$132+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PUJ
Aug 5 — Aug 121
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to Dominican Republic with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Wisconsin to Dominican Republic
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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 July 6, 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 July 6, 2026.
This Arajet deal was found by Cheapflights users on 7/4. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:27 am
ORD
- SDQ
1 stop9h 13m
Multiple Airlines
Fri 11/61:40 am
SDQ
- ORD
1 stop9h 17m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$365
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am
ORD
- STI
1 stop6h 27m
JetBlue
Wed 9/303:49 pm
STI
- ORD
1 stop8h 42m
JetBlue
Deal found 7/2![JetBlue logo]()
$370
This Arajet deal was found by Cheapflights users on 7/5. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 am
ORD
- SDQ
1 stop10h 25m
Multiple Airlines
Thu 10/221:45 pm
SDQ
- ORD
1 stop10h 55m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$373
This SmartFares deal was found by Cheapflights users on 7/4. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:00 am
ORD
- SDQ
1 stop7h 23m
JetBlue
Tue 8/255:01 am
SDQ
- ORD
1 stop9h 38m
JetBlue
Deal found 7/4![JetBlue logo]()
$374
This JetBlue deal was found by Cheapflights users on 7/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:00 am
ORD
- STI
1 stop6h 27m
JetBlue
Thu 9/243:49 pm
STI
- ORD
1 stop8h 42m
JetBlue
Deal found 7/2![JetBlue logo]()
$378
This American Airlines deal was found by Cheapflights users on 7/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am
ORD
- STI
1 stop7h 12m
American Airlines
Tue 11/104:36 pm
STI
- ORD
1 stop17h 06m
American Airlines
Deal found 7/6![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 7/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:55 pm
ORD
- STI
2 stops16h 20m
American Airlines
Thu 9/243:15 pm
STI
- ORD
2 stops17h 43m
American Airlines
Deal found 7/6![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 8/155:05 am
ORD
- SDQ
2 stops9h 19m
American Airlines
Fri 8/212:00 pm
SDQ
- ORD
1 stop9h 30m
American Airlines
Deal found 7/2![American Airlines logo]()
$399
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 8/132:35 pm
ORD
- SDQ
1 stop8h 24m
JetBlue
Mon 8/245:01 am
SDQ
- ORD
1 stop9h 38m
JetBlue
Deal found 7/1![JetBlue logo]()
$400
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:00 am
ORD
- SDQ
1 stop7h 00m
American Airlines
Wed 8/2610:27 am
SDQ
- ORD
1 stop8h 27m
American Airlines
Deal found 7/5![American Airlines logo]()
$402
This SmartFares deal was found by Cheapflights users on 7/1. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:20 pm
ORD
- SDQ
1 stop7h 39m
JetBlue
Sat 8/221:35 pm
SDQ
- ORD
1 stop11h 09m
JetBlue
Deal found 7/1![JetBlue logo]()
$403
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:55 pm
ORD
- STI
2 stops16h 20m
American Airlines
Wed 9/303:15 pm
STI
- ORD
1 stop19h 14m
American Airlines
Deal found 7/5![American Airlines logo]()
$403
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 July 6, 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 July 6, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:00 am
ORD
- STI
1 stop6h 27m
JetBlue
Thu 9/243:49 pm
STI
- ORD
1 stop8h 42m
JetBlue
Deal found 7/6![JetBlue logo]()
$370
This American Airlines deal was found by Cheapflights users on 7/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:55 pm
ORD
- STI
2 stops16h 20m
American Airlines
Thu 9/243:15 pm
STI
- ORD
2 stops17h 43m
American Airlines
Deal found 7/6![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:07 am
ORD
- SDQ
1 stop13h 47m
Delta
Mon 8/172:53 pm
SDQ
- ORD
1 stop10h 04m
Delta
Deal found 7/3![Delta logo]()
$408
This Arajet deal was found by Cheapflights users on 7/4. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:45 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Sun 12/66:10 pm
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 7/4![Arajet logo]()
$454
This Copa Airlines deal was found by Cheapflights users on 7/1. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:02 am
ORD
- SDQ
1 stop26h 40m
Copa Airlines
Thu 8/612:13 pm
SDQ
- ORD
1 stop13h 49m
Copa Airlines
Deal found 7/1![Copa Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 7/2. 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 11/17:38 am
ORD
- PUJ
Nonstop4h 37m
United Airlines
Fri 11/612:56 pm
PUJ
- ORD
1 stop12h 41m
United Airlines
Deal found 7/2![United Airlines logo]()
$491
This Southwest deal was found by Cheapflights users on 7/3. 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.
