$95+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Jul 10 — Jul 171
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 10, 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 10, 2026.
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Sun 7/56:05 am
ORD
- BOS
Nonstop2h 24m
United Airlines
Deal found 6/9![United Airlines logo]()
$182
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Sun 7/196:59 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 6/10![Delta logo]()
$183
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Mon 8/176:00 am
ORD
- BOS
1 stop4h 21m
JetBlue
Deal found 6/7![JetBlue logo]()
$184
This JetBlue deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Wed 8/196:00 am
ORD
- BOS
1 stop7h 21m
JetBlue
Deal found 6/7![JetBlue logo]()
$185
This Cheapflightsfares deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Fri 7/245:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Deal found 6/10![JetBlue logo]()
$186
This Cheapflightsfares deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Mon 7/208:10 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/10![JetBlue logo]()
$187
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Thu 7/309:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/8![United Airlines logo]()
$188
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/95:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Tue 7/143:55 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Deal found 6/9![United Airlines logo]()
$189
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/299:50 am
BOS
- ORD
Nonstop2h 53m
United Airlines
Thu 7/29:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/8![United Airlines logo]()
$190
This JetBlue deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/214:30 pm
BOS
- ORD
1 stop6h 25m
JetBlue
Tue 8/258:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/7![JetBlue logo]()
$191
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:00 pm
BOS
- MKE
1 stop5h 34m
United Airlines
Wed 7/85:00 am
MKE
- BOS
1 stop5h 05m
United Airlines
Deal found 6/8![United Airlines logo]()
$192
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/114:43 pm
BOS
- ORD
1 stop6h 15m
JetBlue
Thu 7/238:10 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/8![JetBlue logo]()
$192
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 10, 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 10, 2026.
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Sat 8/87:30 am
ORD
- BOS
Nonstop2h 29m
Delta
Deal found 6/9![Delta logo]()
$183
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Sat 8/157:59 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Deal found 6/8![United Airlines logo]()
$189
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 8/2810:56 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Deal found 6/5![JetBlue logo]()
$192
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:05 am
BOS
- MSP
1 stop6h 05m
Southwest
Tue 8/2510:35 am
MSP
- BOS
1 stop4h 35m
Southwest
Deal found 6/10![Southwest logo]()
$269
This Sun Country Air deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:40 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Mon 6/295:50 am
MSP
- BOS
Nonstop2h 43m
Sun Country Air
Deal found 6/7![Sun Country Air logo]()
$298
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:27 pm
BOS
- CWA
1 stop4h 49m
American Airlines
Sat 10/319:44 am
CWA
- BOS
2 stops8h 24m
American Airlines
Deal found 6/5![American Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Sun 7/196:59 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 6/10![Delta logo]()
$183
This JetBlue deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/298:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Tue 7/76:00 am
ORD
- BOS
1 stop7h 43m
JetBlue
Deal found 6/7![JetBlue logo]()
$192
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:00 am
BOS
- MKE
1 stop4h 53m
United Airlines
Thu 7/97:23 pm
MKE
- BOS
1 stop4h 51m
United Airlines
Deal found 6/8![United Airlines logo]()
$197
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/35:10 pm
BOS
- ORD
1 stop5h 48m
JetBlue
Fri 8/146:00 am
ORD
- BOS
1 stop4h 21m
JetBlue
Deal found 6/5![JetBlue logo]()
$193
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:30 am
BOS
- ORD
Nonstop3h 03m
Delta
Fri 10/306:50 pm
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 6/9![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:10 pm
BOS
- ORD
Nonstop2h 54m
United Airlines
Mon 11/29:30 pm
ORD
- BOS
Nonstop2h 32m
United Airlines
Deal found 6/8![United Airlines logo]()
$215
This JetBlue deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/78:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Thu 7/910:56 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Deal found 6/9![JetBlue logo]()
$206
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Sat 8/87:30 am
ORD
- BOS
Nonstop2h 29m
Delta
Deal found 6/9![Delta logo]()
$213
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/23:13 pm
BOS
- ORD
Nonstop2h 52m
United Airlines
Mon 7/69:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/8![United Airlines logo]()
$215
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:05 pm
BOS
- ORD
