Cheap Flights from Guadalajara to Chicago
Cheap Flights from Guadalajara to Chicago
Looking for cheap flights from Guadalajara to Chicago? 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 Guadalajara to Chicago vary by season, cabin, and date, but available award flights can start around 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 Guadalajara to Chicago for specific travel dates.
2026-11-28
GDL - ORD
Economy | 1 Stop | 7 left
From 15,000 Pts + $125
2026-12-01
GDL - ORD
Economy | 1 Stop
From 15,000 Pts + $127
2026-12-01
GDL - ORD
Premium Economy | 1 Stop
From 15,000 Pts + $127
2026-12-02
GDL - ORD
Premium Economy | 1 Stop
From 15,000 Pts + $127
2026-12-02
GDL - ORD
Economy | 1 Stop
From 15,000 Pts + $127
2026-12-03
GDL - ORD
Economy | 1 Stop
From 15,000 Pts + $127
Guadalajara to Chicago 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
Chicago is in the same time zone as Guadalajara.
Airports in Guadalajara
GDL · Don Miguel Hidalgo Y Costilla Intl
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Nearby airport alternatives
Flights Puerto Vallarta - Chicago · Puerto Vallarta is 126 mi from Guadalajara
Premium cabin flights from Guadalajara to Chicago
Premium cabin
2026-11-14
GDL - ORD
First | 1 Stop | 9+ left
From 40,000 Pts + $103.5
Premium cabin
2026-11-17
GDL - ORD
First | 1 Stop | 7 left
From 40,000 Pts + $103.5
Premium cabin
2026-11-18
GDL - ORD
First | 1 Stop | 8 left
From 40,000 Pts + $103.5
Premium cabin
2026-11-07
GDL - ORD
First | 1 Stop | 7 left
From 47,000 Pts + $103.3
Premium cabin
2026-11-08
GDL - ORD
First | 1 Stop | 2 left
From 47,000 Pts + $103.3
Premium cabin
2026-11-10
GDL - ORD
First | 1 Stop | 4 left
From 47,000 Pts + $103.5
Selected hotels for your next stay
Chicago (United States)
Chicago Athletic Association
From 15,000 Pts or $236
Chicago (USA)
ACME Hotel Chicago, Outset Collection by Hilton
From 28,000 Pts or $75
Chicago, IL (USA)
Waldorf Astoria Chicago
From 95,000 Pts or $407
Frequently Asked Questions
The cheapest route from Guadalajara to Chicago 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 Guadalajara to Chicago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Guadalajara to Chicago.
Guadalajara and Chicago 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.
Chicago is in the same time zone as Guadalajara.
Departures from Guadalajara: Don Miguel Hidalgo Y Costilla Intl (GDL). Arrivals in Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD).
Travelers searching this route also look at other popular routes into Chicago, plus the return trip when we track it. Fares and award space change daily.
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