Cheap Flights from Chicago to Guadalajara
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RatePunk searches hundreds of travel sites at once for deals on flights to Guadalajara
Prices updated 24 days ago
486,190 searches this week
171 airlines compared
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Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)
Today’s best flight deals from Chicago to Guadalajara
Explore current cheapest deals departing from Chicago to Guadalajara
Round trip
Sort by: Cheapest
December 5 - December 10
ORD - Guadalajara
$512
$269
Round trip
November 15 - December 4
ORD - Guadalajara
$368
$275
Round trip
November 14 - December 12
ORD - Guadalajara
$368
$275
Round trip
November 11 - December 4
ORD - Guadalajara
$367
$275
Round trip
November 14 - December 4
ORD - Guadalajara
$367
$275
Round trip
November 15 - December 12
ORD - Guadalajara
$368
$275
Round trip
November 16 - December 4
ORD - Guadalajara
$370
$276
Round trip
November 16 - December 12
ORD - Guadalajara
$368
$276
Round trip
August 25 - September 24
ORD - Guadalajara
$335
$278
Round trip
September 22 - September 24
ORD - Guadalajara
$356
$279
Round trip
Unlock all 500+ flight deals to Guadalajara and get alerts when great deals appear
Route Intelligence — 486,190 Searches this Week
Insights for flights from Chicago to Guadalajara
How much is a round trip from Chicago to Guadalajara
Regular price: $418 - $795
Prices for flights from Chicago to Guadalajara are currently below the regular range.
The regular price range for flights from Chicago to Guadalajara is $418 to $795. The current lowest deal is $269 with Aeroenlaces Nacionales for travel from Dec 5-Dec 10.
now $269
Low $418
High $795
The cheapest time to fly from Chicago to Guadalajara
The cheapest month to fly from Chicago to Guadalajara is March, with a median price of $145. The most expensive month is June, with a median price of $542. Prices are generally lower from January to December.
March
Flights from $145
June
Flights from $542
Direct flights from Chicago to Guadalajara
Aeroenlaces Nacionales
Last-minute flights going from Chicago to Guadalajara
Fri, Jun 19
ORD - Guadalajara
Chicago (ORD) - Guadalajara (GDL)
Volaris
$598
$353
One-way
Fri, Jun 19
ORD - Guadalajara
Chicago (ORD) - Guadalajara (GDL)
Volaris
$638
$359
One-way
Sat, Jun 20
ORD - Guadalajara
Chicago (ORD) - Guadalajara (GDL)
Volaris
$598
$355
One-way
Sat, Jun 20
ORD - Guadalajara
Chicago (ORD) - Guadalajara (GDL)
Volaris
$638
$355
One-way
Sat, Jun 20
ORD - Guadalajara
Chicago (ORD) - Guadalajara (GDL)
Volaris
$649
$359
One-way
Sat, Jun 20
ORD - Guadalajara
Chicago (ORD) - Guadalajara (GDL)
Volaris
$642
$364
One-way
Biggest price drops on these dates for flights from Chicago to Guadalajara
Jun 20 - Jun 22
$649 → $359
45%
Jun 21 - Jun 25
$638 → $352
45%
Jun 21 - Jun 24
$642 → $358
44%
Dec 4 - Dec 12
$592 → $309
48%
Popular Airports to fly from Chicago to Guadalajara
Chicago - Guadalajara route insights
💸 Price insights
Recent fares are below the typical level.
Recent fares from Chicago to Guadalajara are below the typical level, with a median of $389.
📅 Best time to fly
Fly in March for the cheapest prices.
Historically, March is the cheapest month to fly, with a median price of $145.
⏱️ Flight duration
Flights typically take 12h 9m.
The median flight duration from Chicago to Guadalajara is 12 hours and 9 minutes.
✈️ Airlines & availability
Deals are frequent for this route.
Deals for flights from Chicago to Guadalajara are frequent, with over 1 deal per day.
🏆 Airline highlight
Aeroenlaces Nacionales offers direct flights.
Aeroenlaces Nacionales is one airline that offers direct flights on this route.
🎯 Booking tip
33% of recent deals were good prices.
Historically, 33% of recent deals for this route were considered good prices.
Chicago main airports to depart from
O Hare International (ORD)
Consider O'Hare International for flights to Guadalajara, offering a good balance of price and convenience.
