$68+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Apr 12 — Apr 191
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 March 13, 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 March 13, 2026.
This Super.com deal was found by Cheapflights users on 3/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:35 pm
BOS
- ORD
Nonstop3h 01m
JetBlue
Tue 5/57:21 am
ORD
- BOS
Nonstop2h 28m
JetBlue
Deal found 3/9![JetBlue logo]()
$135
This United Airlines deal was found by Cheapflights users on 3/8. 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 4/16:00 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Sat 4/49:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 3/8![United Airlines logo]()
$136
This Delta deal was found by Cheapflights users on 3/9. 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.
Wed 4/87:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Sat 4/117:00 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 3/9![Delta logo]()
$137
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Mon 5/45:35 pm
BOS
- ORD
Nonstop3h 17m
American Airlines
Tue 5/198:56 pm
ORD
- BOS
Nonstop2h 29m
American Airlines
Deal found 3/9![American Airlines logo]()
$138
This Priceline deal was found by Cheapflights users on 3/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:05 am
BOS
- ORD
Nonstop3h 00m
Multiple Airlines
Wed 4/85:05 am
ORD
- BOS
1 stop9h 23m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$139
This American Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:52 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Sat 4/48:45 pm
ORD
- BOS
Nonstop2h 20m
American Airlines
Deal found 3/8![American Airlines logo]()
$140
This United Airlines deal was found by Cheapflights users on 3/8. 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 5/207:30 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Sat 5/237:40 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 3/8![United Airlines logo]()
$141
This Priceline deal was found by Cheapflights users on 3/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/812:42 pm
BOS
- ORD
1 stop10h 57m
Multiple Airlines
Sat 4/118:58 am
ORD
- BOS
Nonstop2h 30m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$143
This flygcity.se deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Sun 5/36:00 am
ORD
- BOS
Nonstop2h 15m
JetBlue
Deal found 3/12![JetBlue logo]()
$144
This Super.com deal was found by Cheapflights users on 3/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Sun 4/196:00 am
ORD
- BOS
Nonstop2h 13m
JetBlue
Deal found 3/9![JetBlue logo]()
$145
This Delta deal was found by Cheapflights users on 3/9. 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.
Tue 3/317:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Tue 4/72:10 pm
ORD
- BOS
Nonstop2h 28m
Delta
Deal found 3/9![Delta logo]()
$147
This Priceline deal was found by Cheapflights users on 3/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:00 am
BOS
- MKE
1 stop11h 28m
Multiple Airlines
Mon 5/44:34 pm
MKE
- BOS
Nonstop2h 15m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$184
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 March 13, 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 March 13, 2026.
This Delta deal was found by Cheapflights users on 3/9. 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.
Tue 6/27:35 am
BOS
- ORD
Nonstop2h 52m
Delta
Fri 6/57:15 pm
ORD
- BOS
Nonstop2h 34m
Delta
Deal found 3/9![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 3/9. 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 5/65:35 am
BOS
- ORD
1 stop10h 25m
Southwest
Fri 5/82:40 pm
ORD
- BOS
1 stop7h 35m
Southwest
Deal found 3/9![Southwest logo]()
$157
This JetBlue deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2311:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Sun 5/248:50 am
ORD
- BOS
Nonstop2h 30m
JetBlue
Deal found 3/12![JetBlue logo]()
$157
This United Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 6/48:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Mon 6/89:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 3/11![United Airlines logo]()
$157
This Sun Country Air deal was found by Cheapflights users on 3/9. 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.
Thu 4/911:08 am
BOS
- MSP
Nonstop3h 16m
Sun Country Air
Mon 4/136:24 am
MSP
- BOS
Nonstop2h 44m
Sun Country Air
Deal found 3/9![Sun Country Air logo]()
$264
This American Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 4/247:40 pm
BOS
- LSE
1 stop5h 14m
American Airlines
Sun 5/36:37 pm
LSE
- BOS
1 stop4h 48m
American Airlines
Deal found 3/11![American Airlines logo]()
$308
This JetBlue deal was found by Cheapflights users on 3/9. 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.
