$97+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Jul 27 — Aug 31
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 June 27, 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 June 27, 2026.
This JetBlue deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Mon 8/105:01 am
BOS
- ORD
1 stop4h 51m
JetBlue
Sat 8/159:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Deal found 6/22![JetBlue logo]()
$177
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/158:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Thu 7/169:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/25![United Airlines logo]()
$178
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/98:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Wed 7/1510:30 am
ORD
- BOS
Nonstop2h 37m
United Airlines
Deal found 6/22![United Airlines logo]()
$179
This JetBlue deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Tue 7/142:45 pm
BOS
- ORD
1 stop8h 13m
JetBlue
Sat 7/181:09 pm
ORD
- BOS
Nonstop2h 34m
JetBlue
Deal found 6/22![JetBlue logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Wed 7/158:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Wed 7/226:00 am
ORD
- BOS
1 stop7h 22m
JetBlue
Deal found 6/23![JetBlue logo]()
$181
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/318:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Wed 8/510:30 am
ORD
- BOS
Nonstop2h 29m
Delta
Deal found 6/23![Delta logo]()
$183
This United Airlines deal was found by Cheapflights users on 6/26. 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.
Sun 7/266:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Wed 7/296:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 6/26![United Airlines logo]()
$184
This JetBlue deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 8/154:43 pm
BOS
- ORD
1 stop6h 15m
JetBlue
Tue 8/189:35 am
ORD
- BOS
1 stop6h 42m
JetBlue
Deal found 6/22![JetBlue logo]()
$185
This Super.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/155:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Mon 7/208:10 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/25![JetBlue logo]()
$186
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/133:13 pm
BOS
- ORD
Nonstop2h 52m
United Airlines
Thu 7/169:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/25![United Airlines logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Sat 8/158:41 am
BOS
- ORD
1 stop8h 36m
JetBlue
Wed 8/198:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/23![JetBlue logo]()
$188
This American Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/83:28 pm
BOS
- MKE
1 stop7h 53m
American Airlines
Wed 7/156:00 am
MKE
- BOS
1 stop5h 03m
American Airlines
Deal found 6/24![American Airlines logo]()
$197
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 June 27, 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 June 27, 2026.
This JetBlue deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Tue 8/1112:44 pm
BOS
- ORD
1 stop5h 51m
JetBlue
Thu 8/139:35 am
ORD
- BOS
1 stop6h 32m
JetBlue
Deal found 6/23![JetBlue logo]()
$177
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/146:43 pm
BOS
- ORD
Nonstop2h 57m
United Airlines
Fri 7/177:45 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 6/24![United Airlines logo]()
$178
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/78:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Mon 7/137:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 6/23![Delta logo]()
$200
This Southwest deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/253:20 pm
BOS
- MKE
1 stop7h 05m
Southwest
Mon 8/317:00 am
MKE
- BOS
2 stops6h 55m
Southwest
Deal found 6/24![Southwest logo]()
$292
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 10/2812:18 pm
BOS
- CWA
1 stop6h 31m
American Airlines
Sat 10/319:44 am
CWA
- BOS
1 stop4h 18m
American Airlines
Deal found 6/25![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/238:15 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Tue 7/286:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 6/22![United Airlines logo]()
$180
This JetBlue deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/198:15 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Mon 8/246:00 am
ORD
- BOS
1 stop7h 43m
JetBlue
Deal found 6/25![JetBlue logo]()
$188
This KAYAK deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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.
Wed 7/225:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Thu 7/239:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/25![United Airlines logo]()
$180
This Delta deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/304:15 pm
BOS
- ORD
Nonstop3h 04m
Delta
Thu 8/67:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Deal found 6/21![Delta logo]()
$211
This JetBlue deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Fri 9/115:00 pm
BOS
- ORD
Nonstop3h 22m
JetBlue
Mon 9/148:24 pm
ORD
- BOS
Nonstop2h 34m
JetBlue
Deal found 6/24![JetBlue logo]()
$207
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/95:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Tue 7/147:33 am
ORD
- BOS
Nonstop2h 32m
United Airlines
Deal found 6/22![United Airlines logo]()
$189
This United Airlines deal was found by Cheapflights users on 6/26. 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.
