Cheap Flights from Havana to Chicago
No deal from Havana to Chicago has cleared our price bar yet. What we have seen on the route is below.
Across 3 months of observations from Havana to Chicago, the lowest round-trip fare we recorded was $602, in August. The typical fare was $711. August was the cheapest month we saw and October the dearest.
The most recent price we saw on this route was $652 on Delta, seen Oct 17. It is an unverified observation and may have changed.
See every deal <a href="/from/havana">from Havana</a>, <a href="/to/chicago">to Chicago</a>, or the return direction <a href="/from/chicago/to/havana">Chicago to Havana</a>.
Latest price we saw: Havana to Chicago
The most recent round-trip fare our sweep found on this route. It is not verified and may have changed since the date shown.
| From | Price | Per mile | Travel dates | Airline | Seen | Check price |
|---|---|---|---|---|---|---|
| Havana (HAV) to Chicago (ORD) | $652 | 24.1¢ | Oct 22 – Oct 28 | Delta | Oct 17 | Check price |
Price history: Havana to Chicago
What we observed by month, from our signals database. Unverified observations, not bookable prices.
| Month | Low | Typical | Sightings |
|---|---|---|---|
| Oct 2026 | $637 | $680 | 7 |
| Sep 2026 | $617 | $823 | 17 |
| Aug 2026 | $602 | $630 | 27 |
Frequently asked questions
How many flight deals from Havana to Chicago are on Sparkflights right now?
There are 0 verified deals from Havana to Chicago on the board right now. The list refreshes hourly.
What is the lowest price ever seen from Havana to Chicago?
The lowest fare we've recorded from Havana to Chicago is $602, based on 51 price observations over 3 months.
How much does a flight from Havana to Chicago cost?
The typical round-trip fare we observed from Havana to Chicago is $711, against a recorded low of $602. These are observations, not quotes.
When is the cheapest month to fly Havana to Chicago?
August was the cheapest month we observed from Havana to Chicago and October the dearest, over 3 months of data.
What is the current price from Havana to Chicago?
The most recent fare our sweep saw from Havana to Chicago is $652, on Oct 17. It is an unverified observation rather than a verified deal, so check it before booking.