Sat 4/257:35 pm
BOS
- ORD
Nonstop3h 04m
JetBlue
Mon 4/279:50 am
ORD
- BOS
Nonstop2h 25m
JetBlue
Deal found 3/9![JetBlue logo]()
$162
This United Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Sat 6/136:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 3/12![United Airlines logo]()
$167
This United Airlines deal was found by Cheapflights users on 3/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:26 pm
BOS
- ORD
1 stop5h 11m
United Airlines
Sat 5/99:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 3/10![United Airlines logo]()
$181
This Delta deal was found by Cheapflights users on 3/9. 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.
Tue 8/189:00 am
BOS
- MKE
Nonstop2h 44m
Delta
Wed 8/267:35 pm
MKE
- BOS
Nonstop2h 19m
Delta
Deal found 3/9![Delta logo]()
$207
This JetBlue deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/273:20 pm
BOS
- ORD
Nonstop3h 04m
JetBlue
Tue 3/318:55 am
ORD
- BOS
Nonstop2h 32m
JetBlue
Deal found 3/12![JetBlue logo]()
$196
This Southwest deal was found by Cheapflights users on 3/9. 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.
Thu 4/25:15 am
BOS
- MKE
1 stop5h 25m
Southwest
Mon 4/65:30 pm
MKE
- BOS
1 stop4h 40m
Southwest
Deal found 3/9![Southwest logo]()
$217
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Tue 3/315:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Fri 4/36:23 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 3/9![United Airlines logo]()
$181
This Delta deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:30 am
BOS
- MKE
1 stop4h 11m
Delta
Mon 9/76:25 pm
MKE
- BOS
1 stop4h 07m
Delta
Deal found 3/12![Delta logo]()
$252
This JetBlue deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:00 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Thu 7/28:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 3/12![JetBlue logo]()
$237
This United Airlines deal was found by Cheapflights users on 3/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:45 am
BOS
- MKE
2 stops8h 26m
United Airlines
Sat 5/95:56 pm
MKE
- BOS
1 stop6h 03m
United Airlines
Deal found 3/10![United Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/94:34 pm
BOS
- ATW
1 stop8h 06m
American Airlines
Wed 4/156:00 am
ATW
- BOS
2 stops7h 17m
American Airlines
Deal found 3/12![American Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 3/10. 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.
Thu 4/305:15 am
BOS
- MKE
1 stop9h 30m
Southwest
Mon 5/45:50 am
MKE
- BOS
2 stops8h 15m
Southwest
Deal found 3/10![Southwest logo]()
$312
This United Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/196:25 pm
BOS
- ORD
1 stop6h 12m
United Airlines
Mon 4/209:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 3/12![United Airlines logo]()
$236
This American Airlines deal was found by Cheapflights users on 3/9. 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 3/2012:09 pm
BOS
- GRB
1 stop6h 52m
American Airlines
Wed 3/256:38 pm
GRB
- BOS
1 stop4h 27m
American Airlines
Deal found 3/9![American Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 3/9. 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.
Wed 4/15:30 am
BOS
- GRB
1 stop5h 57m
Delta
Wed 4/85:17 pm
GRB
- BOS
1 stop5h 36m
Delta
Deal found 3/9![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 3/8. 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 5/116:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Mon 5/114:25 pm
ORD
- BOS
1 stop6h 34m
United Airlines
Deal found 3/8![United Airlines logo]()
$245
This American Airlines deal was found by Cheapflights users on 3/10. 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.
Thu 3/265:31 pm
BOS
- LSE
1 stop7h 05m
American Airlines
Mon 3/306:29 pm
LSE
- BOS
1 stop4h 36m
American Airlines
Deal found 3/10![American Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:20 pm
BOS
- MKE
Nonstop2h 48m
Delta
Sun 5/177:50 pm
MKE
- BOS
Nonstop2h 23m
Delta
Deal found 3/12![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 3/9. 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 5/305:40 am
BOS
- ATW
1 stop5h 48m
Delta
Sat 7/255:20 pm
ATW
- BOS
1 stop5h 12m
Delta
Deal found 3/9![Delta logo]()
$325
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Wed 5/205:35 pm
BOS
- LSE
1 stop7h 19m
American Airlines
Sun 5/245:34 pm
LSE
- BOS
1 stop5h 27m
American Airlines
Deal found 3/9![American Airlines logo]()
$358
This United Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 3/286:00 am
BOS
- MKE
1 stop7h 35m
United Airlines
Mon 3/307:22 pm
MKE
- BOS
1 stop4h 37m
United Airlines
Deal found 3/11![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 3/9. 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 4/82:25 pm
BOS
- MSP
2 stops9h 40m
Southwest
Wed 4/152:15 pm
MSP
- BOS
2 stops7h 25m
Southwest
Deal found 3/9![Southwest logo]()
$409
This JetBlue deal was found by Cheapflights users on 3/9. 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.
