Cheap Flights from Chicago to Guadalajara
Cheap Flights from Chicago to Guadalajara
Looking for cheap flights from Chicago to Guadalajara? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to Guadalajara vary by season, cabin, and date, but available award flights can start around 13,000–15,000 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to Guadalajara for specific travel dates.
2026-11-24
ORD - GDL
Economy | 1 Stop
From 13,000 Pts + $68.5
2026-11-24
ORD - GDL
Economy | 1 Stop | 9+ left
From 14,413 Pts + $141.1
2026-11-25
ORD - GDL
Economy | 1 Stop | 8 left
From 14,413 Pts + $141.1
2026-11-26
ORD - GDL
Economy | 1 Stop | 8 left
From 14,413 Pts + $141.1
2026-11-24
ORD - GDL
Economy | 1 Stop | 3 left
From 15,000 Pts + $111.2
2026-11-26
ORD - GDL
Economy | 1 Stop | 6 left
From 15,000 Pts + $125
Chicago to Guadalajara flight facts
Distance
1,726 mi
2,778 km in a straight line
Estimated flight time
about 4h
In the air, for the straight-line distance
Time difference
Same time zone
Guadalajara is in the same time zone as Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Guadalajara
GDL · Don Miguel Hidalgo Y Costilla Intl
Nearby airport alternatives
Flights Chicago - Puerto Vallarta · Puerto Vallarta is 126 mi from Guadalajara
Premium cabin flights from Chicago to Guadalajara
Premium cabin
2026-12-06
ORD - GDL
First | 1 Stop | 9+ left
From 41,400 Pts + $59
Premium cabin
2026-12-06
ORD - GDL
First | 2 Stops | 4 left
From 45,000 Pts + $59
Premium cabin
2026-11-14
ORD - GDL
First | 1 Stop | 6 left
From 45,400 Pts + $62.9
Premium cabin
2026-11-15
ORD - GDL
First | 1 Stop | 1 left
From 45,400 Pts + $62.9
Premium cabin
2026-11-17
ORD - GDL
First | 1 Stop | 1 left
From 45,400 Pts + $62.9
Premium cabin
2026-12-06
ORD - GDL
First | 2 Stops
From 50,000 Pts + $59
Selected hotels for your next stay
Guadalajara (Mexico)
JW Marriott Hotel Guadalajara
From Pts or $212
Frequently Asked Questions
The cheapest route from Chicago to Guadalajara depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to Guadalajara.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Guadalajara.
Chicago and Guadalajara are about 1,726 miles (2,778 km) apart in a straight line.
Flying the 1,726-mile straight-line distance takes about 4h in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Guadalajara is in the same time zone as Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Guadalajara: Don Miguel Hidalgo Y Costilla Intl (GDL).
Travelers searching this route also look at other popular routes into Guadalajara, plus the return trip when we track it. Fares and award space change daily.
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