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Fly from Guadalajara to Chicago with confidence — our search scans over 700 airlines, 50+ agencies, and more than 5 top booking systems to find the best prices, schedules, and travel conditions for your trip. Compare options in seconds and lock in the flight that fits your budget and itinerary.
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 Guadalajara to Chicago
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Guadalajara to Chicago:
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Guadalajara is served mainly by Miguel Hidalgo y Costilla International Airport (GDL), the region’s principal international gateway that handles a mix of full-service and low-cost carriers—Aeroméxico, Volaris and Viva Aerobus are commonly present. Located about 16 km (roughly 30–40 minutes by road) southeast of downtown Guadalajara, the airport can be reached by taxi, rideshare or airport shuttle; public buses also link the airport to central neighbourhoods with longer travel times. Fares vary by mode but taxis and rideshares are typically moderate compared with domestic budgets. GDL can be convenient for international connections and offers basic passenger amenities, while occasional congestion at peak times and longer surface travel during rush hour are worth factoring into schedules.
Fly nonstop from Guadalajara to Chicago for the quickest, most convenient way to move between these two vibrant cities—perfect for business trips or weekend getaways. While connecting flights can sometimes be cheaper, a direct flight saves hours, reduces stress and gets you into the Windy City faster and more comfortably, so book the nonstop option when time and ease matter most.
Guadalajara — Chicago
01/15/2026
Departure
Direct flight
AM652
starting at $681
starting at $681
starting at $189
The route Guadalajara — Chicago is served by several airlines: Aeromexico and Volaris. This gives passengers more freedom in choosing flights. You can consider not only the price but also schedules, baggage policies, and onboard service. Our service compares all offers so you can find tickets from $189 and choose the most convenient option. Thanks to airline competition, you may also find promotional fares or special offers, helping you save even more. Plan your trip in advance and choose the best flights without overpaying.
The cheapest flight ticket from Guadalajara to Chicago according to data for the last 48 hours costs $189
Often the best time to buy tickets from Guadalajara to Chicago is 2 months before departure.
The fastest flights from Guadalajara to Chicago start from 6 hours 22 minutes in the air.
The following airlines operate direct flights on the route Guadalajara — Chicago: Aeromexico
The cheapest one-way flight from Guadalajara to Chicago departs on 01/16/2026, is operated by Volaris and costs $189
The cheapest roundtrip flight from Guadalajara to Chicago departs on 08/11/2026, is operated by United Airlines and costs $248
Fastest flight from Guadalajara to Chicago takes 6h 22m
There are direct flights on this route 1 day a week: Th
The distance between Guadalajara and Chicago is 2792km (1731 miles). There are 25 direct flights from Guadalajara to Chicago. Guadalajara and Chicago are in the same time zone. Flights from Guadalajara begin at 6:02 AM. The latest flight from Guadalajara departs at 7:15 PM
We couldn't find any special offers for flights from Guadalajara to Chicago
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 a wide mix of legacy carriers and many international long-haul routes; fares there can be competitive for transcontinental and overseas travel. It sits about 17–20 miles northwest of downtown; travelers can take the CTA Blue Line (roughly 45–60 minutes) for a low-cost option, or taxis/rideshares that usually take 30–50 minutes depending on traffic and can be pricier. Pros: extensive flight choice and frequent connections. Cons: larger crowds and longer walking times between gates. Midway (MDW) functions more as a domestic and low-cost carrier base, commonly served by budget and leisure airlines offering often lower-fare short-haul flights. Located around 10 miles southwest of downtown, it’s connected by the CTA Orange Line (about 25–35 minutes) and by road where taxi or rideshare trips are typically 20–40 minutes; transit fares are modest while road fares vary. Pros: compact layout and quicker transfers; cons: fewer international options and sometimes limited late-night services.