Cheap Flights from Guadalajara to Chicago, IL from $104

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On Cheapflightsplus.com you will find 1 direct and 597 connecting flights from Guadalajara to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $104, book and save on cheap plane tickets and last minute offers. Also check out GDL-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Guadalajara to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $104 (one-way), $178 (round-trip).

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Best Flights from Guadalajara to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Guadalajara to Chicago with the lowest price of $104. The fastest direct flight takes 5h and the fastest connecting – 7h 30m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $104 Find flight	19:15 Guadalajara Miguel Hidal	00:15+1 день Chicago O'Hare International	5h 0m	VivaAerobus	VB546
from $122 Find flight	22:12 Guadalajara Miguel Hidal	05:42+1 день Chicago O'Hare International	7h 30m layover 1h 5m - Mexico City	Volaris	Y4151 Y4700
from $128 Find flight	18:47 Guadalajara Miguel Hidal	05:42+1 день Chicago O'Hare International	10h 55m layover 4h 30m - Mexico City	Volaris	Y4149 Y4700
from $134 Find flight	14:22 Guadalajara Miguel Hidal	23:32 Chicago O'Hare International	9h 10m layover 2h 45m - Mexico City	Volaris	Y4145 Y4702
from $144 Find flight	13:10 Guadalajara Miguel Hidal	23:50 Chicago O'Hare International	10h 40m layover 4h 35m - Monterrey	VivaAerobus	VB3198 VB632
from $154 Find flight	14:15 Guadalajara Miguel Hidal	08:19+1 день Chicago Midway	18h 4m layover 10h 35m - Toronto	Freedom Airlines	F82661 PD2387
from $156 Find flight	06:10 Guadalajara Miguel Hidal	10:55+1 день Chicago O'Hare International	28h 45m layover 22h 20m - Mexico City	VivaAerobus	VB1057 VB186
from $157 Find flight	11:10 Guadalajara Miguel Hidal	23:35 Chicago O'Hare International	12h 25m layover 6h 40m - Monterrey	VivaAerobus	VB3190 VB632
from $157 Find flight	08:30 Guadalajara Miguel Hidal	23:35 Chicago O'Hare International	15h 5m layover 9h 20m - Monterrey	VivaAerobus	VB3192 VB632
from $157 Find flight	06:00 Guadalajara Miguel Hidal	23:35 Chicago O'Hare International	17h 35m layover 11h 50m - Monterrey	VivaAerobus	VB3200 VB632
from $159 Find flight	20:15 Guadalajara Miguel Hidal	10:55+1 день Chicago O'Hare International	14h 40m layover 8h 10m - Mexico City	VivaAerobus	VB1069 VB186
from $159 Find flight	18:10 Guadalajara Miguel Hidal	10:55+1 день Chicago O'Hare International	16h 45m layover 10h 15m - Mexico City	VivaAerobus	VB1399 VB186
from $159 Find flight	15:45 Guadalajara Miguel Hidal	10:55+1 день Chicago O'Hare International	19h 10m layover 12h 45m - Mexico City	VivaAerobus	VB1065 VB186
from $161 Find flight	20:15 Guadalajara Miguel Hidal	05:42+1 день Chicago O'Hare International	9h 27m layover 3h 0m - Mexico City	VivaAerobus	VB1069 Y4700
from $150 Find flight	22:35 Guadalajara Miguel Hidal	15:06+2 дня Chicago O'Hare International	40h 31m layover 21h 0m - Mexico City 10h 55m - Cancun	VivaAerobus	VB9523 VB2279 F945
from $150 Find flight	22:12 Guadalajara Miguel Hidal	15:06+2 дня Chicago O'Hare International	40h 54m layover 20h 30m - Mexico City 11h 31m - Cancun	Volaris	Y4151 AM556 F945

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on June 16, 2025

Flight Schedule Guadalajara to Chicago (Illinois)