Fri 6/197:15 am
BOS
- MKE
Nonstop2h 36m
JetBlue
Wed 6/249:41 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 3/9![JetBlue logo]()
$372
This Delta deal was found by Cheapflights users on 3/9. 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 6/195:30 am
BOS
- MKE
1 stop4h 11m
Delta
Wed 6/247:35 pm
MKE
- BOS
Nonstop2h 19m
Delta
Deal found 3/9![Delta logo]()
$337
Last-minute flights from Boston to WisconsinDiscover last-minute flight deals from Boston to Wisconsin. Data last updated March 13, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Wisconsin. Data last updated March 13, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 3/9. 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.
Tue 3/317:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Tue 4/72:10 pm
ORD
- BOS
Nonstop2h 28m
Delta
Deal found 3/9![Delta logo]()
$147
This United Airlines deal was found by Cheapflights users on 3/8. 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 4/16:00 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Sat 4/49:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 3/8![United Airlines logo]()
$136
This Priceline deal was found by Cheapflights users on 3/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:05 am
BOS
- ORD
Nonstop3h 00m
Multiple Airlines
Wed 4/85:05 am
ORD
- BOS
1 stop9h 23m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$139
This American Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:52 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Sat 4/48:45 pm
ORD
- BOS
Nonstop2h 20m
American Airlines
Deal found 3/8![American Airlines logo]()
$140
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/66:05 am
BOS
- ORD
Nonstop3h 03m
Multiple Airlines
Wed 4/87:17 am
ORD
- BOS
1 stop7h 11m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$149
This Super.com deal was found by Cheapflights users on 3/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:05 am
BOS
- ORD
Nonstop3h 03m
JetBlue
Thu 4/98:55 am
ORD
- BOS
Nonstop2h 30m
JetBlue
Deal found 3/9![JetBlue logo]()
$135
This Delta deal was found by Cheapflights users on 3/9. 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.
Wed 4/87:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Sat 4/117:00 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 3/9![Delta logo]()
$137
This Priceline deal was found by Cheapflights users on 3/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/812:42 pm
BOS
- ORD
1 stop10h 57m
Multiple Airlines
Sat 4/118:58 am
ORD
- BOS
Nonstop2h 30m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$143
This Super.com deal was found by Cheapflights users on 3/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Sun 4/196:00 am
ORD
- BOS
Nonstop2h 13m
JetBlue
Deal found 3/9![JetBlue logo]()
$145
This flygcity.se deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Sun 5/36:00 am
ORD
- BOS
Nonstop2h 15m
JetBlue
Deal found 3/12![JetBlue logo]()
$144
This Expedia deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:00 am
BOS
- MKE
1 stop12h 28m
Multiple Airlines
Thu 4/304:35 pm
MKE
- BOS
Nonstop2h 15m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$194
This JetBlue deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/292:04 pm
BOS
- MKE
Nonstop2h 36m
JetBlue
Sun 5/34:34 pm
MKE
- BOS
Nonstop2h 15m
JetBlue
Deal found 3/12![JetBlue logo]()
$192
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 March 13, 2026.
Search for one-way flight options from Boston to Wisconsin. Find affordable one-way fares based on user searches. Data last updated March 13, 2026.
This Super.com deal was found by Cheapflights users on 3/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:05 am
BOS
- ORD
Nonstop3h 03m
JetBlue
Deal found 3/9![JetBlue logo]()
$68
This Delta deal was found by Cheapflights users on 3/9. 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.
Wed 4/157:10 am
BOS
- ORD
Nonstop3h 05m
Delta
Deal found 3/9![Delta logo]()
$69
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Wed 4/88:03 am
BOS
- ORD
Nonstop3h 09m
American Airlines
Deal found 3/9![American Airlines logo]()
$70
This Southwest deal was found by Cheapflights users on 3/9. 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.
Sat 5/25:25 am
BOS
- ORD
2 stops11h 05m
Southwest
Deal found 3/9![Southwest logo]()
$73
This Jettzy deal was found by Cheapflights users on 3/10. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/27:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Deal found 3/10![Delta logo]()
$75
This Delta deal was found by Cheapflights users on 3/10. 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.
