Cheap Flights from Chicago, IL to Guadalajara from $105

Return flight: Guadalajara – Chicago
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On Cheapflightsplus.com you will find 7 direct and 862 connecting flights from Chicago to Guadalajara. You can compare airfare deals from 16 airlines and multiple travel sites from $105, book and save on cheap plane tickets and last minute offers. Also check out CHI-GDL flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Guadalajara 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: $105 (one-way), $180 (round-trip).
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Best Flights from Chicago to Guadalajara Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Guadalajara with the lowest price of $105. The fastest direct flight takes 3h 6m and the fastest connecting – 5h 16m.
Price Departure Arrival Flight Duration Airline Flight
from $91
Find flight
01:55
Chicago
O'Hare International
 05:01
Guadalajara
Miguel Hidal
 3h 6m Volaris
Y41703
from $114
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20:40
Chicago
O'Hare International
 23:50
Guadalajara
Miguel Hidal
 3h 10m VivaAerobus
VB545
from $142
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20:39
Chicago
Midway
 23:49
Guadalajara
Miguel Hidal
 3h 10m Volaris
Y41841
from $108
Find flight
18:34
Chicago
O'Hare International
 07:35+1 день
Guadalajara
Miguel Hidal
 13h 1m
layover
8h 55m - Monterrey
 Volaris
Y45507
VB3191
from $143
Find flight
07:25
Chicago
O'Hare International
 17:28
Guadalajara
Miguel Hidal
 10h 3m
layover
5h 46m - Toluca
 Volaris
Y4703
Y41211
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 09, 2025
Full flight schedule will help you in detecting at what time planes fly from Chicago to Guadalajara. 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 Arrival Flight Details Flight Duration Price
01:40 — 10:00
01:40 — 04:50 Y4701 Volaris
Chicago — Toluca
4h 3m stop
08:53 — 10:00 Y41213 Volaris
Toluca — Guadalajara
8h 20m
including layover
Find flight
from$147
01:55 — 05:01
01:55 — 05:01 Y41703 Volaris
Chicago — Guadalajara
3h 6m
Find flight
from$91
02:00 — 05:10
02:00 — 05:10 VB547 VivaAerobus
Chicago — Guadalajara
3h 10m
Find flight
from$166
06:55 — 10:05
06:55 — 10:05 VB543 VivaAerobus
Chicago — Guadalajara
3h 10m
Find flight
from$144
07:25 — 17:28
07:25 — 10:35 Y4703 Volaris
Chicago — Toluca
5h 46m stop
16:21 — 17:28 Y41211 Volaris
Toluca — Guadalajara
10h 3m
including layover
Find flight
from$143
12:45 — 15:51
12:45 — 15:51 Y41705 Volaris
Chicago — Guadalajara
3h 6m
Find flight
from$94
13:54 — 17:20
13:54 — 17:20 AM653 Aeromexico
Chicago — Guadalajara
3h 26m
Find flight
from$212
18:34 — 07:35
+1 day
17:40 — 21:05 Y45507 Volaris
Chicago — Monterrey
8h 55m stop
06:00 — 07:40 VB3191 VivaAerobus
Monterrey — Guadalajara
13h 1m
including layover
Find flight
from$108
18:34 — 09:50
+1 day
17:40 — 21:05 Y45507 Volaris
Chicago — Monterrey
11h 10m stop
08:20 — 10:00 VB3201 VivaAerobus
Monterrey — Guadalajara
15h 16m
including layover
Find flight
from$108
18:34 — 14:08
+1 day
17:40 — 21:05 Y45507 Volaris
Chicago — Monterrey
15h 33m stop
15:58 — 17:33 Y41083 Volaris
Monterrey — Guadalajara
19h 34m
including layover
Find flight
from$114
18:34 — 19:31
+1 day
18:34 — 21:05 Y45507 Volaris
Chicago — Monterrey
20h 56m stop
18:01 — 19:31 Y41087 Volaris
Monterrey — Guadalajara
24h 57m
including layover
Find flight
from$119
18:34 — 15:00
+1 day
18:34 — 21:05 Y45507 Volaris
Chicago — Monterrey
16h 20m stop
13:25 — 15:00 VB3193 VivaAerobus
Monterrey — Guadalajara
20h 26m
including layover
Find flight
from$125
18:34 — 00:25
+1 day
18:34 — 21:05 Y45507 Volaris
Chicago — Monterrey
1h 45m stop
22:50 — 00:25 VB3203 VivaAerobus
Monterrey — Guadalajara
5h 51m
including layover
Find flight
from$147
20:39 — 23:49
20:39 — 23:49 Y41841 Volaris
Chicago — Guadalajara
3h 10m
Find flight
from$142
20:40 — 23:50
20:40 — 23:50 VB545 VivaAerobus
Chicago — Guadalajara
3h 10m
Find flight
from$114
*Departure and arrival times - local. Updated on September 9, 2025

Flight Information

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

Distance between Chicago and Guadalajara is 2794 miles. Time difference between the cities is 0h. Airplanes depart 01:35 to 23:45 from 7 Chicago airports and arrive 01:35 to 23:45 to 1 Guadalajara airport. Average flight time is 3h 10m.

  • The fastest flight 3h 6m
  • Average flight time 3h 10m
  • The earliest flight 01:35
  • The latest flight 23:45
  • Distance 1737 ml

Popular Airlines on the Route

The flight Chicago — Guadalajara is served by 16 regular airlines and 7 low-cost airlines. Most of the flights on this route are operated by Air Canada - 71 departures per week at the price of from $ 306 . And the most expensive tickets are offered by Air Canada airline - from $ 2173.

Direct flights

There are 7 nonstop flights on the route. The fastest direct flight is Y41703 by Volaris takes 3h 6m.

  • Y4 - Volaris
    from $91
    Find
  • VB - VivaAerobus
    from $114
    Find
  • AM - Aeromexico
    from $212
    Find
See more direct flights

Connecting Flights

There are 862 flights with layovers on the route. The fastest connecting flight is AM4430 by Aeromexico takes 5h 16m.

  • AC - Air Canada
    from $306
    Find
  • SY - Sun Country Airlines
    from $247
    Find
  • CM - Compania Panamena de Aviacion
    from $395
    Find
  • VB - VivaAerobus
    from $154
    Find
  • AM - Aeromexico
    from $180
    Find
  • UA - United Airlines
    from $263
    Find
  • G4 - Allegiant Air
    from $202
    Find
  • AS - Alaska Airlines
    from $266
    Find
  • F9 - Frontier Airlines
    from $163
    Find
  • PD - Porter Airlines
    from $214
    Find
  • AV - Avianca
    from $393
    Find
  • TK - Turkish Airlines
    from $1523
    Find
See more connecting flights

Airports

You can fly from Chicago to Guadalajara from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $91
    Find
  • Midway-MDW
    from $142
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

Guadalajara airports

  • Miguel Hidal-GDL
    Find

Airplanes

There are flights to Guadalajara from Chicago by 16 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Top International Destinations from Chicago

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.

How to book a plane ticket yourself?

How to book an air ticket yourself?
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  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

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