Helping travelers to find the best flight offers
Fly from Chicago to Guadalajara with confidence — our search scans over 700 airlines, 50+ agencies and more than 5 top booking systems to uncover the best prices, schedules and ticket conditions for your trip. Compare options in seconds and book the itinerary that fits your budget and timing for a smooth gateway to Jalisco.
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.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Guadalajara:
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We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
The cheapest one-way flight from Chicago to Guadalajara departs on 01/13/2026, is operated by VivaAerobus and costs $92
The cheapest roundtrip flight from Chicago to Guadalajara departs on 02/14/2026, is operated by VivaAerobus and costs $194
Fastest flight from Chicago to Guadalajara takes 4h 20m
There are direct flights on this route 4 days a week: Su, We, Fr, and Sa
The distance between Chicago and Guadalajara is 2792km (1731 miles). There are 30 direct flights from Chicago to Guadalajara. Chicago and Guadalajara are in the same time zone. Flights from Chicago begin at 12:45 PM. The latest flight from Chicago departs at 2:55 AM
The route Chicago — Guadalajara is served by many carriers — 6 in total, including Volaris, VivaAerobus, Aeromexico, American Airlines, Spirit Airlines, and JetBlue Airways. This gives passengers wide opportunities: from finding the lowest fare (from $92) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.
Starting at $93
Starting at $92
Starting at $439
Starting at $123
Starting at $226
Starting at $380
Chicago — Guadalajara
12/02/2025
Departure
Direct flight
Y41705
Starting at $414
Chicago — Guadalajara
12/28/2025
Departure
Direct flight
Y41703
Starting at $338
Chicago — Guadalajara
01/09/2026
Departure
Direct flight
VB547
Starting at $139
Chicago — Guadalajara
12/20/2025
Departure
Direct flight
Y41705
Starting at $924
Chicago — Guadalajara
01/09/2026
Departure
Direct flight
Y41703
Starting at $194
Chicago — Guadalajara
01/10/2026
Departure
Direct flight
VB543
Starting at $195
Chicago — Guadalajara
01/11/2026
Departure
Direct flight
VB547
Starting at $185
Chicago — Guadalajara
12/09/2025
Departure
Direct flight
VB543
Starting at $297
Chicago — Guadalajara
12/12/2025
Departure
Direct flight
AM653
Starting at $439
Chicago — Guadalajara
12/29/2025
Departure
Direct flight
Y41841
Starting at $307
Unable to find information about the schedule of direct flights from
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.
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.
We couldn't find any special offers for flights from Chicago to Guadalajara
The cheapest flight ticket from Chicago to Guadalajara according to data for the last 48 hours costs $92
Often the best time to buy tickets from Chicago to Guadalajara is 2 months before departure.
The fastest flights from Chicago to Guadalajara start from 4 hours 20 minutes in the air.
The following airlines operate direct flights on the route Chicago — Guadalajara: Volaris, VivaAerobus, Aeromexico
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