Thu 7/306:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Mon 8/39:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/26![United Airlines logo]()
$195
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/317:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Sat 8/19:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/24![United Airlines logo]()
$203
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 8/2811:53 am
BOS
- MSP
Nonstop3h 12m
Delta
Sat 9/53:19 pm
MSP
- BOS
Nonstop2h 56m
Delta
Deal found 6/22![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 10/209:23 am
BOS
- ORD
Nonstop2h 52m
United Airlines
Sat 10/249:00 am
ORD
- BOS
1 stop4h 35m
United Airlines
Deal found 6/23![United Airlines logo]()
$207
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/217:17 pm
BOS
- CWA
1 stop5h 39m
American Airlines
Sat 9/54:40 pm
CWA
- BOS
1 stop6h 18m
American Airlines
Deal found 6/25![American Airlines logo]()
$344
This Southwest deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/132:15 pm
BOS
- MKE
2 stops7h 00m
Southwest
Mon 8/177:00 am
MKE
- BOS
2 stops6h 55m
Southwest
Deal found 6/25![Southwest logo]()
$347
This JetBlue deal was found by Cheapflights users on 6/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Fri 7/319:35 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 6/26![JetBlue logo]()
$287
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:55 am
BOS
- MSP
Nonstop3h 10m
Delta
Mon 10/53:55 pm
MSP
- BOS
1 stop5h 48m
Delta
Deal found 6/24![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 8/117:17 pm
BOS
- LSE
1 stop6h 05m
American Airlines
Tue 8/185:20 pm
LSE
- BOS
1 stop5h 39m
American Airlines
Deal found 6/22![American Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 10/86:55 am
BOS
- MSP
1 stop9h 34m
Delta
Mon 10/126:30 pm
MSP
- BOS
Nonstop2h 54m
Delta
Deal found 6/25![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/142:15 pm
BOS
- MSP
2 stops8h 05m
Southwest
Sun 8/165:05 am
MSP
- BOS
1 stop5h 20m
Southwest
Deal found 6/25![Southwest logo]()
$374
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 8/297:05 am
BOS
- MSP
2 stops10h 05m
Southwest
Wed 9/212:25 pm
MSP
- BOS
2 stops8h 00m
Southwest
Deal found 6/21![Southwest logo]()
$378
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/126:20 am
BOS
- MSP
1 stop8h 01m
Delta
Sun 8/165:25 am
MSP
- BOS
1 stop6h 20m
Delta
Deal found 6/25![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/226:43 pm
BOS
- MKE
1 stop4h 46m
United Airlines
Tue 7/285:00 am
MKE
- BOS
2 stops8h 40m
United Airlines
Deal found 6/24![United Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/155:38 pm
BOS
- CWA
1 stop7h 41m
American Airlines
Sat 7/185:42 am
CWA
- BOS
2 stops9h 47m
American Airlines
Deal found 6/21![American Airlines logo]()
$415
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 8/268:30 am
BOS
- MSP
2 stops8h 20m
Southwest
Sat 8/296:00 am
MSP
- BOS
2 stops8h 50m
Southwest
Deal found 6/23![Southwest logo]()
$378
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/315:30 am
BOS
- MKE
1 stop4h 09m
Delta
Sat 8/12:12 pm
MKE
- BOS
Nonstop2h 22m
Delta
Deal found 6/25![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/1210:50 am
BOS
- MSP
2 stops8h 50m
Southwest
Sun 8/165:05 am
MSP
- BOS
2 stops6h 35m
Southwest
Deal found 6/25![Southwest logo]()
$379
This Delta deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/155:55 am
BOS
- ATW
1 stop5h 52m
Delta
Sat 7/185:20 pm
ATW
- BOS
1 stop5h 39m
Delta
Deal found 6/21![Delta logo]()
$323
Last-minute flights from Boston to WisconsinDiscover last-minute flight deals from Boston to Wisconsin. Data last updated June 27, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Wisconsin. Data last updated June 27, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/98:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Wed 7/1510:30 am
ORD
- BOS
Nonstop2h 37m
United Airlines
Deal found 6/22![United Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Wed 7/296:59 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 6/26![Delta logo]()
$187
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/144:15 pm
BOS
- ORD
Nonstop3h 04m
Delta
Wed 7/297:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 6/26![Delta logo]()
$180
This JetBlue deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Tue 7/145:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Sat 7/186:00 am
ORD
- BOS
1 stop7h 24m
JetBlue
Deal found 6/22![JetBlue logo]()
$185
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Thu 7/303:19 pm
ORD
- BOS
Nonstop2h 40m
Delta
Deal found 6/26![Delta logo]()
$188
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/158:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Thu 7/169:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/25![United Airlines logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Wed 7/158:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Sat 7/189:41 am
ORD
- BOS
1 stop6h 36m
JetBlue
Deal found 6/23![JetBlue logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 6/26. 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.
Wed 7/154:31 pm
BOS
- ORD
1 stop6h 27m
JetBlue
Wed 7/226:00 am
ORD
- BOS
1 stop7h 22m
JetBlue
Deal found 6/26![JetBlue logo]()
$182
This Super.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/155:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Mon 7/208:10 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/25![JetBlue logo]()
$186
This JetBlue deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/224:31 pm
BOS
- ORD
1 stop6h 27m
JetBlue
Fri 7/315:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Deal found 6/21![JetBlue logo]()
$177
This United Airlines deal was found by Cheapflights users on 6/26. 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.
Sun 7/266:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Wed 7/296:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 6/26![United Airlines logo]()
$184
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/318:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Tue 8/47:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Deal found 6/26![Delta logo]()
$183
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 June 27, 2026.
