Your next trip, last seen at €187
Lowest observedWhen to fly
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The lowest fare we observed for each month. Open a month to see its days, then pick your outbound and return. A day with no price is one we will search for you.
One-way fare
- Lowest observed
- €187, departing 11 Dec 2026 (Last checked: 20 Oct 2026)One-way fareCheck live prices for this route
- Airlines seen
- American Airlines, Delta Air Lines
- Typical journey time
- 5h 37m
About this route
Explore the fares we observed from Havana to Chicago. Prices move often, so pick your dates to see the latest options.
- Route distance
- 2,143 km
- Typical journey time
- 5h 37m
- Seen on fares with a connection
- American Airlines, Delta Air Lines
- Alternative airports
- CGX, DPA, MDW, PWK, RFD
Route-level information; individual journeys vary.
We have not observed non-stop service on this route; the fares shown include at least one stop.
A clearer picture of your fare
If the observed fare for this date drops, we will email you. At most one message a day.
Airport to city: straight-line distance
- José Martí International Airport (HAV) → Havana, city gazetteer reference point (23.1136, -82.3666): ≈ 14 km.
- Chicago Midway International Airport (MDW) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 14 km.
- Chicago O'Hare International Airport (ORD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 25 km.
- Chicago Rockford International Airport (RFD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 126 km.
Approximate distances calculated from coordinates, not road distances or travel times. These airports serve the city; they are not confirmed endpoints of an offer.
Lowest one-way fare we saw per airline
Cheapest airline from Havana to Chicago: American Airlines, from €345 (checked 20 Oct 2026).
| Airline | Lowest fare | Priced days |
|---|---|---|
| American Airlines | €345Dec 11, 2026 | 6 |
| Delta Air Lines | €345Dec 11, 2026 | 6 |
One-way fares checked in the last 14 days. An airline listed here had a fare on at least 3 departure days. Each figure is the lowest we saw, not a guaranteed fare. Connecting itineraries are included; the date is the departure day of that fare.
Frequently asked
How much is a flight from Havana to Chicago?
The lowest fare Routavio has observed is €187, found on 20 Oct 2026. Prices move, so read it as a floor rather than a quote.
When is the cheapest month to fly from Havana to Chicago?
In our observations December 2026 is the cheapest month so far, at €187.
Are there direct flights from Havana to Chicago?
Our data holds no non-stop flight from Havana to Chicago. The fares on this page include at least one stop.
Which airlines fly from Havana to Chicago?
Routavio has seen these carriers on the route: American Airlines, Delta Air Lines.
Which airline has the lowest fare from Havana to Chicago?
Cheapest airline from Havana to Chicago: American Airlines, from €345 (checked 20 Oct 2026).
How observed prices work, what "No data" means and what a fare includes: Read the flight price guide · Price and schedule freshness on Routavio
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Recently observed fares. Prices may change.