$76+ Cheap flights from Connecticut 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MKE
Jun 8 — Jun 151
Round-trip
1 adult, Economy
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Cheapest flights from Connecticut to WisconsinExplore the most affordable flight options available from Connecticut to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 9, 2026.
Explore the most affordable flight options available from Connecticut to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 9, 2026.
This Expedia deal was found by Cheapflights users on 5/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:00 pm
JFK
- ORD
1 stop7h 41m
Multiple Airlines
Sat 6/136:00 am
ORD
- JFK
Nonstop2h 20m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$159
This Expedia deal was found by Cheapflights users on 5/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2610:00 pm
LGA
- ORD
1 stop10h 55m
Frontier
Tue 6/26:55 am
ORD
- LGA
1 stop9h 53m
Frontier
Deal found 5/4![Frontier logo]()
$160
This Expedia deal was found by Cheapflights users on 5/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:00 pm
JFK
- ORD
1 stop7h 41m
Multiple Airlines
Fri 5/2910:45 am
ORD
- JFK
Nonstop2h 32m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:00 pm
LGA
- ORD
1 stop10h 55m
Frontier
Wed 6/101:29 pm
ORD
- LGA
1 stop8h 45m
Frontier
Deal found 5/4![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2510:29 pm
EWR
- ORD
1 stop10h 26m
Frontier
Wed 6/31:29 pm
ORD
- EWR
1 stop7h 00m
Frontier
Deal found 5/4![Frontier logo]()
$167
This Expedia deal was found by Cheapflights users on 5/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:00 pm
JFK
- ORD
1 stop7h 41m
Multiple Airlines
Tue 6/23:27 pm
ORD
- JFK
Nonstop2h 32m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$169
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:05 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Tue 7/289:39 am
ORD
- JFK
Nonstop2h 16m
JetBlue
Deal found 5/5![JetBlue logo]()
$172
This Super.com deal was found by Cheapflights users on 5/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:00 pm
JFK
- ORD
Nonstop2h 55m
JetBlue
Sat 7/116:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Deal found 5/5![JetBlue logo]()
$174
This Super.com deal was found by Cheapflights users on 5/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:05 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Wed 7/156:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Deal found 5/5![JetBlue logo]()
$175
This SmartFares deal was found by Cheapflights users on 5/5. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:00 am
JFK
- ORD
Nonstop2h 54m
JetBlue
Fri 6/56:15 am
ORD
- JFK
Nonstop2h 18m
JetBlue
Deal found 5/5![JetBlue logo]()
$176
This eDestinos deal was found by Cheapflights users on 5/6. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1710:00 pm
LGA
- ORD
1 stop11h 03m
Frontier
Wed 8/191:50 pm
ORD
- LGA
1 stop27h 03m
Frontier
Deal found 5/6![Frontier logo]()
$176
This Delta deal was found by Cheapflights users on 5/5. 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.
Tue 7/77:20 am
JFK
- ORD
Nonstop2h 53m
Delta
Mon 7/136:00 am
ORD
- JFK
Nonstop2h 24m
Delta
Deal found 5/5![Delta logo]()
$177
Best flights from Connecticut to WisconsinDiscover carefully curated flight deals from Connecticut to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 9, 2026.
Discover carefully curated flight deals from Connecticut to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 9, 2026.
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:50 pm
LGA
- ORD
Nonstop3h 06m
Delta
Fri 7/108:10 pm
ORD
- LGA
Nonstop2h 34m
Delta
Deal found 5/4![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 5/4. 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.
Sat 5/234:30 pm
LGA
- ORD
Nonstop2h 52m
United Airlines
Wed 5/275:00 pm
ORD
- LGA
Nonstop2h 22m
United Airlines
Deal found 5/4![United Airlines logo]()
$202
This JetBlue deal was found by Cheapflights users on 5/5. 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.