Nonstop3h 12m
Delta
Mon 7/67:25 pm
ORD
- BOS
Nonstop2h 37m
Delta
Deal found 6/9![Delta logo]()
$213
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/143:00 pm
BOS
- MKE
1 stop5h 50m
Southwest
Sun 8/166:20 am
MKE
- BOS
1 stop5h 20m
Southwest
Deal found 6/5![Southwest logo]()
$317
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Fri 8/289:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 6/8![JetBlue logo]()
$247
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:00 pm
BOS
- MKE
1 stop5h 06m
Delta
Thu 7/27:20 pm
MKE
- BOS
Nonstop2h 25m
Delta
Deal found 6/7![Delta logo]()
$227
This Sun Country Air deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/2810:35 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Thu 7/27:55 pm
MSP
- BOS
Nonstop2h 45m
Sun Country Air
Deal found 6/9![Sun Country Air logo]()
$358
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:30 am
BOS
- MKE
2 stops9h 40m
United Airlines
Wed 9/25:00 am
MKE
- BOS
2 stops6h 47m
United Airlines
Deal found 6/7![United Airlines logo]()
$288
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:38 pm
BOS
- ATW
1 stop7h 32m
American Airlines
Tue 7/75:00 am
ATW
- BOS
2 stops8h 44m
American Airlines
Deal found 6/9![American Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:25 am
BOS
- MKE
2 stops6h 30m
Southwest
Tue 7/216:00 am
MKE
- BOS
2 stops8h 40m
Southwest
Deal found 6/9![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:00 pm
BOS
- MKE
1 stop6h 06m
Delta
Fri 7/37:20 pm
MKE
- BOS
Nonstop2h 25m
Delta
Deal found 6/10![Delta logo]()
$247
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:00 am
BOS
- ATW
1 stop6h 06m
American Airlines
Thu 9/2411:36 am
ATW
- BOS
1 stop4h 59m
American Airlines
Deal found 6/7![American Airlines logo]()
$389
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
BOS
- GRB
1 stop5h 01m
United Airlines
Wed 8/56:52 pm
GRB
- BOS
1 stop5h 22m
United Airlines
Deal found 6/5![United Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:38 pm
BOS
- LSE
1 stop7h 44m
American Airlines
Thu 7/912:01 pm
LSE
- BOS
1 stop5h 46m
American Airlines
Deal found 6/9![American Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/125:30 am
BOS
- MKE
1 stop4h 09m
Delta
Tue 7/146:40 pm
MKE
- BOS
1 stop4h 19m
Delta
Deal found 6/8![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:25 am
BOS
- MSP
1 stop5h 50m
Southwest
Sun 8/305:05 am
MSP
- BOS
2 stops6h 35m
Southwest
Deal found 6/6![Southwest logo]()
$434
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1312:01 pm
BOS
- GRB
1 stop7h 20m
American Airlines
Sat 6/206:04 am
GRB
- BOS
2 stops8h 59m
American Airlines
Deal found 6/10![American Airlines logo]()
$414
Last-minute flights from Boston to WisconsinDiscover last-minute flight deals from Boston to Wisconsin. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Wisconsin. Data last updated June 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/198:45 pm
BOS
- ORD
Nonstop2h 57m
Delta
Tue 6/304:00 pm
ORD
- BOS
Nonstop2h 43m
Delta
Deal found 6/5![Delta logo]()
$206
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/207:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Tue 6/233:55 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Deal found 6/6![United Airlines logo]()
$185
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/207:30 am
BOS
- ORD
Nonstop2h 58m
Delta
Wed 6/247:10 am
ORD
- BOS
Nonstop2h 36m
Delta
Deal found 6/6![Delta logo]()
$191
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/205:00 am
BOS
- ORD
Nonstop2h 58m
American Airlines
Mon 6/228:59 pm
ORD
- BOS
Nonstop2h 29m
American Airlines
Deal found 6/7![American Airlines logo]()
$197
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Tue 7/287:45 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 6/8![United Airlines logo]()
$208
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Mon 6/229:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/7![United Airlines logo]()
$212
This JetBlue deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2011:05 am
BOS
- ORD
Nonstop2h 55m
JetBlue
Wed 7/159:40 am
ORD
- BOS
1 stop8h 19m
JetBlue
Deal found 6/6![JetBlue logo]()
$213
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:00 pm
BOS
- MKE
1 stop5h 34m
United Airlines
Wed 7/85:00 am
MKE
- BOS
1 stop5h 05m
United Airlines
Deal found 6/8![United Airlines logo]()
$192
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:00 am
BOS
- MKE
1 stop4h 53m
United Airlines
Sat 7/115:29 pm
MKE
- BOS
1 stop4h 52m
United Airlines
Deal found 6/8![United Airlines logo]()
$197
This Cheapflightsfares deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Wed 7/159:35 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 6/10![JetBlue logo]()
$212
This SmartFares deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/197:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Wed 7/229:35 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 6/9![JetBlue logo]()
$211
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:27 pm
BOS
- MKE
1 stop4h 42m
American Airlines
Wed 7/296:03 pm
MKE
- BOS
1 stop4h 46m
American Airlines
Deal found 6/7![American Airlines logo]()
$199
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 10, 2026.