Wed 4/84:25 pm
BOS
- ORD
Nonstop3h 06m
Delta
Deal found 3/10![Delta logo]()
$79
This Priceline deal was found by Cheapflights users on 3/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3112:36 pm
BOS
- ORD
1 stop6h 57m
Frontier
Deal found 3/8![Frontier logo]()
$80
This Frontier deal was found by Cheapflights users on 3/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2412:36 pm
BOS
- ORD
1 stop7h 11m
Frontier
Deal found 3/9![Frontier logo]()
$81
This Super.com deal was found by Cheapflights users on 3/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/268:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 3/9![JetBlue logo]()
$82
This Orbitz deal was found by Cheapflights users on 3/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:00 am
BOS
- MKE
1 stop11h 13m
Frontier
Deal found 3/8![Frontier logo]()
$86
This Super.com deal was found by Cheapflights users on 3/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:09 pm
BOS
- MKE
Nonstop2h 30m
JetBlue
Deal found 3/9![JetBlue logo]()
$87
This Super.com deal was found by Cheapflights users on 3/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/292:04 pm
BOS
- MKE
Nonstop2h 36m
JetBlue
Deal found 3/9![JetBlue logo]()
$88
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 March 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $135 (Super.com) |
One-way from | $68 (Super.com) |
Popular in | November |
Cheapest in | September |
Average price | $417 |
Good round-trip deal | $287 or less |
Good one-way deal | $158 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 March 13, 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 6/2
7:35 am-9:27 am
Nonstop2h 52m
Chicago O'Hare Intl
Fri 6/5
7:15 pm-10:49 pm
Nonstop2h 34m
$157
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 5/6
5:35 am-3:00 pm
1 stop10h 25m
Chicago O'Hare Intl
Fri 5/8
2:40 pm-11:15 pm
1 stop7h 35m
$157
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 5/23
11:00 am-1:00 pm
Nonstop3h 00m
Chicago O'Hare Intl
Sun 5/24
8:50 am-12:20 pm
Nonstop2h 30m
$157
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 6/4
8:15 am-10:12 am
Nonstop2h 57m
Chicago O'Hare Intl
Mon 6/8
9:26 pm-12:59 am
Nonstop2h 33m
$157
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 4/25
7:35 pm-9:39 pm
Nonstop3h 04m
Chicago O'Hare Intl
Mon 4/27
9:50 am-1:15 pm
Nonstop2h 25m
$162
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 6/12
6:00 am-7:58 am
Nonstop2h 58m
Chicago O'Hare Intl
Sat 6/13
6:20 pm-9:56 pm
Nonstop2h 36m
$167
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 5/8
7:26 pm-11:37 pm
1 stop5h 11m
Chicago O'Hare Intl
Sat 5/9
9:30 pm-12:59 am
Nonstop2h 29m
$181
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 3/31
5:45 am-9:38 am
1 stop4h 53m
Chicago O'Hare Intl
Fri 4/3
6:23 pm-9:59 pm
Nonstop2h 36m
$181
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 3/27
3:20 pm-5:24 pm
Nonstop3h 04m
Chicago O'Hare Intl
Tue 3/31
8:55 am-12:27 pm
Nonstop2h 32m
$196
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Tue 8/18
9:00 am-10:44 am
Nonstop2h 44m
Milwaukee-Mitchell
Wed 8/26
7:35 pm-10:54 pm
Nonstop2h 19m
$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-MSP
BOS-LSE
BOS-MKE
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-MSP
BOS-LSE
BOS-MKE
What is the cheapest month to book a flight from Boston to Wisconsin?
Currently, September is the cheapest month in which you can book a flight from Boston to Wisconsin (average of $98). Flying from Boston to Wisconsin in December is currently the most expensive (average of $254). 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 March 13, 2026.
It’s optimal to fly from Boston to Wisconsin at noon. By choosing this option you can save up to 49% on the cost of your flight, compared to a flight in the evening.
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 March 12, 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. Monday evenings 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 March 13, 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.
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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 March 13, 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 March 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$98 | Average$276 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$140 | Average$428 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$273 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$206 | Average$434 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$218 | Average$451 | FlexibilityNo cancel fee | On-time69% |