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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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The cheapest one-way flight from Chicago to Guadalajara departs on 02/17/2026, is operated by Volaris and costs $83
The cheapest roundtrip flight from Chicago to Guadalajara departs on 06/08/2026, is operated by Volaris and costs $167
Fastest flight from Chicago to Guadalajara takes 4h 6m
There are direct flights on this route 6 days a week: Su, Mo, Tu, Th, Fr, and Sa
The distance between Chicago and Guadalajara is 2792km (1731 miles). There are 11 direct flights from Chicago to Guadalajara. Chicago and Guadalajara are in the same time zone. Flights from Chicago begin at 12:59 PM. The latest flight from Chicago departs at 12:55 AM
The Chicago — Guadalajara route is served by multiple airlines, including Volaris and VivaAerobus. 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.
starting at $83
starting at $96
Chicago — Guadalajara
02/17/2026
Departure
Direct flight
Y41705
starting at $83
Chicago — Guadalajara
05/29/2026
Departure
Direct flight
Y41705
starting at $88
Chicago — Guadalajara
03/03/2026
Departure
Direct flight
Y41705
starting at $92
Chicago — Guadalajara
05/31/2026
Departure
Direct flight
Y41703
starting at $95
Chicago — Guadalajara
03/29/2026
Departure
Direct flight
VB545
starting at $96
Chicago — Guadalajara
03/30/2026
Departure
Direct flight
VB547
starting at $96
Chicago — Guadalajara
03/20/2026
Departure
Direct flight
Y41705
starting at $97
Chicago — Guadalajara
06/02/2026
Departure
Direct flight
Y41703
starting at $117
Chicago — Guadalajara
02/12/2026
Departure
Direct flight
Y41841
starting at $127
Chicago — Guadalajara
03/28/2026
Departure
Direct flight
Y41841
starting at $138
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.
The cheapest flight ticket from Chicago to Guadalajara according to data for the last 48 hours costs $83
Often the best time to buy tickets from Chicago to Guadalajara is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Guadalajara can be found flying in these months: February, May, March.
The fastest flights from Chicago to Guadalajara start from 4 hours 6 minutes in the air.
The following airlines operate direct flights on the route Chicago — Guadalajara: Volaris, VivaAerobus
In different months, ticket prices from Chicago to Guadalajara vary: minimum — $83 (February 2026), maximum — $118 (June 2026). Typically, the flight costs $94–$185.
We couldn't find any special offers for flights from Chicago to Guadalajara