$129+ Cheap flights from Wisconsin to the Dominican Republic
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PUJ
Jun 20 — Jun 271
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to Dominican Republic with Cheapflights
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Cheapest flights from Wisconsin to Dominican RepublicExplore the most affordable flight options available from Wisconsin to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 21, 2026.
Explore the most affordable flight options available from Wisconsin to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 21, 2026.
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/1010:05 am
ORD
- STI
1 stop14h 54m
Delta
Sun 6/148:59 pm
STI
- ORD
1 stop13h 26m
Delta
Deal found 5/20![Delta logo]()
$352
This SmartFares deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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.
Wed 8/127:00 am
ORD
- SDQ
1 stop7h 21m
JetBlue
Wed 8/195:01 am
SDQ
- ORD
1 stop9h 38m
JetBlue
Deal found 5/17![JetBlue logo]()
$353
This Arajet deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:12 pm
ORD
- SDQ
1 stop8h 28m
Multiple Airlines
Sun 7/191:55 pm
SDQ
- ORD
1 stop9h 15m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$355
This Arajet deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:30 am
ORD
- SDQ
1 stop10h 25m
Multiple Airlines
Fri 8/141:40 am
SDQ
- ORD
1 stop10h 32m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$361
This Cheapflightsfares deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 10/77:00 am
ORD
- SDQ
1 stop7h 16m
JetBlue
Wed 10/214:36 pm
SDQ
- ORD
1 stop8h 08m
JetBlue
Deal found 5/20![JetBlue logo]()
$363
This Justfly.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:00 am
ORD
- SDQ
1 stop7h 16m
JetBlue
Wed 10/214:36 pm
SDQ
- ORD
1 stop8h 08m
JetBlue
Deal found 5/20![JetBlue logo]()
$368
This Super.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/292:35 pm
ORD
- SDQ
1 stop8h 24m
JetBlue
Wed 8/55:01 am
SDQ
- ORD
1 stop9h 38m
JetBlue
Deal found 5/16![JetBlue logo]()
$374
This Super.com deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/152:35 pm
ORD
- SDQ
1 stop8h 24m
JetBlue
Thu 7/305:01 am
SDQ
- ORD
1 stop9h 38m
JetBlue
Deal found 5/21![JetBlue logo]()
$377
This Orbitz deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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.
Tue 9/297:00 am
ORD
- PUJ
1 stop6h 25m
Multiple Airlines
Sun 10/46:00 pm
PUJ
- ORD
Nonstop5h 10m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$378
This Arajet deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:45 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Sun 8/236:00 pm
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 5/16![Arajet logo]()
$379
This eDestinos deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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.
Sat 9/512:12 pm
ORD
- PUJ
Nonstop4h 45m
Arajet
Sun 9/136:00 pm
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 5/17![Arajet logo]()
$380
This Arajet deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/294:30 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Thu 7/97:30 pm
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 5/17![Arajet logo]()
$382
Best flights from Wisconsin to Dominican RepublicDiscover carefully curated flight deals from Wisconsin to Dominican Republic that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 21, 2026.
Discover carefully curated flight deals from Wisconsin to Dominican Republic that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 21, 2026.
This JetBlue deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 9/12:35 pm
ORD
- SDQ
1 stop8h 24m
JetBlue
Wed 9/24:44 pm
SDQ
- ORD
1 stop8h 00m
JetBlue
Deal found 5/20![JetBlue logo]()
$368
This Arajet deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/35:30 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Sat 8/87:02 am
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 5/17![Arajet logo]()
$393
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 10/286:00 am
ORD
- STI
1 stop12h 06m
Delta
Tue 11/106:40 am
STI
- ORD
2 stops15h 44m
Delta
Deal found 5/20![Delta logo]()
$421
This Arajet deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2712:12 pm
ORD
- SDQ
1 stop8h 28m
Multiple Airlines
Sun 7/191:55 pm
SDQ
- ORD
1 stop9h 15m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$433
This Copa Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:21 pm
ORD
- SDQ
1 stop18h 34m
Copa Airlines
Tue 7/146:42 pm
SDQ
- ORD
1 stop10h 18m
Copa Airlines
Deal found 5/16![Copa Airlines logo]()
$490
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 8/277:30 am
ORD
- STI
2 stops12h 33m
American Airlines
Mon 8/317:00 am
STI
- ORD
2 stops12h 55m
American Airlines
Deal found 5/20![American Airlines logo]()
$492
This United Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:00 am
ORD
- PUJ
1 stop8h 27m
United Airlines
Tue 10/271:55 pm
PUJ
- ORD
Nonstop5h 13m
United Airlines
Deal found 5/18![United Airlines logo]()
$542
This Air Canada deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:05 pm
MSP
- PUJ
2 stops25h 20m
Air Canada
Sat 6/135:25 pm
PUJ
- MSP
2 stops19h 45m
Air Canada
Deal found 5/16![Air Canada logo]()
$603
This CheapOair deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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.
