Cheap flights from Guadalajara to Chicago

One-way fares from $101 · GDL → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Guadalajara
Cheapest fare
$101

Air Canada · Wed, Dec 2

Cheapest month
December

from $101

Direct flights
Yes

Viva Aerobus

Flight time
3h 55m

2,780 km

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Cheapest month to fly from Guadalajara to Chicago

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

  1. November 2026 $102
  2. December 2026 Cheapest $101
  3. June 2027 $184

Cheapest dates in December 2026

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

Air Canada
Depart09:20 Wed, Dec 2GDL → ORD 7h 00m · 1 stop
$101one way, per person
View deal
Viva Aerobus
Depart19:49 Tue, Dec 1GDL → ORD 4h 56m · 1 stop
$213one way, per person
View deal
See every date in December 2026 →

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About flights from Guadalajara to Chicago

Guadalajara (GDL) and Chicago (CHI) are about 2,780 km apart. Direct flights take around 3h 55m, and recent direct fares were with Viva Aerobus. Over the next few months, one-way fares start from $101, and December 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 Guadalajara to Chicago?

The cheapest one-way fare we've seen recently is $101 with Air Canada, departing Wednesday, December 2, 2026. Over the coming months, the lowest fare in each month ranges from $101 to $184.

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

December 2026 currently has the lowest fares, from $101 one way.

Are there direct flights from Guadalajara to Chicago?

Yes. Recent direct fares were with Viva Aerobus.

How long is the flight from Guadalajara to Chicago?

A direct flight takes about 3h 55m. Guadalajara and Chicago are around 2,780 km apart.

Which airlines fly from Guadalajara to Chicago?

Recent fares on this route were with Air Canada and Viva Aerobus.

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