Search for one-way flight options from Boston to Wisconsin. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 pm
BOS
- ORD
1 stop6h 22m
United Airlines
Deal found 6/9![United Airlines logo]()
$95
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:30 am
BOS
- ORD
Nonstop2h 58m
Delta
Deal found 6/8![Delta logo]()
$96
This Super.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:43 am
BOS
- ORD
1 stop8h 32m
JetBlue
Deal found 6/10![JetBlue logo]()
$97
This Cheapflightsfares deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/78:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Deal found 6/6![JetBlue logo]()
$98
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:14 am
BOS
- MKE
1 stop7h 33m
American Airlines
Deal found 6/10![American Airlines logo]()
$99
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:05 pm
BOS
- ORD
Nonstop3h 12m
Delta
Deal found 6/5![Delta logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/7![JetBlue logo]()
$100
This JetBlue deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:40 pm
BOS
- ORD
1 stop7h 12m
JetBlue
Deal found 6/7![JetBlue logo]()
$101
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/188:41 am
BOS
- ORD
1 stop8h 35m
JetBlue
Deal found 6/7![JetBlue logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:00 pm
BOS
- ORD
Nonstop3h 22m
JetBlue
Deal found 6/9![JetBlue logo]()
$103
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:50 pm
BOS
- MKE
1 stop4h 46m
United Airlines
Deal found 6/5![United Airlines logo]()
$104
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:30 am
BOS
- ORD
Nonstop2h 54m
Delta
Deal found 6/10![Delta logo]()
$104
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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $182 (United Airlines) |
One-way from | $95 (United Airlines) |
Popular in | November |
Cheapest in | September |
Average price | $287 |
Good round-trip deal | $143 or less |
Good one-way deal | $123 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 10, 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
Sat 8/1
7:30 am-9:26 am
Nonstop2h 56m
Chicago O'Hare Intl
Sat 8/8
7:30 am-10:59 am
Nonstop2h 29m
$183
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/14
8:45 pm-10:39 pm
Nonstop2h 54m
Chicago O'Hare Intl
Sun 7/19
6:59 am-10:30 am
Nonstop2h 31m
$183
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 8/13
5:45 am-9:38 am
1 stop4h 53m
Chicago O'Hare Intl
Sat 8/15
7:59 pm-11:34 pm
Nonstop2h 35m
$189
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 7/22
4:31 pm-9:58 pm
1 stop6h 27m
Chicago O'Hare Intl
Fri 8/28
10:56 am-2:23 pm
Nonstop2h 27m
$192
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Mon 6/29
8:10 am-10:06 am
Nonstop2h 56m
Chicago O'Hare Intl
Tue 7/7
6:00 am-2:43 pm
1 stop7h 43m
$192
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Mon 8/3
5:10 pm-9:58 pm
1 stop5h 48m
Chicago O'Hare Intl
Fri 8/14
6:00 am-11:21 am
1 stop4h 21m
$193
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Wed 7/8
6:00 am-9:53 am
1 stop4h 53m
Milwaukee-Mitchell
Thu 7/9
7:23 pm-1:14 am
1 stop4h 51m
$197
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 10/30
7:30 am-9:33 am
Nonstop3h 03m
Chicago O'Hare Intl
Fri 10/30
6:50 pm-10:25 pm
Nonstop2h 35m
$197
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/7
8:10 am-10:06 am
Nonstop2h 56m
Chicago O'Hare Intl
Thu 7/9
10:56 am-2:23 pm
Nonstop2h 27m
$206
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 7/30
8:45 pm-10:39 pm
Nonstop2h 54m
Chicago O'Hare Intl
Sat 8/8
7:30 am-10:59 am
Nonstop2h 29m
$213
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-GRB
BOS-ATW
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-GRB
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 10, 2026.
It’s optimal to fly from Boston to Wisconsin in the evening. By choosing this option you can save up to 16% on the cost of your flight, compared to a flight in the morning.
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 8, 2026.
Travelers seeking maximum savings on their Boston to Wisconsin flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Monday mornings 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 10, 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.
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 June 10, 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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$260 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$407 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$274 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$176 | Average$456 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$206 | Average$440 | FlexibilityNo cancel fee | On-time71% |