Sat 7/182:24 pm
MSP
- SDQ
2 stops19h 39m
Frontier
Tue 8/412:18 pm
SDQ
- MSP
2 stops46h 03m
Frontier
Deal found 5/16![Frontier logo]()
$686
This JetBlue deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:00 am
ORD
- PUJ
1 stop6h 25m
JetBlue
Thu 11/122:50 pm
PUJ
- ORD
1 stop10h 54m
JetBlue
Deal found 5/17![JetBlue logo]()
$384
This Arajet deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/153:20 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Sat 11/215:47 am
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 5/19![Arajet logo]()
$395
This Sun Country Air deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 7/226:00 pm
MSP
- PUJ
1 stop19h 05m
Sun Country Air
Sun 7/263:05 pm
PUJ
- MSP
1 stop27h 48m
Sun Country Air
Deal found 5/20![Sun Country Air logo]()
$799
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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.
Sun 7/55:20 am
MSP
- PUJ
2 stops8h 55m
Southwest
Sat 7/1111:50 am
PUJ
- MSP
2 stops11h 15m
Southwest
Deal found 5/18![Southwest logo]()
$821
This JetBlue deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 9/17:00 am
ORD
- STI
1 stop6h 36m
JetBlue
Wed 9/25:01 am
STI
- ORD
1 stop9h 38m
JetBlue
Deal found 5/20![JetBlue logo]()
$384
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/317:58 am
ORD
- STI
2 stops12h 15m
American Airlines
Sun 6/141:14 pm
STI
- ORD
1 stop12h 20m
American Airlines
Deal found 5/21![American Airlines logo]()
$497
This Copa Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:21 pm
ORD
- SDQ
1 stop20h 52m
Copa Airlines
Wed 7/156:42 pm
SDQ
- ORD
1 stop10h 18m
Copa Airlines
Deal found 5/17![Copa Airlines logo]()
$515
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 6/45:30 am
ORD
- STI
2 stops12h 58m
Delta
Thu 6/116:00 am
STI
- ORD
2 stops15h 31m
Delta
Deal found 5/16![Delta logo]()
$524
This JetBlue deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 11/47:00 am
ORD
- PUJ
1 stop6h 25m
JetBlue
Fri 11/132:50 pm
PUJ
- ORD
1 stop10h 54m
JetBlue
Deal found 5/16![JetBlue logo]()
$436
This Arajet deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:45 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Sat 8/17:02 am
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 5/16![Arajet logo]()
$511
This Copa Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/303:21 pm
ORD
- SDQ
1 stop20h 52m
Copa Airlines
Fri 8/712:43 pm
SDQ
- ORD
1 stop13h 19m
Copa Airlines
Deal found 5/19![Copa Airlines logo]()
$515
This United Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 11/177:00 am
MKE
- PUJ
2 stops8h 25m
United Airlines
Tue 11/242:55 pm
PUJ
- MKE
1 stop7h 59m
United Airlines
Deal found 5/16![United Airlines logo]()
$578
This Delta deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 10/137:10 am
ORD
- SDQ
2 stops10h 14m
Delta
Tue 10/207:49 pm
SDQ
- ORD
1 stop15h 15m
Delta
Deal found 5/18![Delta logo]()
$531
This JetBlue deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 8/307:00 am
ORD
- STI
1 stop6h 36m
JetBlue
Wed 9/23:51 pm
STI
- ORD
1 stop8h 53m
JetBlue
Deal found 5/18![JetBlue logo]()
$446
This Mytrip deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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.
Wed 7/158:45 am
ORD
- PUJ
1 stop30h 20m
Multiple Airlines
Sun 7/196:00 pm
PUJ
- ORD
Nonstop5h 10m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$595
This Arajet deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/14:30 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Sat 6/67:02 am
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 5/20![Arajet logo]()
$511
This Copa Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/43:21 pm
ORD
- SDQ
1 stop20h 52m
Copa Airlines
Sun 7/122:17 pm
SDQ
- ORD
1 stop24h 40m
Copa Airlines
Deal found 5/16![Copa Airlines logo]()
$515
This United Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 10/286:45 am
MSN
- PUJ
1 stop7h 17m
United Airlines
Wed 11/112:55 pm
PUJ
- MSN
1 stop7h 59m
United Airlines
Deal found 5/19![United Airlines logo]()
$578
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 10/55:44 pm
MSN
- PUJ
1 stop16h 14m
American Airlines
Tue 10/135:20 pm
PUJ
- MSN
1 stop7h 11m
American Airlines
Deal found 5/16![American Airlines logo]()
$578
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 10/317:05 am
ORD
- SDQ
2 stops10h 19m
Delta
Thu 11/126:45 am
SDQ
- ORD
2 stops13h 55m
Delta
Deal found 5/16![Delta logo]()
$552
This Copa Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:35 am
ORD
- POP
1 stop25h 55m
Copa Airlines
Fri 11/1312:37 pm
POP
- ORD
1 stop13h 25m
Copa Airlines
Deal found 5/20![Copa Airlines logo]()
$520
Last-minute flights from Wisconsin to Dominican RepublicDiscover last-minute flight deals from Wisconsin to Dominican Republic. Data last updated May 21, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Dominican Republic. Data last updated May 21, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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.