Thu 5/288:00 am
JFK
- ORD
Nonstop2h 54m
JetBlue
Mon 6/16:15 am
ORD
- JFK
Nonstop2h 18m
JetBlue
Deal found 5/5![JetBlue logo]()
$272
This Southwest deal was found by Cheapflights users on 5/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:35 am
PVD
- ORD
2 stops10h 55m
Southwest
Tue 6/21:35 pm
ORD
- PVD
1 stop7h 45m
Southwest
Deal found 5/7![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 5/5. 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 7/108:45 pm
LGA
- ORD
Nonstop2h 51m
Delta
Mon 7/137:05 pm
ORD
- LGA
Nonstop2h 29m
Delta
Deal found 5/5![Delta logo]()
$177
This KAYAK deal was found by Cheapflights users on 5/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:11 am
EWR
- ORD
Nonstop2h 48m
American Airlines
Sun 6/75:37 pm
ORD
- EWR
Nonstop2h 23m
American Airlines
Deal found 5/8![American Airlines logo]()
$390
This Sun Country Air deal was found by Cheapflights users on 5/4. 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.
Sat 7/2511:41 am
EWR
- ORD
1 stop6h 58m
Sun Country Air
Thu 8/69:00 pm
ORD
- EWR
1 stop12h 40m
Sun Country Air
Deal found 5/4![Sun Country Air logo]()
$410
This Delta deal was found by Cheapflights users on 5/8. 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.
Sat 6/275:55 pm
LGA
- ORD
Nonstop3h 07m
Delta
Mon 6/297:05 am
ORD
- LGA
Nonstop2h 19m
Delta
Deal found 5/8![Delta logo]()
$187
This United Airlines deal was found by Cheapflights users on 5/6. 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 5/306:00 am
LGA
- ORD
1 stop4h 36m
United Airlines
Tue 6/27:50 pm
ORD
- LGA
Nonstop2h 30m
United Airlines
Deal found 5/6![United Airlines logo]()
$207
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Fri 6/128:25 pm
LGA
- ORD
Nonstop2h 47m
United Airlines
Wed 6/172:00 pm
ORD
- LGA
Nonstop2h 22m
United Airlines
Deal found 5/7![United Airlines logo]()
$210
This Delta deal was found by Cheapflights users on 5/8. 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.
Wed 7/226:50 pm
LGA
- ORD
Nonstop3h 06m
Delta
Fri 7/246:00 am
ORD
- LGA
Nonstop2h 09m
Delta
Deal found 5/8![Delta logo]()
$192
This United Airlines deal was found by Cheapflights users on 5/3. 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.
Tue 5/267:10 am
LGA
- ORD
Nonstop2h 39m
United Airlines
Tue 5/266:00 pm
ORD
- LGA
Nonstop2h 25m
United Airlines
Deal found 5/3![United Airlines logo]()
$214
This JetBlue deal was found by Cheapflights users on 5/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/191:10 pm
JFK
- ORD
1 stop8h 43m
JetBlue
Sat 5/2310:45 am
ORD
- JFK
Nonstop2h 32m
JetBlue
Deal found 5/4![JetBlue logo]()
$280
This Delta deal was found by Cheapflights users on 5/5. 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.
Mon 5/257:41 am
JFK
- ORD
Nonstop2h 54m
Delta
Thu 5/286:34 pm
ORD
- JFK
Nonstop2h 29m
Delta
Deal found 5/5![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 5/3. 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.
Fri 6/129:40 pm
EWR
- ORD
Nonstop2h 50m
United Airlines
Sun 6/146:00 am
ORD
- EWR
Nonstop2h 12m
United Airlines
Deal found 5/3![United Airlines logo]()
$235
This Southwest deal was found by Cheapflights users on 5/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:00 pm
LGA
- MSP
1 stop9h 05m
Southwest
Tue 6/24:30 pm
MSP
- LGA
1 stop5h 30m
Southwest
Deal found 5/8![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 5/5. 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 5/309:25 am
LGA
- ORD
Nonstop2h 59m
Delta
Mon 6/17:05 am
ORD
- LGA
Nonstop2h 16m
Delta
Deal found 5/5![Delta logo]()
$238
This United Airlines deal was found by Cheapflights users on 5/8. 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 7/177:12 pm
EWR
- ORD
Nonstop2h 48m
United Airlines
Mon 7/209:30 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Deal found 5/8![United Airlines logo]()
$254
This JetBlue deal was found by Cheapflights users on 5/5. 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.
