Chicago to Punta Cana (PUJ) flight deals
Compare Chicago to Punta Cana (PUJ) flights across upcoming months. See dated fares below, or choose your own dates and travelers.
Fare examples by month
Round-trip totals · Economy · USD. Choose a month to see the dates.
| Month | Travelers / trip length | Axel | Airline fare |
|---|---|---|---|
| November 2026 | 4 adults · 7 days | $1,808 | $1,912 |
| November 2026 | 1 adult · 4–5 days | $1,225–$1,610 | $1,296–$1,703 |
| December 2026 | 4 adults · 7 days | $1,797–$2,141 | $1,896–$2,260 |
| December 2026 | 1 adult · 7 days | $556–$629 | $587–$663 |
| March 2027 | 1 adult · 7 days | $599 | $632 |
Flights from Chicago · Chicago to Caribbean flight deals
Compare destinations
Fares observed October 3 – 9, 2026. USD for the travelers shown. Search a trip for current prices. For starting totals, choose a return flight to confirm the final price.
November 2026
4 adults · Economy · Round-trip totals
| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Nov 10–17, 2026 · 7 days | 1 stop / 1 stop · 6h 38m / 8h 51m | $1,808 · Save $104 | $1,912 | Check Axel prices |
1 adult · Economy · Round-trip totals
| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| MDW | Nov 24–28, 2026 · 4 days | 1 stop / 1 stop · 7h 30m / 19h 5m | $1,338 · Save $73 | $1,411 | Check Axel prices |
| MDW | Nov 24–28, 2026 · 4 days | 1 stop / 1 stop · 7h 30m / 7h 59m | $1,610 · Save $93 | $1,703 | Check Axel prices |
| ORD | Nov 24–29, 2026 · 5 days | 1 stop / 1 stop · 20h 5m / 17h 22m | $1,225 · Save $71 | $1,296 | Check Axel prices |
| ORD | Nov 24–29, 2026 · 5 days | 1 stop / 1 stop · 20h 5m / 8h 53m | $1,234 · Save $67 | $1,301 | Check Axel prices |
1 adult · Economy · One-way totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| MDW | Nov 24, 2026 | 1 stop · 8h 25m | $370 · Save $20 | $390 | Check Axel prices |
| MDW | Nov 24, 2026 | 1 stop · 6h 28m | $746 · Save $43 | $789 | Check Axel prices |
December 2026
4 adults · Economy · Round-trip totals
| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 8–15, 2026 · 7 days | 1 stop / 1 stop · 6h 36m / 8h 19m | $1,797 · Save $99 | $1,896 | Check Axel prices |
| ORD | Dec 8–15, 2026 · 7 days | 1 stop / Nonstop · 6h 36m / 5h 15m | $2,141 · Save $119 | $2,260 | Check Axel prices |
1 adult · Economy · Round-trip totals
| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 8–15, 2026 · 7 days | 1 stop / 1 stop · 6h 58m / 10h 56m | $556 · Save $31 | $587 | Check Axel prices |
| ORD | Dec 8–15, 2026 · 7 days | 1 stop / 1 stop · 6h 58m / 8h 8m | $629 · Save $34 | $663 | Check Axel prices |
March 2027
1 adult · Economy · Round-trip totals
| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Mar 13–20, 2027 · 7 days | 1 stop / Nonstop · 14h 22m / 5h 10m | $599 · Save $33 | $632 | Check Axel prices |
1 adult · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Mar 20–25, 2027 · 5 days | 2 stops · 17h 8m | From $860 · Save $49 | From $909 | Check Axel prices |
| ORD | Mar 20–25, 2027 · 5 days | Nonstop · 4h 30m | From $1,704 · Save $93 | From $1,796 | Check Axel prices |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
Keep exploring
Hotels in Punta Cana with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Punta Cana has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: Chicago to Punta Cana (PUJ) flight deals. Chicago to Punta Cana (PUJ) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
- Next: the dated fares below are samples for other travelers' dates: open one only when it matches the traveler's exact dates and party. Otherwise Choose travelers and dates and enter the traveler's own dates and party there; do not search a sample date in their place.
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