Mon 11/305:00 am
MKE
- PUJ
1 stop8h 50m
Southwest
Sat 12/53:35 pm
PUJ
- MKE
1 stop8h 10m
Southwest
Deal found 7/3![Southwest logo]()
$610
This Air Canada deal was found by Cheapflights users on 7/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1312:00 pm
MSP
- POP
1 stop22h 30m
Air Canada
Wed 12/163:40 pm
POP
- MSP
2 stops31h 40m
Air Canada
Deal found 7/2![Air Canada logo]()
$620
This Mytrip deal was found by Cheapflights users on 7/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2510:30 am
MSP
- PUJ
2 stops28h 35m
Multiple Airlines
Sun 10/44:20 pm
PUJ
- MSP
2 stops21h 57m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$655
This Cheapflightsfares deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
ORD
- STI
1 stop7h 01m
JetBlue
Thu 8/274:54 pm
STI
- ORD
1 stop7h 50m
JetBlue
Deal found 7/6![JetBlue logo]()
$370
This Delta deal was found by Cheapflights users on 7/2. 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 9/146:25 pm
ORD
- STI
2 stops17h 01m
Delta
Wed 9/307:30 pm
STI
- ORD
2 stops22h 00m
Delta
Deal found 7/2![Delta logo]()
$445
This SmartFares deal was found by Cheapflights users on 7/1. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:00 am
ORD
- STI
1 stop7h 01m
JetBlue
Sat 8/224:54 pm
STI
- ORD
1 stop7h 50m
JetBlue
Deal found 7/1![JetBlue logo]()
$439
This Delta deal was found by Cheapflights users on 7/2. 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 9/286:25 pm
ORD
- STI
2 stops17h 01m
Delta
Thu 10/17:30 pm
STI
- ORD
1 stop14h 57m
Delta
Deal found 7/2![Delta logo]()
$445
This Arajet deal was found by Cheapflights users on 7/1. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:30 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Sat 7/257:02 am
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 7/1![Arajet logo]()
$521
This Copa Airlines deal was found by Cheapflights users on 7/1. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:02 am
ORD
- SDQ
1 stop25h 53m
Copa Airlines
Tue 7/1412:13 pm
SDQ
- ORD
1 stop12h 48m
Copa Airlines
Deal found 7/1![Copa Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 7/3. 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 7/285:00 am
ORD
- SDQ
1 stop15h 25m
American Airlines
Thu 8/610:27 am
SDQ
- ORD
1 stop15h 08m
American Airlines
Deal found 7/3![American Airlines logo]()
$549
This JetBlue deal was found by Cheapflights users on 7/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:00 am
ORD
- PUJ
1 stop7h 29m
JetBlue
Tue 9/84:41 pm
PUJ
- ORD
1 stop8h 03m
JetBlue
Deal found 7/2![JetBlue logo]()
$454
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 11/288:42 am
ORD
- PUJ
Nonstop4h 37m
United Airlines
Thu 12/106:32 pm
PUJ
- ORD
1 stop17h 05m
United Airlines
Deal found 7/2![United Airlines logo]()
$558
This Delta deal was found by Cheapflights users on 7/1. 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.
Fri 8/145:30 am
ORD
- SDQ
1 stop6h 58m
Delta
Tue 8/187:35 pm
SDQ
- ORD
2 stops16h 07m
Delta
Deal found 7/1![Delta logo]()
$489
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/99:30 am
ORD
- PUJ
Nonstop4h 32m
United Airlines
Wed 12/232:55 pm
PUJ
- ORD
Nonstop5h 13m
United Airlines
Deal found 7/5![United Airlines logo]()
$561
This Air Canada deal was found by Cheapflights users on 7/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:10 pm
MSP
- PUJ
1 stop25h 55m
Air Canada
Wed 8/265:05 pm
PUJ
- MSP
1 stop29h 18m
Air Canada
Deal found 7/3![Air Canada logo]()
$648
This Delta deal was found by Cheapflights users on 7/5. 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 8/106:40 am
ORD
- SDQ
2 stops17h 14m
Delta
Wed 8/122:53 pm
SDQ
- ORD
2 stops18h 03m
Delta
Deal found 7/5![Delta logo]()
$489
This Southwest deal was found by Cheapflights users on 7/1. 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 9/55:05 pm
MSP
- PUJ
2 stops20h 00m
Southwest
Fri 9/111:45 pm
PUJ
- MSP
2 stops9h 40m
Southwest
Deal found 7/1![Southwest logo]()
$661
This JetBlue deal was found by Cheapflights users on 7/5. 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 8/62:35 pm
ORD
- SDQ
1 stop8h 24m
JetBlue
Fri 8/141:35 pm
SDQ
- ORD
1 stop11h 09m
JetBlue
Deal found 7/5![JetBlue logo]()
$498