Full flight schedule will help you in detecting at what time planes fly from Guadalajara to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
19:15 — 00:15 +1 day	19:15 — 00:15 VB546 VivaAerobus Guadalajara — Chicago	5h	Find flight from$104
06:00 — 23:35	06:00 — 07:35 VB3200 VivaAerobus Guadalajara — Monterrey 11h 50m stop 19:10 — 23:35 VB632 VivaAerobus Monterrey — Chicago	17h 35m including layover	Find flight from$157
06:10 — 10:55 +1 day	06:00 — 07:25 VB1057 VivaAerobus Guadalajara — Mexico City 22h 20m stop 05:50 — 11:05 VB186 VivaAerobus Mexico City — Chicago	28h 45m including layover	Find flight from$156
07:40 — 23:31	07:40 — 09:55 Y41712 Volaris Guadalajara — Los Angeles 7h 25m stop 17:24 — 23:31 NK3010 Spirit Airlines Los Angeles — Chicago	15h 51m including layover	Find flight from$172
08:30 — 23:35	08:25 — 10:00 VB3192 VivaAerobus Guadalajara — Monterrey 9h 20m stop 19:10 — 23:35 VB632 VivaAerobus Monterrey — Chicago	15h 5m including layover	Find flight from$157
09:12 — 23:31	09:12 — 11:32 AM782 Aeromexico Guadalajara — Los Angeles 5h 52m stop 17:24 — 23:31 NK3010 Spirit Airlines Los Angeles — Chicago	14h 19m including layover	Find flight from$176
10:20 — 23:43	10:20 — 12:45 VB532 VivaAerobus Guadalajara — Las Vegas 5h 11m stop 17:56 — 23:43 NK184 Spirit Airlines Las Vegas — Chicago	13h 23m including layover	Find flight from$171
11:10 — 23:35	11:00 — 12:40 VB3190 VivaAerobus Guadalajara — Monterrey 6h 40m stop 19:15 — 23:45 VB632 VivaAerobus Monterrey — Chicago	12h 25m including layover	Find flight from$157
12:30 — 23:12	12:30 — 15:50 UA1725 United Airlines Guadalajara — Houston 4h 35m stop 20:25 — 23:12 UA2013 United Airlines Houston — Chicago	10h 42m including layover	Find flight from$172
13:10 — 23:50	13:10 — 14:45 VB3198 VivaAerobus Guadalajara — Monterrey 4h 35m stop 19:20 — 23:50 VB632 VivaAerobus Monterrey — Chicago	10h 40m including layover	Find flight from$144
14:15 — 08:19 +1 day	13:00 — 18:40 F82661 Freedom Airlines Guadalajara — Toronto 10h 35m stop 11:10 — 12:00 PD2387 Porter Airlines Toronto — Chicago	18h 4m including layover	Find flight from$154
14:22 — 23:32	14:22 — 15:45 Y4145 Volaris Guadalajara — Mexico City 2h 45m stop 18:30 — 23:32 Y4702 Volaris Mexico City — Chicago	9h 10m including layover	Find flight from$134
15:40 — 05:42 +1 day	15:35 — 17:10 VB1065 VivaAerobus Guadalajara — Mexico City 7h 35m stop 00:40 — 05:42 Y4700 Volaris Mexico City — Chicago	14h 2m including layover	Find flight from$161
15:45 — 10:55 +1 day	15:45 — 17:15 VB1065 VivaAerobus Guadalajara — Mexico City 12h 45m stop 05:50 — 11:05 VB186 VivaAerobus Mexico City — Chicago	19h 10m including layover	Find flight from$159
17:10 — 14:42 +1 day	17:15 — 21:05 VB7413 VivaAerobus Guadalajara — Cancun 13h 34m stop 10:52 — 14:49 NK105 Spirit Airlines Cancun — Chicago	21h 32m including layover	Find flight from$177
18:10 — 10:55 +1 day	18:10 — 19:40 VB1399 VivaAerobus Guadalajara — Mexico City 10h 15m stop 05:50 — 11:05 VB186 VivaAerobus Mexico City — Chicago	16h 45m including layover	Find flight from$159
18:47 — 05:42 +1 day	18:47 — 20:10 Y4149 Volaris Guadalajara — Mexico City 4h 30m stop 00:40 — 05:42 Y4700 Volaris Mexico City — Chicago	10h 55m including layover	Find flight from$128
20:15 — 10:55 +1 day	20:10 — 21:40 VB1069 VivaAerobus Guadalajara — Mexico City 8h 10m stop 19:40 — 23:45 VB186 VivaAerobus Mexico City — Chicago	14h 40m including layover	Find flight from$159
20:15 — 05:42 +1 day	20:10 — 21:40 VB1069 VivaAerobus Guadalajara — Mexico City 3h stop 00:40 — 05:42 Y4700 Volaris Mexico City — Chicago	9h 27m including layover	Find flight from$161
22:12 — 05:42 +1 day	22:12 — 23:35 Y4151 Volaris Guadalajara — Mexico City 1h 5m stop 00:40 — 05:42 Y4700 Volaris Mexico City — Chicago	7h 30m including layover	Find flight from$122
07:24 — 23:50	07:24 — 09:15 Y41000 Volaris Guadalajara — Tijuana 3h 20m stop 12:33 — 16:24 Y45609 Volaris Tijuana — Monterrey 2h 56m stop 19:20 — 23:50 VB632 VivaAerobus Monterrey — Chicago	16h 26m including layover	Find flight from$162
08:00 — 23:50	08:00 — 08:54 Y41310 Volaris Guadalajara — Puerto Vallarta 4h 30m stop 13:35 — 15:05 Y45613 Volaris Puerto Vallarta — Monterrey 4h 15m stop 19:20 — 23:50 VB632 VivaAerobus Monterrey — Chicago	15h 50m including layover	Find flight from$162
10:25 — 05:42 +1 day	10:25 — 11:57 Y41082 Volaris Guadalajara — Monterrey 5h 15m stop 17:12 — 18:45 Y4243 Volaris Monterrey — Mexico City 5h 55m stop 00:40 — 05:42 Y4700 Volaris Mexico City — Chicago	19h 17m including layover	Find flight from$180
11:05 — 23:50 +1 day	11:05 — 13:01 Y41012 Volaris Guadalajara — Tijuana 5h 16m stop 18:17 — 22:01 Y45611 Volaris Tijuana — Monterrey 21h 19m stop 19:20 — 23:50 VB632 VivaAerobus Monterrey — Chicago	36h 45m including layover	Find flight from$162
17:10 — 22:00 +1 day	17:10 — 21:05 VB7413 VivaAerobus Guadalajara — Cancun 14h 47m stop 11:52 — 14:34 NK1337 Spirit Airlines Cancun — Houston 4h 43m stop 19:17 — 22:00 NK1181 Spirit Airlines Houston — Chicago	28h 50m including layover	Find flight from$171
22:12 — 15:06 +2 days	22:12 — 23:35 Y4151 Volaris Guadalajara — Mexico City 20h 30m stop 19:55 — 23:28 AM556 Aeromexico Mexico City — Cancun 11h 31m stop 11:05 — 15:06 F945 Frontier Airlines Cancun — Chicago	40h 54m including layover	Find flight from$150

