Cheap Flights from Guadalajara to Chicago
Browse current best options from Guadalajara. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Guadalajara
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Prices updated 7 days ago
454 airlines compared
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Fares are subject to change and may not be available for all dates. (Data last updated Aug 24, 2026.)
Today’s best flight deals from Guadalajara to Chicago
Explore current cheapest deals departing from Guadalajara to Chicago
2027-01-27 – 2027-01-31
GDL - Chicago
81% AI deal score
$379
$264
Round trip
2026-11-05 – 2026-11-09
GDL - Chicago
67% AI deal score
$279
$270
Round trip
2027-01-29 – 2027-01-31
GDL - Chicago
80% AI deal score
$381
$270
Round trip
2027-01-27 – 2027-01-28
GDL - Chicago
80% AI deal score
$379
$271
Round trip
2027-02-03 – 2027-02-14
GDL - Chicago
50% AI deal score
$240
$271
Round trip
2026-11-05 – 2026-11-07
GDL - Chicago
67% AI deal score
$280
$272
Round trip
2027-01-21 – 2027-01-26
GDL - Chicago
70% AI deal score
$312
$272
Round trip
2027-01-25 – 2027-01-31
GDL - Chicago
79% AI deal score
$372
$272
Round trip
2027-02-04 – 2027-02-14
GDL - Chicago
50% AI deal score
$243
$272
Round trip
2026-11-05 – 2026-11-08
GDL - Chicago
66% AI deal score
$279
$273
Round trip