Sun 8/27:10 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Wed 8/56:27 pm
ORD
- JFK
Nonstop2h 36m
JetBlue
Deal found 5/5![JetBlue logo]()
$341
This Delta deal was found by Cheapflights users on 5/8. 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.
Thu 6/1112:59 pm
JFK
- ORD
1 stop6h 30m
Delta
Sat 6/206:05 am
ORD
- JFK
Nonstop2h 21m
Delta
Deal found 5/8![Delta logo]()
$242
This Southwest deal was found by Cheapflights users on 5/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:45 pm
LGA
- MSP
1 stop6h 05m
Southwest
Mon 8/34:00 pm
MSP
- LGA
1 stop6h 25m
Southwest
Deal found 5/4![Southwest logo]()
$374
This United Airlines deal was found by Cheapflights users on 5/4. 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.
Sun 7/267:00 am
LGA
- ORD
Nonstop2h 30m
United Airlines
Sat 8/13:00 pm
ORD
- LGA
Nonstop2h 22m
United Airlines
Deal found 5/4![United Airlines logo]()
$257
This JetBlue deal was found by Cheapflights users on 5/7. 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 7/112:59 pm
JFK
- ORD
1 stop7h 26m
JetBlue
Mon 7/610:56 am
ORD
- JFK
1 stop8h 35m
JetBlue
Deal found 5/7![JetBlue logo]()
$351
This Delta deal was found by Cheapflights users on 5/8. 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.
Sat 7/253:00 pm
JFK
- ORD
Nonstop3h 06m
Delta
Mon 7/271:44 pm
ORD
- JFK
1 stop6h 45m
Delta
Deal found 5/8![Delta logo]()
$242
This Southwest deal was found by Cheapflights users on 5/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:00 pm
LGA
- MSP
1 stop9h 05m
Southwest
Sat 5/307:25 am
MSP
- LGA
2 stops8h 50m
Southwest
Deal found 5/7![Southwest logo]()
$378
This United Airlines deal was found by Cheapflights users on 5/3. 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.
Thu 6/117:15 am
EWR
- ORD
Nonstop2h 45m
United Airlines
Sun 6/146:00 am
ORD
- EWR
Nonstop2h 12m
United Airlines
Deal found 5/3![United Airlines logo]()
$259
This Sun Country Air deal was found by Cheapflights users on 5/8. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/911:04 am
BDL
- ORD
1 stop7h 20m
Sun Country Air
Thu 8/136:31 pm
ORD
- BDL
1 stop15h 16m
Sun Country Air
Deal found 5/8![Sun Country Air logo]()
$465
This Delta deal was found by Cheapflights users on 5/7. 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.
Fri 5/297:30 am
LGA
- ORD
Nonstop2h 41m
Delta
Sat 5/309:36 am
ORD
- LGA
Nonstop2h 16m
Delta
Deal found 5/7![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 5/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/298:55 am
LGA
- MSP
2 stops9h 05m
Southwest
Mon 7/67:45 am
MSP
- LGA
1 stop5h 40m
Southwest
Deal found 5/8![Southwest logo]()
$379
This United Airlines deal was found by Cheapflights users on 5/4. 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 6/129:59 pm
EWR
- MKE
Nonstop2h 35m
United Airlines
Tue 6/166:14 am
MKE
- EWR
Nonstop2h 21m
United Airlines
Deal found 5/4![United Airlines logo]()
$269
Last-minute flights from Connecticut to WisconsinDiscover last-minute flight deals from Connecticut to Wisconsin. Data last updated May 9, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Wisconsin. Data last updated May 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2510:29 pm
EWR
- ORD
1 stop10h 26m
Frontier
Wed 6/31:29 pm
ORD
- EWR
1 stop7h 00m
Frontier
Deal found 5/4![Frontier logo]()
$167
This Expedia deal was found by Cheapflights users on 5/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2610:00 pm
LGA
- ORD
1 stop10h 55m
Frontier
Tue 6/26:55 am
ORD
- LGA
1 stop9h 53m
Frontier
Deal found 5/4![Frontier logo]()
$160
This Expedia deal was found by Cheapflights users on 5/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:00 pm
JFK
- ORD
1 stop7h 41m
Multiple Airlines
Fri 5/2910:45 am
ORD
- JFK
Nonstop2h 32m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$164
This Expedia deal was found by Cheapflights users on 5/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:00 pm
JFK
- ORD
1 stop7h 41m
Multiple Airlines
Tue 6/23:27 pm
ORD
- JFK
