Cheap Flights from Guadalajara to Chicago, IL from $135

Return flight: Chicago – Guadalajara

On Cheapflightsplus.com you will find 6 direct and 870 connecting flights from Guadalajara to Chicago. You can compare airfare deals from 8 airlines and multiple travel sites from $135, 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: $135 (one-way), $232 (round-trip).
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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 Arrival Flight Details Flight Duration Price
06:02 — 17:00
06:02 — 07:30 Y41080 Volaris
Guadalajara — Monterrey
5h 13m stop
12:43 — 17:00 Y45506 Volaris
Monterrey — Chicago
10h 58m
including layover
Find flight
from$165
06:04 — 11:05
06:04 — 11:05 Y41704 Volaris
Guadalajara — Chicago
5h 1m
Find flight
from$267
06:15 — 21:23
06:15 — 09:30 VB500 VivaAerobus
Guadalajara — Houston
9h 18m stop
18:48 — 21:23 F93136 Frontier Airlines
Houston — Chicago
15h 8m
including layover
Find flight
from$199
06:26 — 11:42
06:26 — 11:42 AM652 Aeromexico
Guadalajara — Chicago
5h 16m
Find flight
from$275
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$187
13:15 — 18:15
13:15 — 18:15 VB544 VivaAerobus
Guadalajara — Chicago
5h
Find flight
from$250
14:12 — 19:06
14:12 — 19:06 Y41840 Volaris
Guadalajara — Chicago
4h 54m
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from$237
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$175
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$169
19:14 — 00:15
+1 day
19:14 — 00:15 Y41702 Volaris
Guadalajara — Chicago
5h 1m
Find flight
from$166
19:15 — 00:15
+1 day
19:15 — 00:15 VB546 VivaAerobus
Guadalajara — Chicago
5h
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from$135
20:10 — 23:45
+1 day
19:25 — 21:00 VB3196 VivaAerobus
Guadalajara — Monterrey
21h 25m stop
19:10 — 23:35 VB632 VivaAerobus
Monterrey — Chicago
27h 35m
including layover
Find flight
from$196
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$159
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$197
22:35 — 15:06
+2 days
22:35 — 23:50 VB9523 VivaAerobus
Guadalajara — Mexico City
21h stop
20:50 — 00:10 VB2279 VivaAerobus
Mexico City — Cancun
10h 55m stop
11:05 — 15:06 F945 Frontier Airlines
Cancun — Chicago
40h 31m
including layover
Find flight
from$197
*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 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 00:10 to 23:45 from 1 Guadalajara airport and arrive 00:10 to 23:45 to 7 Chicago airports. Average flight time is 5h 1m.

  • The fastest flight 4h 54m
  • Average flight time 5h 1m
  • The earliest flight 00:10
  • The latest flight 23:45
  • Distance 1737 ml

Popular Airlines on the Route

The flight Guadalajara — Chicago is served by 8 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 $ 202 . And the most expensive tickets are offered by Aeromexico airline - from $ 2464.

Direct flights

There are 6 nonstop flights on the route. The fastest direct flight is Y41840 by Volaris takes 4h 54m.

  • Y4 - Volaris
    from $166
    Find
  • VB - VivaAerobus
    from $135
    Find
  • AM - Aeromexico
    from $275
    Find
See more direct flights

Connecting Flights

There are 870 flights with layovers on the route. The fastest connecting flight is Y4151 by Volaris takes 7h 30m.

  • F8 - Freedom Airlines
    from $202
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  • AS - Alaska Airlines
    from $435
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  • HA - Hawaiian Airlines
    from $313
    Find
  • CM - Compania Panamena de Aviacion
    from $784
    Find
  • Y4 - Volaris
    from $159
    Find
  • VB - VivaAerobus
    from $187
    Find
  • AM - Aeromexico
    from $219
    Find
  • UA - United Airlines
    from $225
    Find
See more connecting flights

Airports

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

Guadalajara airports

  • Miguel Hidal-GDL
    from $135
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Chicago airports

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

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • 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.

    To find a plane ticket, please select dates.

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