Fri 5/293:50 pm
ORD
- PUJ
2 stops21h 05m
Air Canada
Mon 6/14:25 pm
PUJ
- ORD
2 stops16h 20m
Air Canada
Deal found 5/20![Air Canada logo]()
$407
This Expedia deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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.
Sat 5/305:35 pm
ORD
- PUJ
1 stop20h 50m
Air Canada
Sat 6/65:25 pm
PUJ
- ORD
2 stops20h 45m
Air Canada
Deal found 5/19![Air Canada logo]()
$389
This Expedia deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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.
Sun 5/316:22 pm
ORD
- PUJ
2 stops21h 08m
Air Canada
Thu 6/45:25 pm
PUJ
- ORD
1 stop17h 53m
Air Canada
Deal found 5/20![Air Canada logo]()
$394
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 5/3110:15 am
ORD
- STI
1 stop13h 44m
Delta
Sun 6/148:59 pm
STI
- ORD
1 stop13h 26m
Delta
Deal found 5/20![Delta logo]()
$414
This Arajet deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/14:30 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Sat 6/67:02 am
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 5/17![Arajet logo]()
$393
This Expedia deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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.
Thu 6/47:25 am
ORD
- PUJ
2 stops32h 05m
Air Canada
Mon 6/84:25 pm
PUJ
- ORD
1 stop16h 35m
Air Canada
Deal found 5/20![Air Canada logo]()
$399
This Orbitz deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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.
Tue 6/92:00 pm
ORD
- PUJ
2 stops25h 30m
Air Canada
Sat 6/135:25 pm
PUJ
- ORD
2 stops21h 00m
Air Canada
Deal found 5/20![Air Canada logo]()
$392
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/1010:05 am
ORD
- STI
1 stop14h 54m
Delta
Sun 6/148:59 pm
STI
- ORD
1 stop13h 26m
Delta
Deal found 5/20![Delta logo]()
$352
This Expedia deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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.
Sat 6/1311:05 am
ORD
- PUJ
1 stop28h 25m
Air Canada
Thu 6/185:05 pm
PUJ
- ORD
1 stop18h 11m
Air Canada
Deal found 5/17![Air Canada logo]()
$385
This Expedia deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 6/153:40 pm
ORD
- PUJ
1 stop23h 50m
Air Canada
Mon 6/224:20 pm
PUJ
- ORD
1 stop23h 39m
Air Canada
Deal found 5/16![Air Canada logo]()
$390
This Expedia deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 6/168:20 pm
ORD
- PUJ
1 stop18h 05m
Air Canada
Wed 7/84:25 pm
PUJ
- ORD
1 stop25h 32m
Air Canada
Deal found 5/16![Air Canada logo]()
$395
This Arajet deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/294:30 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Thu 7/97:30 pm
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 5/17![Arajet logo]()
$382
One-way flights from Wisconsin to Dominican RepublicSearch for one-way flight options from Wisconsin to Dominican Republic. Find affordable one-way fares based on user searches. Data last updated May 21, 2026.
Search for one-way flight options from Wisconsin to Dominican Republic. Find affordable one-way fares based on user searches. Data last updated May 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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.
Sat 8/812:44 am
ORD
- SDQ
1 stop17h 34m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$129
This Mytrip deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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.
Sat 7/412:12 pm
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 5/19![Arajet logo]()
$131
This Mytrip deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 10/125:30 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 5/20![Arajet logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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.
Sat 7/1812:12 pm
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 5/19![Arajet logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 7/176:45 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 5/19![Arajet logo]()
$138
This Mytrip deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 8/105:30 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 5/19![Arajet logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 8/146:45 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 5/18![Arajet logo]()
$148
This SmartFares deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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.