📍 ~25 km from Chicago city center (reachable by car or train)
💸 Flights from ~$269
Chicago Midway International (MDW)
Chicago Midway International is an option for flights to Guadalajara, providing an alternative departure point.
📍 ~15 km from Chicago city center (reachable by car or train)
💸 Flights from ~$366
Chicago Rockford International (RFD)
Chicago Rockford International offers another departure choice for your trip to Guadalajara.
📍 ~120 km from Chicago city center (reachable by car)
💸 Flights from ~$495
Guadalajara main airports to arrive at
Guadalajara International (GDL)
Guadalajara International Airport is a key arrival point for flights from Chicago to Guadalajara.
📍 ~15 km from Guadalajara city center (reachable by car)
💸 Flights from ~$269
Airports nearby Guadalajara used as alternative
Del Bajío International (BJX)
Del Bajío International is a major regional hub with high flight frequency and strong selection of routes.
📍 ~180 km from Guadalajara (reachable by car, approximately a 3-hour drive).
💸 Flights from ~$275
Licenciado Gustavo Díaz Ordaz International (PVR)
Licenciado Gustavo Díaz Ordaz International is a large international airport with extensive North American connections.
📍 ~200 km from Guadalajara (reachable by car, road travel can be affected by mountainous terrain and seasonal traffic).
💸 Flights from ~$280
Aguascalientes International (AGU)
Aguascalientes International is one of the closest alternatives, offering reliable regional service and easier navigation.
📍 ~130 km from Guadalajara (reachable by car).
💸 Flights from ~$289
Morelia International (MLM)
Morelia International offers good alternative flights to the United States with established infrastructure.
📍 ~180 km from Guadalajara (reachable by car).
💸 Flights from ~$314
Mexico City International (MEX)
Mexico City International is the primary national hub with the most comprehensive route network.
📍 ~470 km from Guadalajara (reachable by car or connecting flight).
💸 Flights from ~$271
Business & First Class Flight Deals to Guadalajara
Discover luxury on the budget with premium cabin class on flights from Chicago to Guadalajara.
Elite
Best Elite deals to Guadalajara
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From ORD
Elite
Aug 07
Guadalajara, Mexico
90% AI deal score
$1,279
$614
Save $665
From ORD
Elite
Aug 07
Guadalajara, Mexico
90% AI deal score
$1,286
$614
Save $672
From ORD
Elite
Aug 12
Guadalajara, Mexico
90% AI deal score
$1,304
$650
Save $654
From ORD
Elite
Aug 08
Guadalajara, Mexico
90% AI deal score
$1,339
$665
Save $674
From ORD
Elite
Aug 07
Guadalajara, Mexico
90% AI deal score
$1,384
$665
Save $719
From ORD
Elite
Sep 26
Guadalajara, Mexico
90% AI deal score
$1,432
$666
Save $766
From ORD
Elite
Oct 13
Guadalajara, Mexico
90% AI deal score
$1,415
$666
Save $749
From ORD
Elite
Sep 11
Guadalajara, Mexico
90% AI deal score
$1,429
$666
Save $763
From ORD
Elite
Aug 05
Guadalajara, Mexico
90% AI deal score
$1,339
$666
Save $673
From ORD
Elite
Aug 01
Guadalajara, Mexico
90% AI deal score
$1,346
$667
Save $679
From ORD
Elite
Sep 19
Guadalajara, Mexico
90% AI deal score
$1,396
$669
Save $727
From ORD
Elite
Sep 12
Guadalajara, Mexico
90% AI deal score
$1,429
$674
Save $755
From ORD
Elite
Sep 11
Guadalajara, Mexico
90% AI deal score
$1,420
$674
Save $746
From ORD
Elite
Aug 24
Guadalajara, Mexico
89% AI deal score
$1,317
$665
Save $652
From ORD
Elite
Aug 06
Guadalajara, Mexico
89% AI deal score
$1,301
$665
Save $636
From ORD
Elite
Aug 05
Guadalajara, Mexico
89% AI deal score