Search for one-way flight options from Boston to Wisconsin. Find affordable one-way fares based on user searches. Data last updated June 27, 2026.
This Super.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 9/236:55 am
BOS
- ORD
1 stop5h 52m
JetBlue
Deal found 6/21![JetBlue logo]()
$97
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Sat 10/35:00 pm
BOS
- ORD
Nonstop3h 22m
JetBlue
Deal found 6/23![JetBlue logo]()
$98
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/96:43 pm
BOS
- MKE
1 stop4h 46m
United Airlines
Deal found 6/25![United Airlines logo]()
$99
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 9/196:00 pm
BOS
- ORD
Nonstop2h 59m
Delta
Deal found 6/23![Delta logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 9/284:00 pm
BOS
- ORD
1 stop7h 06m
JetBlue
Deal found 6/24![JetBlue logo]()
$100
This JetBlue deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 11/127:05 am
BOS
- ORD
1 stop5h 51m
JetBlue
Deal found 6/25![JetBlue logo]()
$101
This Super.com deal was found by Cheapflights users on 6/26. 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.
Fri 7/108:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Deal found 6/26![JetBlue logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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.
Sat 9/198:45 am
BOS
- MKE
Nonstop2h 50m
JetBlue
Deal found 6/21![JetBlue logo]()
$103
This Cheapflightsfares deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 9/105:00 pm
BOS
- ORD
Nonstop3h 22m
JetBlue
Deal found 6/22![JetBlue logo]()
$103
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 9/258:50 pm
BOS
- ORD
Nonstop2h 42m
Delta
Deal found 6/23![Delta logo]()
$104
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/98:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Deal found 6/23![Delta logo]()
$105
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/712:35 pm
BOS
- ORD
1 stop5h 27m
United Airlines
Deal found 6/23![United Airlines logo]()
$106
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 June 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $177 (JetBlue) |
One-way from | $97 (Super.com) |
Popular in | November |
Cheapest in | September |
Average price | $286 |
Good round-trip deal | $179 or less |
Good one-way deal | $128 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 June 27, 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 - ORD
BOSORD
Boston Logan Intl
Tue 8/11
12:44 pm-5:35 pm
1 stop5h 51m
Chicago O'Hare Intl
Thu 8/13
9:35 am-5:07 pm
1 stop6h 32m
$177
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/14
6:43 pm-8:40 pm
Nonstop2h 57m
Chicago O'Hare Intl
Fri 7/17
7:45 pm-11:21 pm
Nonstop2h 36m
$178
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 7/23
8:15 pm-10:15 pm
Nonstop3h 00m
Chicago O'Hare Intl
Tue 7/28
6:00 am-11:16 am
1 stop4h 16m
$180
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 7/22
5:45 am-9:36 am
1 stop4h 51m
Chicago O'Hare Intl
Thu 7/23
9:41 pm-1:14 am
Nonstop2h 33m
$180
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 8/19
8:15 am-10:11 am
Nonstop2h 56m
Chicago O'Hare Intl
Mon 8/24
6:00 am-2:43 pm
1 stop7h 43m
$188
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 7/9
5:45 am-9:36 am
1 stop4h 51m
Chicago O'Hare Intl
Tue 7/14
7:33 am-11:05 am
Nonstop2h 32m
$189
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 7/30
6:00 am-7:58 am
Nonstop2h 58m
Chicago O'Hare Intl
Mon 8/3
9:41 pm-1:14 am
Nonstop2h 33m
$195
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/7
8:45 pm-10:39 pm
Nonstop2h 54m
Chicago O'Hare Intl
Mon 7/13
7:25 pm-11:00 pm
Nonstop2h 35m
$200
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 7/31
7:19 am-9:17 am
Nonstop2h 58m
Chicago O'Hare Intl
Sat 8/1
9:41 pm-1:14 am
Nonstop2h 33m
$203
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 9/11
5:00 pm-7:22 pm
Nonstop3h 22m
Chicago O'Hare Intl
Mon 9/14
8:24 pm-11:58 pm
Nonstop2h 34m
$207
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-MSP
BOS-ATW
BOS-GRB
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-MSP
BOS-ATW
What is the cheapest month to book a flight from Boston to Wisconsin?
Currently, April is the cheapest month in which you can book a flight from Boston to Wisconsin (average of $68). Flying from Boston to Wisconsin in March is currently the most expensive (average of $207). 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 June 27, 2026.
It’s optimal to fly from Boston to Wisconsin at noon. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the afternoon.
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 June 27, 2026.
The most flights from BOS to USWI are scheduled on a Wednesday (8 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 Boston to Wisconsin?
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 66 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 June 20, 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 afternoons 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 June 27, 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.
Comfort
8.0
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Boston to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
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 June 27, 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 June 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$248 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$127 | Average$413 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$276 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$176 | Average$457 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$206 | Average$459 | FlexibilityNo cancel fee | On-time71% |