Wed 8/127:00 am
ORD
- SDQ
1 stop7h 21m
JetBlue
Deal found 5/17![JetBlue logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 8/175:30 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 5/20![Arajet logo]()
$164
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:48 pm
ORD
- STI
1 stop16h 33m
American Airlines
Deal found 5/16![American Airlines logo]()
$164
This Cheapflightsfares deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:35 pm
ORD
- SDQ
1 stop8h 24m
JetBlue
Deal found 5/20![JetBlue logo]()
$167
This Flysmarter deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:00 am
ORD
- PUJ
1 stop7h 27m
JetBlue
Deal found 5/19![JetBlue logo]()
$169
Find flight deals from Wisconsin to Dominican Republic
Keep the following information in mind while searching for Wisconsin to Dominican Republic flight deals. Data was last updated May 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $352 (Delta) |
One-way from | $129 (Kiwi.com) |
Popular in | March |
Cheapest in | July |
Average price | $626 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to Dominican Republic 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 21, 2026.
Use the filters below to find and compare flights from Wisconsin to the Dominican Republic that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSanto Domingo
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Tue 9/1
2:35 pm-11:59 pm
1 stop8h 24m
Santo Domingo Las Americas
Wed 9/2
4:44 pm-11:44 pm
1 stop8h 00m
$368
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Mon 11/9
7:00 am-3:25 pm
1 stop6h 25m
Punta Cana
Thu 11/12
2:50 pm-11:44 pm
1 stop10h 54m
$384
ChicagoSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Tue 9/1
7:00 am-2:36 pm
1 stop6h 36m
Santiago de los Caballeros
Wed 9/2
5:01 am-1:39 pm
1 stop9h 38m
$384
Quickest round-trip
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Mon 8/3
5:30 am-11:15 am
Nonstop4h 45m
Punta Cana
Sat 8/8
7:02 am-11:12 am
Nonstop5h 10m
$393
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 11/15
3:20 am-10:05 am
Nonstop4h 45m
Punta Cana
Sat 11/21
5:47 am-8:57 am
Nonstop5h 10m
$395
ChicagoSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Wed 10/28
6:00 am-7:06 pm
1 stop12h 06m
Santiago de los Caballeros
Tue 11/10
6:40 am-8:24 pm
2 stops15h 44m
$421
ChicagoSanto Domingo
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Sat 6/27
12:12 pm-9:40 pm
1 stop8h 28m
Santo Domingo Las Americas
Sun 7/19
1:55 pm-10:10 pm
1 stop9h 15m
$433
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Wed 11/4
7:00 am-3:25 pm
1 stop6h 25m
Punta Cana
Fri 11/13
2:50 pm-11:44 pm
1 stop10h 54m
$436
ChicagoSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Sun 8/30
7:00 am-2:36 pm
1 stop6h 36m
Santiago de los Caballeros
Wed 9/2
3:51 pm-11:44 pm
1 stop8h 53m
$446
ChicagoSanto Domingo
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Fri 7/10
3:21 pm-10:55 am
1 stop18h 34m
Santo Domingo Las Americas
Tue 7/14
6:42 pm-4:00 am
1 stop10h 18m
$490
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Dominican Republic
Have a flexible travel schedule? Discover the best time to fly to Dominican Republic from Wisconsin with our price prediction graph.
ORD-STI
ORD-PUJ
ORD-SDQ
MSP-PUJ
MSP-SDQ
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 Wisconsin to the Dominican Republic
USWI-DO0
ORD-STI
ORD-PUJ
ORD-SDQ
MSP-PUJ
What is the cheapest month to book a flight from Wisconsin to Dominican Republic?
Currently, February is the cheapest month in which you can book a flight from Wisconsin to Dominican Republic (average of $165). Flying from Wisconsin to Dominican Republic in June is currently the most expensive (average of $460). 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 far ahead should I book a flight from Wisconsin to Dominican Republic?
The price you pay for your flight from Wisconsin to Dominican Republic may vary depending on when you book. For the best chance of a lower fare, look to book 27 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Dominican Republic. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Wisconsin to Dominican Republic
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Dominican Republic by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to Dominican Republic by cabin class
Find flights from Wisconsin to Dominican Republic, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and Dominican Republic flights
Browse other Wisconsin and Dominican Republic flight options. Last updated on May 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Dominican Republic
Find the right flight back to Wisconsin after your stay in Dominican Republic
Wisconsin to Dominican Republic flights
Consider these flights traveling from Wisconsin to Dominican Republic.
Fly to Dominican Republic regions
Consider these flights traveling to Dominican Republic regions.
Top 5 airlines flying from Wisconsin to Dominican Republic
Discover the top 5 airlines that operate flights from Wisconsin to Dominican Republic. 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 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$311 | Average$667 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$378 | Average$595 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$429 | Average$672 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$547 | Average$841 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$568 | Average$819 | FlexibilityNo cancel fee | On-time63% |