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on June 16, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Guadalajara to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Guadalajara and Chicago is 2794 miles. Time difference between the cities is 0h. Airplanes depart 05:04 to 23:45 from 1 Guadalajara airport and arrive 05:04 to 23:45 to 7 Chicago airports. Average flight time is 5h.

The fastest flight 5h
Average flight time 5h
The earliest flight 05:04
The latest flight 23:45
Distance 1737 ml

The cheapest months to travel to Chicago are october (from 139 $), september (from 163 $), august (from 171 $).

The most expensive months are december (from 308 $), february (from 293 $), november (from 290 $).

What is the lowest airfare Guadalajara to Chicago?

The cheapest plane ticket found by our users is $104. This airfare is for economy class on one-way VB546 flight by VivaAerobus for October 7, 2025 which leaves Miguel Hidal in Guadalajara at 19:15 am and arrives at Chicago O'Hare International at 00:15.

Economy class

$104

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Business class

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First class

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Popular Airlines on the Route

The flight Guadalajara — Chicago is served by 7 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Freedom Airlines - 9 departures per week at the price of from $ 154 . And the most expensive tickets are offered by Aeromexico airline - from $ 1890.

Direct flights

There are 1 nonstop flights on the route. The fastest direct flight is VB546 by VivaAerobus takes 5h and the cheapest is VB546 by VivaAerobus for $104.

VB - VivaAerobus

from $104

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Connecting Flights

There are 597 flights with layovers on the route. The fastest connecting flight is Y4151 by Volaris takes 7h 30m and the cheapest is VB546 by VivaAerobus for $122.

F8 - Freedom Airlines

from $154

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AS - Alaska Airlines

from $333

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HA - Hawaiian Airlines

from $370

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Y4 - Volaris

from $122

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VB - VivaAerobus

from $144

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UA - United Airlines

from $172

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AM - Aeromexico

from $176

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Airports

You can fly from Guadalajara to Chicago from 1 airports (Miguel Hidal).

Guadalajara airports

Miguel Hidal-GDL

from $104
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Chicago airports

O'Hare International-ORD

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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Airplanes

There are flights to Chicago from Guadalajara by 7 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top International Destinations from Guadalajara

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Guadalajara — Chicago

from $58

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Guadalajara — Fresno

from $75

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Guadalajara — San Jose

from $74

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Guadalajara — Sacramento

from $57

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Guadalajara — Las Vegas

from $61

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Guadalajara — Dallas

from $68

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Guadalajara — Seattle

from $72

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Guadalajara — Los Angeles

from $61

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Guadalajara — San Francisco

from $63

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Guadalajara — New York

from $70

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How to book a plane ticket yourself?

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