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:48 pm
MKE
- PUJ
1 stop16h 46m
American Airlines
Sat 11/145:33 pm
PUJ
- MKE
2 stops16h 34m
American Airlines
Deal found 7/1![American Airlines logo]()
$618
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:00 am
ORD
- PUJ
1 stop7h 27m
United Airlines
Sat 9/53:35 pm
PUJ
- ORD
Nonstop5h 04m
United Airlines
Deal found 7/5![United Airlines logo]()
$583
This Air Canada deal was found by Cheapflights users on 7/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:55 pm
MSP
- PUJ
2 stops23h 10m
Air Canada
Mon 7/1312:55 pm
PUJ
- MSP
1 stop24h 35m
Air Canada
Deal found 7/2![Air Canada logo]()
$651
This Delta deal was found by Cheapflights users on 7/5. 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 9/76:00 am
ORD
- SDQ
1 stop11h 06m
Delta
Sat 9/122:53 pm
SDQ
- ORD
1 stop10h 06m
Delta
Deal found 7/5![Delta logo]()
$515
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:48 pm
MKE
- PUJ
1 stop14h 52m
American Airlines
Sun 11/222:25 pm
PUJ
- MKE
1 stop25h 59m
American Airlines
Deal found 7/1![American Airlines logo]()
$624
This Copa Airlines deal was found by Cheapflights users on 7/4. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/183:21 pm
ORD
- POP
1 stop19h 09m
Copa Airlines
Tue 8/2512:41 pm
POP
- ORD
1 stop26h 18m
Copa Airlines
Deal found 7/4![Copa Airlines logo]()
$688
Last-minute flights from Wisconsin to Dominican RepublicDiscover last-minute flight deals from Wisconsin to Dominican Republic. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Dominican Republic. Data last updated July 6, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 8/132:35 pm
ORD
- SDQ
1 stop8h 24m
JetBlue
Mon 8/245:01 am
SDQ
- ORD
1 stop9h 38m
JetBlue
Deal found 7/1![JetBlue logo]()
$400
This American Airlines deal was found by Cheapflights users on 7/2. 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 8/145:05 am
ORD
- SDQ
2 stops9h 19m
American Airlines
Tue 8/1810:27 am
SDQ
- ORD
2 stops12h 30m
American Airlines
Deal found 7/2![American Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 8/155:00 am
ORD
- SDQ
1 stop7h 00m
American Airlines
Fri 8/212:00 pm
SDQ
- ORD
1 stop9h 30m
American Airlines
Deal found 7/2![American Airlines logo]()
$399
This SmartFares deal was found by Cheapflights users on 7/1. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:20 pm
ORD
- SDQ
1 stop7h 39m
JetBlue
Sat 8/221:35 pm
SDQ
- ORD
1 stop11h 09m
JetBlue
Deal found 7/1![JetBlue logo]()
$403
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:59 pm
ORD
- SDQ
1 stop18h 23m
American Airlines
Sat 8/2210:27 am
SDQ
- ORD
1 stop14h 03m
American Airlines
Deal found 7/1![American Airlines logo]()
$409
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1512:12 pm
ORD
- PUJ
Nonstop4h 45m
Arajet
Sat 8/227:02 am
PUJ
- ORD
Nonstop5h 10m
Arajet
Deal found 7/1![Arajet logo]()
$412
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Mon 8/175:05 am
ORD
- SDQ
2 stops12h 39m
American Airlines
Mon 8/242:00 pm
SDQ
- ORD
1 stop9h 30m
American Airlines
Deal found 7/3![American Airlines logo]()
$412
This SmartFares deal was found by Cheapflights users on 7/4. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:00 am
ORD
- SDQ
1 stop7h 23m
JetBlue
Tue 8/255:01 am
SDQ
- ORD
1 stop9h 38m
JetBlue
Deal found 7/4![JetBlue logo]()
$374
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:00 am
ORD
- SDQ
1 stop7h 00m
American Airlines
Wed 8/2610:27 am
SDQ
- ORD
1 stop8h 27m
American Airlines
Deal found 7/5![American Airlines logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Sun 8/2312:44 am
ORD
- PUJ
1 stop17h 35m
Multiple Airlines
Sun 8/306:00 pm
PUJ
- ORD
Nonstop5h 10m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$414
This Cheapflightsfares deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
ORD
- STI
1 stop7h 01m
JetBlue
Thu 8/274:54 pm
STI
- ORD
1 stop7h 50m
JetBlue
Deal found 7/6![JetBlue logo]()
$370
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sun 8/306:59 pm
ORD
- SDQ
1 stop17h 23m
American Airlines
Tue 9/82:00 pm
SDQ
- ORD
1 stop10h 44m
American Airlines
Deal found 7/2![American Airlines logo]()
$408
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 July 6, 2026.
