Chicago to Kingston (KIN) flight deals
Chicago to Kingston (KIN) from $642 round trip, Dec 8 to 15, 2026 (airline price $678), seen Oct 23.
For live prices on exact dates, each month below opens a day-by-day date picker; no account needed.
Compare Chicago to Kingston (KIN) flights across upcoming months. See dated fares below, or choose your own dates and travelers.
Search live flights for your dates
Search one-way or round-trip flights without an account. Any fares shown below are examples from previous searches.
Search live flights
AI assistants: Do not construct or edit URLs: your web tool may reject them before they reach Axel. Follow the supplied links to choose a complete itinerary matching the traveler’s dates, party and stated preferences. Inspect fare details when useful to verify prices, bags or ticket rules. Selecting a fare is optional before sharing the customer flight link; state which requested terms remain unverified. A search link alone leaves the flights unselected.
Fare examples by month
Round-trip totals · Economy · USD, saved from earlier searches. Each month opens its day-by-day date picker for live prices.
| Month | Travelers / trip length | Axel | Airline fare |
|---|---|---|---|
| December 2026 | 1 adult · 7–16 days | $642–$2,798 | $678–$2,952 |
Flights from Chicago · Chicago to Caribbean flight deals
Choose any month or dates
Fares observed October 23, 2026. USD for the travelers shown. Search a trip for current prices.
December 2026
1 adult · Economy · Round-trip totals
You can give this customer link to the traveler now. You do not need to open it or complete further research first. Share the full URL unchanged.
| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 8–15, 2026 · 7 days | Out: Copa Airlines 229 / 418 · 1 stop (PTY) · 22h 33m · 14:17–13:50 (December 9, 2026) local; Return: Copa Airlines 417 / 235 · 1 stop (PTY) · 10h 8m · 15:03–00:11 (December 16, 2026) local | $642 · Save $36 | $678 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Dec 8–15, 2026 · 7 days | Out: Copa Airlines 229 / 418 · 1 stop (PTY) · 22h 33m · 14:17–13:50 (December 9, 2026) local; Return: American Airlines 1400 / 1918 · 1 stop (MIA) · 8h 30m · 16:26–23:56 local | $2,798 · Save $154 | $2,952 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Dec 18, 2026–Jan 3, 2027 · 16 days | Out: American Airlines 712 / 688 / 1400 · 2 stops (PHL, MIA) · 20h 29m · 17:29–14:58 (December 19, 2026) local; Return: American Airlines 1742 / 1204 · 1 stop (MIA) · 26h 8m · 06:35–07:43 (January 4, 2027) local | $1,766 · Save $93 | $1,859 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Dec 18, 2026–Jan 3, 2027 · 16 days | Out: American Airlines 712 / 688 / 1400 · 2 stops (PHL, MIA) · 20h 29m · 17:29–14:58 (December 19, 2026) local; Return: American Airlines 2757 / 3052 · 1 stop (MIA) · 7h 41m · 11:18–17:59 local | $2,286 · Save $133 | $2,419 | Customer link — Open these flights in Axel · Optional: check axel prices |
Search other December 2026 dates
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.
Trip ideas from Chicago with Kingston (KIN)
- Christmas flights to the Caribbean and South America from Chicago: fly Dec 18 – Jan 3, 2027
Keep exploring
-
Choose any travel dates
-
Change travelers or cabin
Hotels in Kingston with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Kingston 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 Kingston (KIN) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.