Cheap Flights from Chicago to Havana
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The latest fare from Chicago to Havana: $481 round trip, Nov 30 – Dec 8, seen Nov 9. Prices by month are below.
Across 1 month of observations from Chicago to Havana, the lowest round-trip economy fare we recorded was $481, in November. The typical economy fare was $481.
The most recent economy price we saw on this route was $481 on Southwest, seen Nov 9.
See every deal from Chicago, to Havana, or the return direction Havana to Chicago.
Latest economy price we saw: Chicago to Havana
The most recent economy round-trip fare we saw on this route.
| From | Price | Per mile | Travel dates | Airline | Seen |
|---|---|---|---|---|---|
| Chicago (MDW) to Havana (HAV) | $481 | 18.0¢ | Nov 30 – Dec 8 | Southwest | Nov 9 |
Economy price history: Chicago to Havana
The lowest fares we saw each month.
| Month | Low | Typical | Sightings |
|---|---|---|---|
| Nov 2026 | $481 | $481 | 6 |
Frequently asked questions
How many flight deals from Chicago to Havana are on Sparkflights right now?
There are 0 deals from Chicago to Havana on the board right now.
What is the lowest price ever seen from Chicago to Havana?
The lowest economy fare we've recorded from Chicago to Havana is $481, based on 6 price observations over 1 month.
How much does a flight from Chicago to Havana cost?
The typical round-trip economy fare we observed from Chicago to Havana is $481, against a recorded low of $481. These are observations, not quotes.
What is the current price from Chicago to Havana?
The most recent economy fare we saw from Chicago to Havana is $481, on Nov 9.