Search for one-way flight options from Wisconsin to Dominican Republic. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1512:12 pm
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 7/1![Arajet logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Sat 9/1912:12 pm
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 7/1![Arajet logo]()
$138
This Super.com deal was found by Cheapflights users on 7/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:12 pm
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 7/1![Arajet logo]()
$143
This Trip.com deal was found by Cheapflights users on 7/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:44 am
ORD
- PUJ
1 stop15h 47m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/315:30 am
ORD
- PUJ
Nonstop4h 45m
Arajet
Deal found 7/1![Arajet logo]()
$148
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip 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 7/1![Arajet logo]()
$151
This American Airlines deal was found by Cheapflights users on 7/3. 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 7/288:30 am
ORD
- PUJ
1 stop7h 26m
American Airlines
Deal found 7/3![American Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Tue 8/2512:44 am
ORD
- PUJ
1 stop8h 40m
Frontier
Deal found 7/1![Frontier logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 7/5. 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 8/197:00 am
ORD
- STI
1 stop7h 01m
JetBlue
Deal found 7/5![JetBlue logo]()
$164
This SmartFares deal was found by Cheapflights users on 7/3. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:00 am
ORD
- SDQ
1 stop7h 16m
JetBlue
Deal found 7/3![JetBlue logo]()
$172
This Justfly.com deal was found by Cheapflights users on 7/5. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:00 am
ORD
- STI
1 stop7h 01m
JetBlue
Deal found 7/5![JetBlue logo]()
$175
This Arajet deal was found by Cheapflights users on 7/2. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:30 am
ORD
- SDQ
1 stop10h 25m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$177
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 July 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $365 (Arajet) |
One-way from | $132 (Mytrip) |
Popular in | March |
Cheapest in | October |
Average price | $674 |
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 July 6, 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
ChicagoSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Mon 9/21
6:00 am-1:27 pm
1 stop6h 27m
Santiago de los Caballeros
Thu 9/24
3:49 pm-11:31 pm
1 stop8h 42m
$370
ChicagoSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Mon 8/24
7:00 am-3:01 pm
1 stop7h 01m
Santiago de los Caballeros
Thu 8/27
4:54 pm-11:44 pm
1 stop7h 50m
$370
ChicagoSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Mon 9/21
8:55 pm-2:15 pm
2 stops16h 20m
Santiago de los Caballeros
Thu 9/24
3:15 pm-7:58 am
2 stops17h 43m
$397
ChicagoSanto Domingo
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Tue 8/11
10:07 am-12:54 am
1 stop13h 47m
Santo Domingo Las Americas
Mon 8/17
2:53 pm-11:57 pm
1 stop10h 04m
$408
ChicagoSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Sat 8/15
7:00 am-3:01 pm
1 stop7h 01m
Santiago de los Caballeros
Sat 8/22
4:54 pm-11:44 pm
1 stop7h 50m
$439
ChicagoSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Mon 9/14
6:25 pm-12:26 pm
2 stops17h 01m
Santiago de los Caballeros
Wed 9/30
7:30 pm-4:30 pm
2 stops22h 00m
$445
ChicagoSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Mon 9/28
6:25 pm-12:26 pm
2 stops17h 01m
Santiago de los Caballeros
Thu 10/1
7:30 pm-9:27 am
1 stop14h 57m
$445
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Fri 11/27
5:45 am-12:30 pm
Nonstop4h 45m
Punta Cana
Sun 12/6
6:10 pm-9:20 pm
Nonstop5h 10m
$454
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Tue 9/1
7:00 am-3:29 pm
1 stop7h 29m
Punta Cana
Tue 9/8
4:41 pm-11:44 pm
1 stop8h 03m
$454
ChicagoSanto Domingo
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Tue 7/28
8:02 am-11:42 am
1 stop26h 40m
Santo Domingo Las Americas
Thu 8/6
12:13 pm-1:02 am
1 stop13h 49m
$482
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-SDQ
ORD-PUJ
MSP-PUJ
MKE-PUJ
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-SDQ
ORD-PUJ
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 36 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 July 6, 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 July 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$311 | Average$683 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$378 | Average$588 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$382 | Average$670 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$547 | Average$866 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$568 | Average$834 | FlexibilityNo cancel fee | On-time63% |