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/136:00 am -
Nonstop2h 37m
Deal found 8/26![American Airlines logo]()
$108
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:35 pm -
Nonstop2h 45m
Deal found 8/27![Delta logo]()
$109
This Jetabroad deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:38 am -
Nonstop2h 28m
Deal found 8/26![JetBlue logo]()
$110
This Jetabroad deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:38 pm -
1 stop7h 11m
Deal found 8/28![JetBlue logo]()
$111
This Super.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:50 pm -
1 stop17h 32m
Deal found 8/26![Frontier logo]()
$112
This Jettzy deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:59 am -
1 stop5h 22m
Deal found 8/27![JetBlue logo]()
$113
This Super.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:50 pm -
1 stop17h 32m
Deal found 8/28![Frontier logo]()
$115
This Cheapflightsfares deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 10/98:00 pm -
Nonstop2h 58m
Deal found 8/27![JetBlue logo]()
$116
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:24 pm -
Nonstop2h 30m
Deal found 8/27![United Airlines logo]()
$118
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:05 am -
1 stop4h 42m
Deal found 8/26![United Airlines logo]()
$119
This CheapOair deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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.
Sun 9/2710:10 am -
1 stop23h 41m
Deal found 8/28![Frontier logo]()
$122
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 August 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $197 (CheapOair) |
One-way from | $107 (Cheapflightsfares) |
Popular in | November |
Cheapest in | May |
Average price | $274 |
Good round-trip deal | $227 or less |
Good one-way deal | $151 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 August 31, 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
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Tue 10/6
3:05 pm-6:44 pm
Nonstop2h 39m
Boston Logan Intl
Sun 10/11
7:30 am-9:24 am
Nonstop2h 54m
$275
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Sun 10/4
7:35 am-11:08 am
Nonstop2h 33m
Boston Logan Intl
Sat 10/10
7:40 pm-9:31 pm
Nonstop2h 51m
$275
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Thu 10/8
7:25 am-11:00 am
Nonstop2h 35m
Boston Logan Intl
Sun 10/11
7:30 am-9:24 am
Nonstop2h 54m
$295
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Thu 9/24
9:24 pm-12:54 am
Nonstop2h 30m
Boston Logan Intl
Sat 9/26
10:36 am-12:29 pm
Nonstop2h 53m
$297
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Sat 9/26
6:00 am-11:24 am
1 stop4h 24m
Boston Logan Intl
Sat 10/3
3:13 pm-7:09 pm
1 stop4h 56m
$297
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Sat 11/7
8:50 am-2:10 pm
1 stop4h 20m
Boston Logan Intl
Wed 11/11
9:12 am-2:58 pm
1 stop6h 46m
$297
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Wed 9/9
6:00 am-11:17 am
1 stop4h 17m
Boston Logan Intl
Wed 9/9
5:01 pm-7:00 pm
Nonstop2h 59m
$305
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Sun 9/6
6:40 am-1:52 pm
1 stop6h 12m
Boston Logan Intl
Tue 9/15
7:30 am-9:24 am
Nonstop2h 54m
$305
Quickest round-trip
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Fri 10/9
9:24 pm-12:54 am
Nonstop2h 30m
Boston Logan Intl
Wed 10/14
9:23 am-11:15 am
Nonstop2h 52m
$306
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Thu 10/8
7:30 am-11:01 am
Nonstop2h 31m
Boston Logan Intl
Sun 10/11
5:45 am-9:38 am
1 stop4h 53m
$310
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.
ORD-BOS
MSP-BOS
LSE-BOS
ATW-BOS
MKE-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
ORD-BOS
MSP-BOS
LSE-BOS
ATW-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 $306). Flying from Wisconsin to Boston in February is currently the most expensive (average of $427). 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 August 31, 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 22% 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 August 31, 2026.
The most flights from USWI to BOS are scheduled on a Friday (9 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Wisconsin to Boston?
Airfare is typical for this route at the moment.
Wisconsin to Boston flights typically cost between $210 and $354 in October.The cheapest round-trip price found within the last 5 days was $258 on Frontier (Oct 22-Oct 24).
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 August 29, 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. Tuesday 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
Seekonk
Cranston
Dedham
Warwick
Peabody
Pawtucket
Auburn
Chelsea
York Beach
Londonderry
Revere
Fitchburg
North Falmouth
Swansea
Braintree
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
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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 August 31, 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 August 31, 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 August 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$246 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$389 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$186 | Average$381 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$186 | Average$403 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$191 | Average$334 | FlexibilityNo cancel fee | On-time63% |