$67+ 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Mar 6 — Mar 131
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 February 4, 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 February 4, 2026.
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/27:00 am
BOS
- ORD
Nonstop3h 10m
Multiple Airlines
Mon 3/97:00 am
ORD
- BOS
1 stop9h 15m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$132
This Super.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/73:35 pm
BOS
- ORD
Nonstop3h 08m
JetBlue
Mon 2/97:40 am
ORD
- BOS
Nonstop2h 25m
JetBlue
Deal found 2/3![JetBlue logo]()
$133
This Cheapflightsfares deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/63:35 pm
BOS
- ORD
Nonstop3h 08m
JetBlue
Mon 2/97:40 am
ORD
- BOS
Nonstop2h 25m
JetBlue
Deal found 2/3![JetBlue logo]()
$134
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/99:30 am
BOS
- ORD
Nonstop3h 04m
United Airlines
Thu 2/127:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Deal found 2/3![United Airlines logo]()
$135
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 4/107:40 pm
BOS
- ORD
Nonstop3h 10m
American Airlines
Mon 4/136:00 am
ORD
- BOS
Nonstop2h 27m
American Airlines
Deal found 2/3![American Airlines logo]()
$137
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/255:45 am
BOS
- ORD
1 stop12h 30m
Multiple Airlines
Thu 3/266:20 pm
ORD
- BOS
Nonstop2h 33m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/166:01 am
BOS
- ORD
1 stop27h 24m
Spirit Airlines
Tue 3/174:51 pm
ORD
- BOS
1 stop20h 04m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$139
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/267:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Mon 3/212:41 pm
ORD
- BOS
1 stop6h 17m
JetBlue
Deal found 2/1![JetBlue logo]()
$141
This JetBlue deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/265:32 pm
BOS
- ORD
1 stop6h 27m
JetBlue
Tue 3/310:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/3![JetBlue logo]()
$142
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Tue 3/37:00 am
BOS
- ORD
Nonstop3h 10m
Multiple Airlines
Thu 3/512:44 pm
ORD
- BOS
1 stop8h 17m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:27 am
BOS
- ORD
2 stops12h 25m
Multiple Airlines
Tue 3/107:25 pm
ORD
- BOS
1 stop20h 20m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$144
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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.
Fri 2/276:00 am
BOS
- MKE
1 stop12h 25m
Frontier
Mon 3/25:30 pm
MKE
- BOS
1 stop6h 43m
Frontier
Deal found 2/3![Frontier logo]()
$189
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 February 4, 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 February 4, 2026.
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/296:00 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Fri 4/39:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/3![United Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 5/25:10 pm
BOS
- ORD
Nonstop3h 07m
Delta
Thu 5/77:00 am
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 2/1![Delta logo]()
$142
This KAYAK deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/189:30 am
BOS
- ORD
Nonstop2h 54m
JetBlue
Sat 3/219:40 am
ORD
- BOS
Nonstop2h 26m
JetBlue
Deal found 2/2![JetBlue logo]()
$155
This Sun Country Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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.
Fri 6/511:40 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Sun 6/75:50 am
MSP
- BOS
Nonstop2h 43m
Sun Country Air
Deal found 2/3![Sun Country Air logo]()
$223
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 4/187:25 pm
BOS
- MKE
1 stop4h 25m
Southwest
Wed 4/225:50 am
MKE
- BOS
1 stop4h 10m
Southwest
Deal found 2/1![Southwest logo]()
$257
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/37:16 pm
BOS
- GRB
1 stop5h 16m
American Airlines
Sat 3/76:32 pm
GRB
- BOS
1 stop4h 27m
American Airlines
Deal found 2/2![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/258:59 pm
BOS
- ORD
Nonstop2h 51m
Delta
Mon 4/276:50 am
ORD
- BOS
Nonstop2h 21m
Delta
Deal found 2/2![Delta logo]()
$142
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/2512:10 pm
BOS
- ORD
Nonstop3h 05m
United Airlines
Fri 3/279:15 pm
ORD
- BOS
Nonstop2h 20m
United Airlines
Deal found 2/1![United Airlines logo]()
$142
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/245:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Mon 4/276:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/2![United Airlines logo]()
$147
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/254:25 pm
BOS
- ORD
Nonstop3h 06m
Delta
Thu 3/267:00 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 2/2![Delta logo]()
$147
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/251:55 pm
BOS
- ORD
1 stop5h 33m
United Airlines
Tue 3/37:30 am
ORD
- BOS
Nonstop2h 20m
United Airlines
Deal found 2/2![United Airlines logo]()
$152
