Cheap flights from Chicago to Montego Bay
Cheapest return fare right now: $255Oct 30 – Nov 8 · Frontier Airlines
- Direct flights
- No
- Typical flight time
- 5 h 07 min
- Price range seen
- $255 – $602
- Cheapest month (next 3 months)
- October 2026
Best dates
| Dates | Nights | Airline | Stops | From | Price | |
|---|---|---|---|---|---|---|
| Oct 30 – Nov 8 | 9 | Frontier Airlines | 1 | Chicago Midway | $255 | Book → |
| Nov 8 – Nov 12 | 4 | Frontier Airlines | 1 | Chicago Midway | $381 | Book → |
| Nov 18 – Nov 23 | 5 | American Airlines | 1 | Chicago O'Hare | $522 | Book → |
| Nov 10 – Nov 15 | 5 | American Airlines | 1 | Chicago O'Hare | $602 | Book → |
Prices checked on October 13, 2026.
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