Nonstop2h 32m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$169
This SmartFares deal was found by Cheapflights users on 5/5. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:00 am
JFK
- ORD
Nonstop2h 54m
JetBlue
Fri 6/56:15 am
ORD
- JFK
Nonstop2h 18m
JetBlue
Deal found 5/5![JetBlue logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:00 pm
LGA
- ORD
1 stop10h 55m
Frontier
Wed 6/101:29 pm
ORD
- LGA
1 stop8h 45m
Frontier
Deal found 5/4![Frontier logo]()
$164
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/137:30 pm
JFK
- ORD
Nonstop3h 00m
JetBlue
Sat 8/85:27 pm
ORD
- JFK
Nonstop2h 33m
JetBlue
Deal found 5/5![JetBlue logo]()
$172
This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/137:00 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Tue 6/166:27 pm
ORD
- JFK
Nonstop2h 46m
JetBlue
Deal found 5/4![JetBlue logo]()
$174
This United Airlines deal was found by Cheapflights users on 5/4. 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 6/179:40 pm
EWR
- ORD
Nonstop2h 51m
United Airlines
Sat 6/208:10 pm
ORD
- EWR
Nonstop2h 32m
United Airlines
Deal found 5/4![United Airlines logo]()
$177
This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/207:00 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Sat 6/205:22 pm
ORD
- JFK
Nonstop2h 38m
JetBlue
Deal found 5/4![JetBlue logo]()
$175
This Delta deal was found by Cheapflights users on 5/6. 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.
Tue 6/237:30 am
JFK
- ORD
Nonstop2h 55m
Delta
Tue 7/76:00 pm
ORD
- JFK
Nonstop2h 37m
Delta
Deal found 5/6![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 5/5. 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.
Tue 6/237:30 am
LGA
- ORD
Nonstop2h 44m
Delta
Tue 6/307:05 am
ORD
- LGA
Nonstop2h 19m
Delta
Deal found 5/5![Delta logo]()
$177
One-way flights from Connecticut to WisconsinSearch for one-way flight options from Connecticut to Wisconsin. Find affordable one-way fares based on user searches. Data last updated May 9, 2026.
Search for one-way flight options from Connecticut to Wisconsin. Find affordable one-way fares based on user searches. Data last updated May 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:55 am
EWR
- ORD
1 stop14h 46m
Frontier
Deal found 5/4![Frontier logo]()
$76
This Trip.com deal was found by Cheapflights users on 5/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:55 am
EWR
- ORD
1 stop14h 34m
Frontier
Deal found 5/4![Frontier logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2910:29 pm
EWR
- ORD
1 stop10h 26m
Frontier
Deal found 5/6![Frontier logo]()
$80
This Jetabroad deal was found by Cheapflights users on 5/4. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:29 pm
EWR
- ORD
1 stop10h 26m
Frontier
Deal found 5/4![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:55 am
EWR
- ORD
1 stop14h 34m
Frontier
Deal found 5/4![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/245:55 am
EWR
- ORD
1 stop25h 29m
Frontier
Deal found 5/5![Frontier logo]()
$85
This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:00 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Deal found 5/4![JetBlue logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:29 am
LGA
- ORD
1 stop14h 00m
Frontier
Deal found 5/4![Frontier logo]()
$87
This Jettzy deal was found by Cheapflights users on 5/5. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:30 pm
JFK
- ORD
Nonstop3h 00m
JetBlue
Deal found 5/5![JetBlue logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1610:29 pm
EWR
- ORD
1 stop10h 34m
Frontier
Deal found 5/5![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1510:00 pm
LGA
- ORD
1 stop11h 03m
Frontier
Deal found 5/5![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2811:41 am
EWR
- MSP
Nonstop2h 58m
Sun Country Air
Deal found 5/4![Sun Country Air logo]()
$88
Find flight deals from Connecticut to Wisconsin
Keep the following information in mind while searching for Connecticut to Wisconsin flight deals. Data was last updated May 9, 2026.