This United Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 2/2512:05 pm
BOS
- ORD
1 stop4h 58m
United Airlines
Fri 2/277:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Deal found 2/4![United Airlines logo]()
$152
This United Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 2/276:00 am
BOS
- ORD
1 stop5h 49m
United Airlines
Sun 3/17:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Deal found 2/4![United Airlines logo]()
$152
This Sun Country Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 7/1511:38 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Mon 7/205:50 am
MSP
- BOS
Nonstop2h 43m
Sun Country Air
Deal found 2/3![Sun Country Air logo]()
$248
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/96:00 am
BOS
- ORD
Nonstop3h 04m
United Airlines
Wed 2/1111:05 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/3![United Airlines logo]()
$156
This Southwest deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 5/77:25 pm
BOS
- MKE
1 stop4h 45m
Southwest
Sun 5/105:50 am
MKE
- BOS
1 stop4h 05m
Southwest
Deal found 2/3![Southwest logo]()
$267
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 5/17:40 pm
BOS
- ATW
1 stop5h 00m
American Airlines
Mon 5/46:31 pm
ATW
- BOS
1 stop4h 52m
American Airlines
Deal found 2/2![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/189:45 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Mon 2/233:51 pm
ORD
- BOS
1 stop5h 00m
United Airlines
Deal found 2/3![United Airlines logo]()
$161
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 4/143:13 pm
BOS
- MSN
1 stop9h 22m
American Airlines
Tue 4/219:18 am
MSN
- BOS
1 stop8h 32m
American Airlines
Deal found 2/3![American Airlines logo]()
$275
This Southwest deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 4/245:15 am
BOS
- MKE
1 stop9h 30m
Southwest
Wed 4/298:00 am
MKE
- BOS
2 stops7h 05m
Southwest
Deal found 2/3![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/35:29 am
BOS
- ATW
1 stop6h 13m
Delta
Sun 3/86:13 pm
ATW
- BOS
1 stop4h 40m
Delta
Deal found 2/2![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/256:30 am
BOS
- CWA
1 stop7h 32m
American Airlines
Sat 2/285:20 am
CWA
- BOS
1 stop5h 20m
American Airlines
Deal found 2/2![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/265:29 am
BOS
- ATW
1 stop6h 13m
Delta
Sat 2/286:50 am
ATW
- BOS
1 stop4h 34m
Delta
Deal found 2/2![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 4/156:00 am
BOS
- ATW
2 stops8h 00m
American Airlines
Tue 4/216:00 am
ATW
- BOS
2 stops7h 17m
American Airlines
Deal found 2/4![American Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Mon 4/277:25 pm
BOS
- MKE
2 stops14h 20m
Southwest
Thu 4/305:20 pm
MKE
- BOS
1 stop4h 50m
Southwest
Deal found 2/2![Southwest logo]()
$308
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/94:54 pm
BOS
- ATW
1 stop4h 42m
Delta
Thu 3/196:30 am
ATW
- BOS
1 stop6h 32m
Delta
Deal found 2/2![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/17:16 pm
BOS
- GRB
1 stop15h 10m
American Airlines
Tue 4/77:30 am
GRB
- BOS
1 stop10h 20m
American Airlines
Deal found 2/2![American Airlines logo]()
$280
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/244:30 pm
BOS
- MKE
1 stop5h 15m
United Airlines
Mon 3/307:22 pm
MKE
- BOS
1 stop4h 37m
United Airlines
Deal found 2/2![United Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/125:50 am
BOS
- ATW
1 stop6h 35m
Delta
Tue 4/216:18 pm
ATW
- BOS
1 stop4h 34m
Delta
Deal found 2/2![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/37:16 pm
BOS
- GRB
1 stop5h 16m
American Airlines
Sun 3/86:38 pm
GRB
- BOS
1 stop4h 27m
American Airlines
Deal found 2/2![American Airlines logo]()
$285
Last-minute flights from Boston to WisconsinDiscover last-minute flight deals from Boston to Wisconsin. Data last updated February 4, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Wisconsin. Data last updated February 4, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/63:35 pm
BOS
- ORD
Nonstop3h 08m
JetBlue
Sat 2/77:40 am
ORD
- BOS
Nonstop2h 25m
JetBlue
Deal found 2/3![JetBlue logo]()
$134
This Super.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/73:35 pm
BOS
- ORD
Nonstop3h 08m
JetBlue
Mon 2/97:40 am
ORD
- BOS
Nonstop2h 25m
JetBlue
Deal found 2/3![JetBlue logo]()
$133
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/99:30 am
BOS
- ORD
Nonstop3h 04m
United Airlines
Thu 2/127:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Deal found 2/3![United Airlines logo]()
$135
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/267:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Mon 3/212:41 pm
ORD
- BOS
1 stop6h 17m
JetBlue
Deal found 2/1![JetBlue logo]()
$141
This JetBlue deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/265:32 pm
BOS
- ORD
1 stop6h 27m
JetBlue
Tue 3/310:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/3![JetBlue logo]()
$142
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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.
