A stunning view of Chicago's skyline and river with prominent skyscrapers and bridges on a cloudy day. — flights from Guadalajara to Chicago
GuadalajaraChicago

Flights from Guadalajara to Chicago

Nonstop flights from Guadalajara (GDL) to Chicago (MDW) take about 3h 58m (2,779 km). Volaris flies it. Lowest fare seen: $210 one-way, nonstop (12 Oct 2026).

All flights from Guadalajara →All flights to Chicago →

Book from $210 one-way

Photo of Chicago: Mik Dominguez on Pexels.

When you land in Chicago

The airport transfer and the few things worth sorting before you fly.

A stunning view of Chicago's skyline and river with prominent skyscrapers and bridges on a cloudy day. — arriving in Chicago

Airport transfer

MDW → Chicago, booked before you fly

A private driver meets you in arrivals at a price agreed when you book. Book with Welcome Pickups.

See transfer prices
Majestic view of the Minerva Statue and Fountain in Guadalajara, Mexico. A symbol of strength and wisdom. — lounges at Guadalajara AirportGuadalajara Airport · 2 lounges
Before you flyAirport lounges at Guadalajara →
Trains, buses and taxi faresMDW to Chicago: getting into town →Early arrival or late flightLuggage storage in Chicago →11 drop-off points, from $4.90

Things to book in Chicago

All 59 things to do in Chicago →
Skyline view of Chicago's iconic skyscrapers including the John Hancock Center.from €24.10
John Hancock Center 4.5 · 3,029 Tiqets reviews
The historic Tribune Tower in Chicago, featuring its gothic architecture and American flag.from €26.78
Tribune Tower 4.6 · 2,764 Tiqets reviews
View of the historic Wrigley Building in downtown Chicago, showcasing its classic architecture.from €13.38
The Wrigley Building 4.6 · 2,762 Tiqets reviews
Silhouette of visitors walking through a tunnel at Museum Campus, leading outdoors.from €26.78
Museum Campus 4.6 · 2,641 Tiqets reviews

Find hotels in Chicago

Hotels, hostels & more · Trip.com

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Airlines flying Guadalajara to Chicago

Carriers on GDL–MDW according to our route data and nonstop fares seen as of 12 Oct 2026. Not a complete list.

✈ Volarisnonstop fare seen

More for this trip

Frequently asked questions — Guadalajara to Chicago flights

How long is the flight from Guadalajara to Chicago?
A nonstop flight from Guadalajara (GDL) to Chicago (MDW) takes about 3h 58m, covering 2,779 km. That is an estimate from the distance — actual time varies with the airline, aircraft and winds, and connecting itineraries take longer.
How far is Guadalajara from Chicago by air?
The great-circle distance between Guadalajara International Airport and Chicago Midway International Airport is 2,779 km (1,727 miles), a medium-haul route.
Which airlines fly from Guadalajara to Chicago?
Airlines with flights or nonstop fares on the GDL–MDW route include Volaris. This is not a complete list — schedules change by season, so check the current options before booking.
How much does a flight from Guadalajara to Chicago cost?
The lowest one-way fare seen recently on GDL–MDW was $210 USD with Volaris (nonstop), departing 2 Nov 2026, found in fare searches as of 12 Oct 2026. Fares change constantly and depend on the date, so check the current price before booking.
Do I need a visa to travel from Guadalajara to Chicago?
It depends on your passport. Some nationalities can enter Chicago visa-free or get a visa on arrival; others must apply in advance. Use AirConnect's Visa Checker to see the rules for your passport.

Sources: fares from Travelpayouts flight-search data, seen 12 Oct 2026; airlines from each carrier's published network and nonstop fares on sale; distance from OurAirports coordinates; flight time estimated from distance. Fares change daily.

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