Round-trip from | $159 (Expedia) |
|---|---|
One-way from | $76 (Kiwi.com) |
Popular in | May |
Cheapest in | September |
Average price | $544 |
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut 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 May 9, 2026.
Use the filters below to find and compare flights from Connecticut to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 7/7
6:50 pm-8:56 pm
Nonstop3h 06m
Chicago O'Hare Intl
Fri 7/10
8:10 pm-11:44 pm
Nonstop2h 34m
$177
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 7/10
8:45 pm-10:36 pm
Nonstop2h 51m
Chicago O'Hare Intl
Mon 7/13
7:05 pm-10:34 pm
Nonstop2h 29m
$177
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 6/27
5:55 pm-8:02 pm
Nonstop3h 07m
Chicago O'Hare Intl
Mon 6/29
7:05 am-10:24 am
Nonstop2h 19m
$187
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Wed 7/22
6:50 pm-8:56 pm
Nonstop3h 06m
Chicago O'Hare Intl
Fri 7/24
6:00 am-9:09 am
Nonstop2h 09m
$192
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 5/23
4:30 pm-6:22 pm
Nonstop2h 52m
Chicago O'Hare Intl
Wed 5/27
5:00 pm-8:22 pm
Nonstop2h 22m
$202
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 5/30
6:00 am-9:36 am
1 stop4h 36m
Chicago O'Hare Intl
Tue 6/2
7:50 pm-11:20 pm
Nonstop2h 30m
$207
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 6/12
8:25 pm-10:12 pm
Nonstop2h 47m
Chicago O'Hare Intl
Wed 6/17
2:00 pm-5:22 pm
Nonstop2h 22m
$210
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 5/26
7:10 am-8:49 am
Nonstop2h 39m
Chicago O'Hare Intl
Tue 5/26
6:00 pm-9:25 pm
Nonstop2h 25m
$214
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Mon 5/25
7:41 am-9:35 am
Nonstop2h 54m
Chicago O'Hare Intl
Thu 5/28
6:34 pm-10:03 pm
Nonstop2h 29m
$227
NewarkChicago
EWR - ORD
EWRORD
Newark
Fri 6/12
9:40 pm-11:30 pm
Nonstop2h 50m
Chicago O'Hare Intl
Sun 6/14
6:00 am-9:12 am
Nonstop2h 12m
$235
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Connecticut to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Connecticut with our price prediction graph.
LGA-ORD
EWR-MSP
PVD-ORD
LGA-MSP
JFK-ORD
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 Connecticut to Wisconsin
USCT-USWI
LGA-ORD
EWR-MSP
PVD-ORD
LGA-MSP
How far ahead should I book a flight from Connecticut to Wisconsin?
The best time to book flights from Connecticut to Wisconsin is 58 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Connecticut to Wisconsin?
Currently, May is the cheapest month in which you can book a flight from Connecticut to Wisconsin (average of $118). Flying from Connecticut to Wisconsin in March is currently the most expensive (average of $316). 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.
How much does it cost to fly round-trip from Connecticut to Wisconsin?
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 May 9, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Connecticut to Wisconsin to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Connecticut 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 Connecticut 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 Connecticut to Wisconsin by cabin class
Find flights from Connecticut to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Connecticut and Wisconsin flights
Browse other Connecticut and Wisconsin flight options. Last updated on May 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Wisconsin
Find the right flight back to Connecticut after your stay in Wisconsin
Connecticut to Wisconsin flights
Consider these flights traveling from Connecticut to Wisconsin.
Top 4 airlines flying from Connecticut to Wisconsin
Discover the top 4 airlines that operate flights from Connecticut 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 May 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$426 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$239 | Average$447 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$248 | Average$487 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$267 | Average$441 | FlexibilityNo cancel fee | On-time69% |