$1,300
$665
Save $635
From ORD
Elite
Aug 07
Guadalajara, Mexico
89% AI deal score
$1,300
$665
Save $635
From ORD
Elite
Aug 06
Guadalajara, Mexico
89% AI deal score
$1,294
$665
Save $629
From ORD
Elite
Aug 20
Guadalajara, Mexico
89% AI deal score
$1,310
$665
Save $645
From ORD
Elite
Aug 06
Guadalajara, Mexico
89% AI deal score
$1,280
$666
Save $614
From ORD
Elite
Aug 13
Guadalajara, Mexico
89% AI deal score
$1,299
$666
Save $633
From ORD
Elite
Aug 14
Guadalajara, Mexico
89% AI deal score
$1,305
$666
Save $639
From ORD
Elite
Aug 07
Guadalajara, Mexico
89% AI deal score
$1,257
$666
Save $591
From ORD
Elite
Aug 01
Guadalajara, Mexico
89% AI deal score
$1,324
$667
Save $657
From ORD
Elite
Aug 23
Guadalajara, Mexico
89% AI deal score
$1,316
$674
Save $642
From ORD
Elite
Jul 31
Guadalajara, Mexico
89% AI deal score
$1,397
$685
Save $712
From ORD
Elite
Jul 12
Guadalajara, Mexico
89% AI deal score
$1,378
$685
Save $693
From ORD
Elite
Jul 25
Guadalajara, Mexico
89% AI deal score
$1,392
$685
Save $707
From ORD
Elite
Jul 22
Guadalajara, Mexico
89% AI deal score
$1,378
$685
Save $693
From ORD
Elite
Jul 28
Guadalajara, Mexico
89% AI deal score
$1,388
$685
Save $703
From ORD
Elite
Aug 12
Guadalajara, Mexico
87% AI deal score
$1,058
$572
Save $486
From ORD
Elite
Aug 11
Guadalajara, Mexico
87% AI deal score
$1,054
$572
Save $482
From ORD
Elite
Aug 12
Guadalajara, Mexico
86% AI deal score
$1,053
$578
Save $475
From ORD
Elite
Aug 11
Guadalajara, Mexico
86% AI deal score
$1,043
$578
Save $465
From ORD
Elite
Aug 13
Guadalajara, Mexico
86% AI deal score
$1,058
$583
Save $475
From ORD
Elite
Sep 18
Guadalajara, Mexico
85% AI deal score
$1,473
$674
Save $799
From ORD
Elite
Aug 11
Guadalajara, Mexico
85% AI deal score
$1,059
$622
Save $437
From ORD
Elite
Jun 19
Guadalajara, Mexico
84% AI deal score
$1,492
$899
Save $593
From ORD
Elite
Aug 10
Guadalajara, Mexico
84% AI deal score
$1,043
$624
Save $419
From ORD
Elite
Aug 09
Guadalajara, Mexico
84% AI deal score
$1,037
$624
Save $413
From ORD
Elite
Aug 09
Guadalajara, Mexico
84% AI deal score
$1,026
$629
Save $397
From ORD
Elite
Aug 10
Guadalajara, Mexico
84% AI deal score
$1,034
$629
Save $405
From ORD
Elite
Aug 08
Guadalajara, Mexico
83% AI deal score
$1,026
$650
Save $376
From ORD
Elite
Aug 12
Guadalajara, Mexico
83% AI deal score
$1,042
$654
Save $388
From ORD
Elite
Aug 11
Guadalajara, Mexico
83% AI deal score
$1,034
$654
Save $380
From ORD
Elite
Aug 08
Guadalajara, Mexico
83% AI deal score
$1,018
$656
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From ORD
Elite
Aug 13
Guadalajara, Mexico
83% AI deal score
$1,053
$660
Save $393
From ORD
Elite
Jun 19
Guadalajara, Mexico
82% AI deal score
$1,322
$849
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From ORD
Elite
Jun 24
Guadalajara, Mexico
82% AI deal score
$1,300
$894
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From ORD
Elite
Aug 03
Guadalajara, Mexico
82% AI deal score
$1,017
$666
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From ORD
Elite
Aug 04
Guadalajara, Mexico
82% AI deal score
$1,017
$666
Save $351
From ORD
Elite
Aug 06
Guadalajara, Mexico
82% AI deal score
$1,018
$666
Save $352
From ORD
Elite
Aug 02
Guadalajara, Mexico
82% AI deal score
$1,015
$671
Save $344
From ORD
Elite
Jul 12
Guadalajara, Mexico
75% AI deal score
$801
$661
Save $140
From ORD
Elite
Jul 10
Guadalajara, Mexico
75% AI deal score
$796
$661
Save $135
From ORD
Elite
Jul 12
Guadalajara, Mexico
75% AI deal score
$798
$661
Save $137
From ORD
Elite
Jul 10
Guadalajara, Mexico
75% AI deal score
$791