Fri 2/276:00 am
BOS
- MKE
1 stop12h 25m
Frontier
Mon 3/25:30 pm
MKE
- BOS
1 stop6h 43m
Frontier
Deal found 2/3![Frontier logo]()
$189
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/27:00 am
BOS
- ORD
Nonstop3h 10m
Multiple Airlines
Mon 3/97:00 am
ORD
- BOS
1 stop9h 15m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$132
This Mytrip deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:10 pm
BOS
- ORD
1 stop18h 12m
Spirit Airlines
Wed 3/45:15 am
ORD
- BOS
1 stop17h 29m
Spirit Airlines
Deal found 2/4![Spirit Airlines logo]()
$137
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Tue 3/37:00 am
BOS
- ORD
Nonstop3h 10m
Multiple Airlines
Thu 3/512:44 pm
ORD
- BOS
1 stop8h 17m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:27 am
BOS
- ORD
2 stops12h 25m
Multiple Airlines
Tue 3/107:25 pm
ORD
- BOS
1 stop20h 20m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/166:01 am
BOS
- ORD
1 stop27h 24m
Spirit Airlines
Tue 3/174:51 pm
ORD
- BOS
1 stop20h 04m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$139
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/255:45 am
BOS
- ORD
1 stop12h 30m
Multiple Airlines
Thu 3/266:20 pm
ORD
- BOS
Nonstop2h 33m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$138
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 February 4, 2026.
Search for one-way flight options from Boston to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 4, 2026.
This Super.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/83:35 pm
BOS
- ORD
Nonstop3h 08m
JetBlue
Deal found 2/2![JetBlue logo]()
$67
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/186:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 2/3![United Airlines logo]()
$68
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/196:52 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Deal found 2/3![American Airlines logo]()
$69
This Mytrip deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:50 pm
BOS
- ORD
1 stop16h 49m
Spirit Airlines
Deal found 2/4![Spirit Airlines logo]()
$70
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Wed 2/1811:31 am
BOS
- ORD
1 stop10h 42m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$72
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/17:45 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Deal found 2/2![United Airlines logo]()
$73
This United Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 4/27:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 2/4![United Airlines logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1911:31 am
BOS
- ORD
1 stop13h 16m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:10 pm
BOS
- ORD
1 stop28h 03m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$77
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:01 am
BOS
- ORD
1 stop28h 49m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$78
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/77:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Deal found 2/3![United Airlines logo]()
$80
This Sun Country Air deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 5/610:34 am
BOS
- MSP
Nonstop3h 10m
Sun Country Air
Deal found 2/4![Sun Country Air logo]()
$89
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 February 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $132 (Expedia) |
One-way from | $67 (Super.com) |
Popular in | November |
Cheapest in | September |
Average price | $339 |
Good round-trip deal | $276 or less |
Good one-way deal | $228 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 February 4, 2026.
Use the filters below to find and compare flights from Boston to Wisconsin that are best for you.
Fly from
Boston
Fly to
Wisconsin
Route
Depart
Return
Price
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sun 3/29
6:00 am-7:59 am
Nonstop2h 59m
Chicago O'Hare Intl
Fri 4/3
9:30 pm-12:59 am
Nonstop2h 29m
$134
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 5/2
5:10 pm-7:17 pm
Nonstop3h 07m
Chicago O'Hare Intl
Thu 5/7
7:00 am-10:35 am
Nonstop2h 35m
$142
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 4/25
8:59 pm-10:50 pm
Nonstop2h 51m
Chicago O'Hare Intl
Mon 4/27
6:50 am-10:11 am
Nonstop2h 21m
$142
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 3/25
12:10 pm-2:15 pm
Nonstop3h 05m
Chicago O'Hare Intl
Fri 3/27
9:15 pm-12:35 am
Nonstop2h 20m
$142
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 4/24
5:45 am-9:38 am
1 stop4h 53m
Chicago O'Hare Intl
Mon 4/27
6:00 am-9:25 am
Nonstop2h 25m
$147
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 3/25
4:25 pm-6:31 pm
Nonstop3h 06m
Chicago O'Hare Intl
Thu 3/26
7:00 am-10:25 am
Nonstop2h 25m
$147
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 2/25
1:55 pm-6:28 pm
1 stop5h 33m
Chicago O'Hare Intl
Tue 3/3
7:30 am-10:50 am
Nonstop2h 20m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 2/25
12:05 pm-4:03 pm
1 stop4h 58m
Chicago O'Hare Intl
Fri 2/27
7:30 am-10:49 am
Nonstop2h 19m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 2/27
6:00 am-10:49 am
1 stop5h 49m
Chicago O'Hare Intl
Sun 3/1
7:30 am-10:49 am
Nonstop2h 19m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 3/18
9:30 am-11:24 am
Nonstop2h 54m
Chicago O'Hare Intl
Sat 3/21
9:40 am-1:06 pm
Nonstop2h 26m
$155
Showing 1-10 of 60 results
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-MKE
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-MSP
BOS-MKE
BOS-GRB
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 February 4, 2026.
It’s optimal to fly from Boston to Wisconsin at noon. By choosing this option you can save up to 50% 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 January 31, 2026.
Travelers seeking maximum savings on their Boston to Wisconsin flight should consider departing on Tuesday at noon 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 February 4, 2026.
Read through reviews of airlines operating flights from Boston to Wisconsin, such as Southwest, Delta, and United 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
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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
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 February 4, 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 February 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$99 | Average$281 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$431 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$273 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$426 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$202 | Average$434 | FlexibilityNo cancel fee | On-time69% |