Cheap flights from Lebanon to Chicago

One-way fares from $253 · LEB → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Lebanon
Cheapest fare
$253

Cape Air · Tue, Nov 10

Cheapest month
November

from $253

Direct flights
Not recently

Usually 1+ stop

Quickest trip
6h 28m

1,260 km

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Cheapest month to fly from Lebanon to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $253

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

Cape Air
Depart07:00 Tue, Nov 10LEB → MDW 6h 28m · 2 stops
$253one way, per person
View deal
See every date in November 2026 →

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About flights from Lebanon to Chicago

Lebanon (LEB) and Chicago (CHI) are about 1,260 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 6h 28m. Over the next few months, one-way fares start from $253, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Lebanon to Chicago?

The cheapest one-way fare we've seen recently is $253 with Cape Air, departing Tuesday, November 10, 2026.

What is the cheapest month to fly from Lebanon to Chicago?

November 2026 currently has the lowest fares, from $253 one way.

Are there direct flights from Lebanon to Chicago?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Lebanon to Chicago?

The quickest journey we've seen takes about 6h 28m. Lebanon and Chicago are around 1,260 km apart.

Which airlines fly from Lebanon to Chicago?

Recent fares on this route were with Cape Air.

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