$661
Save $130
From ORD
Elite
Jul 09
Guadalajara, Mexico
75% AI deal score
$793
$666
Save $127
From ORD
Elite
Jul 09
Guadalajara, Mexico
75% AI deal score
$801
$666
Save $135
From ORD
Elite
Jul 14
Guadalajara, Mexico
75% AI deal score
$804
$666
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From ORD
Elite
Jul 09
Guadalajara, Mexico
75% AI deal score
$797
$666
Save $131
From ORD
Elite
Jul 13
Guadalajara, Mexico
75% AI deal score
$801
$666
Save $135
From ORD
Elite
Jul 13
Guadalajara, Mexico
75% AI deal score
$804
$666
Save $138
From ORD
Elite
Jul 08
Guadalajara, Mexico
75% AI deal score
$797
$666
Save $131
From ORD
Elite
Jul 08
Guadalajara, Mexico
75% AI deal score
$798
$666
Save $132
From ORD
Elite
Jul 08
Guadalajara, Mexico
75% AI deal score
$797
$666
Save $131
From ORD
Elite
Jul 24
Guadalajara, Mexico
75% AI deal score
$796
$666
Save $130
From ORD
Elite
Jul 19
Guadalajara, Mexico
75% AI deal score
$798
$666
Save $132
From ORD
Elite
Jul 30
Guadalajara, Mexico
75% AI deal score
$801
$666
Save $135
From ORD
Elite
Jul 23
Guadalajara, Mexico
75% AI deal score
$796
$666
Save $130
From ORD
Elite
Jul 29
Guadalajara, Mexico
75% AI deal score
$802
$666
Save $136
From ORD
Elite
Jul 08
Guadalajara, Mexico
75% AI deal score
$801
$671
Save $130
From ORD
Elite
Jun 22
Guadalajara, Mexico
75% AI deal score
$892
$754
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From ORD
Elite
Jun 23
Guadalajara, Mexico
75% AI deal score
$915
$754
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From ORD
Elite
Jun 23
Guadalajara, Mexico
75% AI deal score
$908
$754
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From ORD
Elite
Jun 22
Guadalajara, Mexico
75% AI deal score
$900
$754
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From ORD
Elite
Jun 21
Guadalajara, Mexico
75% AI deal score
$911
$754
Save $157
From ORD
Elite
Aug 11
Guadalajara, Mexico
73% AI deal score
$1,155
$995
Save $160
From ORD
Elite
Aug 11
Guadalajara, Mexico
73% AI deal score
$1,139
$1,000
Save $139
From ORD
Elite
Oct 24
Guadalajara, Mexico
71% AI deal score
$2,446
$2,392
Save $54
From ORD
Elite
Dec 02
Guadalajara, Mexico
71% AI deal score
$2,677
$2,555
Save $122
From ORD
Elite
Jun 20
Guadalajara, Mexico
69% AI deal score
$1,326
From ORD
Elite
Jun 23
Guadalajara, Mexico
49% AI deal score
$1,730
From ORD
Elite
Jun 21
Guadalajara, Mexico
49% AI deal score
$1,730
From ORD
Elite
Nov 07
Guadalajara, Mexico
49% AI deal score
$2,402
From ORD
Elite
Nov 05
Guadalajara, Mexico
49% AI deal score
$2,423
From ORD
Elite
Oct 04
Guadalajara, Mexico
49% AI deal score
$2,463
From ORD
Elite
Oct 24
Guadalajara, Mexico
49% AI deal score
$2,532
From ORD
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Oct 24
Guadalajara, Mexico
49% AI deal score
$2,537
From ORD
Elite
Nov 02
Guadalajara, Mexico
48% AI deal score
$2,518
From ORD
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Nov 09
Guadalajara, Mexico
48% AI deal score
$2,524
From ORD
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Nov 02
Guadalajara, Mexico
48% AI deal score
$2,524
From ORD
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Nov 12
Guadalajara, Mexico
48% AI deal score
$2,549
From ORD
Elite
Nov 07
Guadalajara, Mexico
48% AI deal score
$2,583
From ORD
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Nov 07
Guadalajara, Mexico
48% AI deal score
$2,589
From ORD
Elite
Nov 25
Guadalajara, Mexico
45% AI deal score
$3,119
From ORD
Elite
Nov 21
Guadalajara, Mexico
45% AI deal score
$3,340
From ORD
Elite
Nov 20
Guadalajara, Mexico
45% AI deal score
$3,340