Flight prices from Chicago Midway to Guadalajara

There’s no fixed price — fares between Chicago and Guadalajara can vary a lot by day or time.

Choose a date to explore the best fares now.

The lowest fares are often found with some flexibility in travel dates. If your plans are flexible, you’ll have a better chance of finding cheap flights.

Which departure and arrival airports are available?

Between Chicago and Guadalajara, flight options may depend on the combination of airports available.

• Airports in Chicago: Chicago is connected by 3 airports - Midway, O'Hare, Rockford.
• Airports in Guadalajara: Guadalajara - Miguel Hidalgo y Costilla is the only active airport in the area.

Sometimes flying into a nearby city can be more cost-effective. When a city has multiple airports, it’s worth comparing different flight combinations.

Flight filters for the route Chicago Midway – Guadalajara

Customize your search on Jetcost to focus only on flights that suit your needs. Whether you want a direct connection, specific airline, or shorter layover, filters help you find it faster.

Other popular destinations

Flights to Mexico are often searched alongside: Cancun, Guadalajara, Mexico City, Monterrey, Puerto Vallarta.

The cheapest flights might leave at odd hours or arrive at less central airports — keep that in mind. If you travel often, you can always select your trusted airlines from the available options.