Cheap Flights from Chicago to Guadalajara — $83

Miguel Hidalgo y Costilla International Airport (GDL) is Guadalajara’s main international gateway and typically serves a mix of full-service and low-cost carriers connecting Mexico, the U.S., and parts of Latin America. Located about 16–20 km (roughly 25–35 minutes) from downtown Guadalajara, transfer options usually include taxis, airport shuttles, app-based rides and local buses; travel times vary with traffic and fares can range from modest bus fares to moderate taxi/ride-share prices. The airport is generally seen as a convenient regional hub with basic passenger amenities and several dining and shopping choices. Pros: straightforward connections and good low-cost service options; cons: peak-hour congestion and occasional delays getting into the city.

The Chicago — Guadalajara route is served by multiple airlines, including Aeromexico, VivaAerobus, and Volaris. This is convenient for those who want the best balance of price, schedule, and travel conditions. Tickets start from $83, and depending on season and promotions, even better deals may appear. With our service, you can easily compare available options and book tickets that match your plans. The variety of carriers allows flexible choices and comfortable travel without overpaying.

Chicago is served by two main airports with distinct roles. O'Hare International (ORD) is the city's primary international and connecting hub, typically handling long-haul and legacy-carrier traffic from United, American and many global airlines; it can be perceived as mid- to higher-priced for transfers and some fares. O'Hare sits about 17–18 miles northwest of downtown; travelers usually take the CTA Blue Line train (roughly 45–60 minutes, fares around $2.50), express and local buses, taxis or rideshares (30–60 minutes, fares varying widely). Pros: extensive international connections and many amenities; cons: can be large and busy, with longer transfers. Midway (MDW) functions as a more budget- and domestic-focused airport, commonly used by low-cost carriers like Southwest and by regional services. It’s located about 10 miles southwest of downtown, often a 20–35 minute drive in normal traffic; public transit options include the CTA Orange Line (about 25–35 minutes, fares around $2.50), buses, taxis and rideshares. Midway can offer lower fares and quicker curb-to-gate times on domestic routes, but it has fewer international flights and fewer long-haul amenities compared with O'Hare.

Fly nonstop from Chicago to Guadalajara for the quickest, most convenient way to get from the Windy City to Mexico’s vibrant cultural hub — fewer interruptions, faster arrival, and more time to enjoy your trip. While connecting options can sometimes be cheaper, choosing a direct flight saves hours and reduces stress, making it ideal for business travelers and vacationers alike.

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Guadalajara