Chicago (ORD) to Guadalajara (GDL): 1,733 miles (2,789 km) great-circle, about 4h 00m nonstop by our estimate. Cheapest fare observed: $199 round-trip on Volaris, with 1 stop, departing April 26, 2026.
$199 round-trip, Volaris Y4703, departing 2026-04-26 at 01:40, returning 2026-05-05. The recorded itinerary left on a Sunday, returning on a Tuesday 9 nights later; the fare was observed 1 day before departure. "Book this flight" opens Kiwi.com with the same airline and dates.
At $199, it ranked 13th of the 30 round-trip fares we recorded from ORD (median $221). That is 11.5 cents per great-circle mile (round-trip price over one-way distance), below the ORD median of 16.6 cents across 30 round-trip routes.
Routes from ORD of similar length: Los Angeles (1,741 mi) at $167 and Seattle (1,716 mi) at $241.
ORD to GDL is the only one of 30 ORD routes where Volaris priced cheapest. It is the 16th longest of the 30 routes we track from ORD.
Of 15 departure airports with a fare to Guadalajara, Chicago (ORD) ranked 5th at $199. Lowest: $64 from Mexico City (MEX); highest: $601 from Punta Cana (PUJ); 7 nonstop. Cheapest-fare airlines (routes): Volaris (9), Frontier (3), Aeromexico (1), Arajet (1) and Viva Aerobus (1).
The reverse, Guadalajara (GDL) to Chicago (CHI), was $319 round-trip on United Airlines, 1 stop, departing July 16, 2026. Guadalajara to Chicago flights.
That depends on your passport and trip, so check the official source for Mexico: Instituto Nacional de Migracion (Mexico). Connecting elsewhere? Check that country's transit rules too.
Travelpayouts fares (cheapest per route, observed April 25, 2026); OurAirports coordinates and elevations; IANA zones America/Chicago, America/Mexico_City; flight time is our estimate.