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Cheap Flights from Chicago (MDW) to Guadalajara (GDL)

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Find the cheapest month or even day of the year to fly to Guadalajara

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Flight deals from Chicago Midway to Guadalajara

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Guadalajara Airport? If you want to travel next month, return fares start from $531. Find the lowest prices on one-way and return tickets right here.
Guadalajara.$515 per passenger.Departing Mon, 7 Sep, returning Mon, 14 Sep.Return flight with Volaris.Outbound direct flight with Volaris departs from Chicago Midway on Mon, 7 Sep, arriving in Guadalajara.Inbound direct flight with Volaris departs from Guadalajara on Mon, 14 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $515, select.
Guadalajara.$531 per passenger.Departing Fri, 14 Aug, returning Fri, 28 Aug.Return flight with Volaris.Outbound direct flight with Volaris departs from Chicago Midway on Fri, 14 Aug, arriving in Guadalajara.Inbound direct flight with Volaris departs from Guadalajara on Fri, 28 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $531, select.
Guadalajara.$671 per passenger.Departing Wed, 26 Aug, returning Wed, 2 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Wed, 26 Aug, arriving in Guadalajara.Inbound direct flight with Frontier Airlines departs from Guadalajara on Wed, 2 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $671, select.
Guadalajara.$671 per passenger.Departing Fri, 2 Oct, returning Fri, 16 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 2 Oct, arriving in Guadalajara.Inbound direct flight with Frontier Airlines departs from Guadalajara on Fri, 16 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $671, select.
Guadalajara.$685 per passenger.Departing Fri, 27 Nov, returning Fri, 4 Dec.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 27 Nov, arriving in Guadalajara.Inbound direct flight with Frontier Airlines departs from Guadalajara on Fri, 4 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $685, select.
Guadalajara.$726 per passenger.Departing Wed, 28 Oct, returning Wed, 4 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Wed, 28 Oct, arriving in Guadalajara.Inbound direct flight with Frontier Airlines departs from Guadalajara on Wed, 4 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $726, select.
Guadalajara.$730 per passenger.Departing Mon, 21 Sep, returning Fri, 2 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 21 Sep, arriving in Guadalajara.Inbound direct flight with Frontier Airlines departs from Guadalajara on Fri, 2 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $730, select.
Guadalajara.$751 per passenger.Departing Mon, 16 Nov, returning Mon, 23 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 16 Nov, arriving in Guadalajara.Inbound direct flight with Frontier Airlines departs from Guadalajara on Mon, 23 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $751, select.
Guadalajara.$777 per passenger.Departing Tue, 16 Mar, returning Tue, 23 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 16 Mar, arriving in Guadalajara.Inbound indirect flight with Delta, departs from Guadalajara on Tue, 23 Mar, arriving in Chicago Midway.Price includes taxes and charges.From $777, select.
Guadalajara.$781 per passenger.Departing Thu, 25 Feb, returning Tue, 2 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 25 Feb, arriving in Guadalajara.Inbound indirect flight with Delta, departs from Guadalajara on Tue, 2 Mar, arriving in Chicago Midway.Price includes taxes and charges.From $781, select.
Guadalajara.$857 per passenger.Departing Mon, 1 Feb, returning Mon, 8 Feb.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 1 Feb, arriving in Guadalajara.Inbound indirect flight with Delta, departs from Guadalajara on Mon, 8 Feb, arriving in Chicago Midway.Price includes taxes and charges.From $857, select.
Guadalajara.$909 per passenger.Departing Sun, 17 Jan, returning Thu, 21 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sun, 17 Jan, arriving in Guadalajara.Inbound indirect flight with Delta, departs from Guadalajara on Thu, 21 Jan, arriving in Chicago Midway.Price includes taxes and charges.From $909, select.
Guadalajara.$1,051 per passenger.Departing Thu, 30 Jul, returning Thu, 6 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Thu, 30 Jul, arriving in Guadalajara.Inbound direct flight with Frontier Airlines departs from Guadalajara on Thu, 6 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $1,051, select.
Guadalajara.$1,145 per passenger.Departing Fri, 11 Dec, returning Thu, 14 Jan.Return flight with Volaris.Outbound indirect flight with Volaris, departs from Chicago Midway on Fri, 11 Dec, arriving in Guadalajara.Inbound indirect flight with Volaris, departs from Guadalajara on Thu, 14 Jan, arriving in Chicago Midway.Price includes taxes and charges.From $1,145, select.
Guadalajara.$1,210 per passenger.Departing Thu, 28 Jan, returning Wed, 3 Feb.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 28 Jan, arriving in Guadalajara.Inbound indirect flight with Delta, departs from Guadalajara on Wed, 3 Feb, arriving in Chicago Midway.Price includes taxes and charges.From $1,210, select.
Guadalajara.$1,299 per passenger.Departing Fri, 4 Dec, returning Mon, 7 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 4 Dec, arriving in Guadalajara.Inbound indirect flight with Delta, departs from Guadalajara on Mon, 7 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $1,299, select.

Find the cheapest month to fly from Chicago Midway to Guadalajara

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Guadalajara flights are currently cheapest in September.
Jul
Find prices
Aug
from $531
Sep
from $515
Oct
from $671
Nov
from $751
Dec
from $1,299
Jan
from $909
Feb
from $857
Mar
from $777
Apr
from $1,510
May
Find prices
Jun
Find prices

Direct flights from Chicago Midway to Guadalajara

Chicago Midway to Guadalajara: Alternative routes

Compare routes from Chicago Midway to Guadalajara below. You may find an airport to fly into that's cheaper, faster, or easier than Guadalajara.

Guadalajara

17km from central Guadalajara
ClosestCheapest
from $515
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Chicago to Guadalajara: Flight information

The things to know before you go.
Cheapest flight found$515
Cheapest month to flySeptember
Average flight time4 hrs, 16 mins
Most popular airlineVolaris
Average flights per week7

Finding cheap flights from Chicago Midway to Guadalajara: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Guadalajara is $515. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 16 minutes is the average flight time from Chicago Midway to Guadalajara.
Volaris and Frontier Airlines fly direct from Chicago Midway to Guadalajara.
As of July 2026, there are 7 flights per week flying from Chicago Midway to Guadalajara.
The cheapest month to fly from Chicago Midway to Guadalajara is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Guadalajara Airport on Monday, 7 September 2026.
Yes – the average flight time is 4 hours and 16 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Guadalajara but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Guadalajara is around 40 days in advance, so don’t leave your flight to the last minute.

Currently, Volaris offers the cheapest flight tickets to Guadalajara.

Travelling from Chicago Midway Airport (MDW) to Guadalajara Airport (GDL): what you need to know

  • Around 4 hours 15 minutes is how long you'll be travelling on a direct flight from Chicago Midway Airport to Guadalajara Airport.

  • Chicago and Guadalajara are both in the UTC-6 timezone. That means you won't have to adjust your watch after you land.

  • Every week, there are four Chicago Midway Airport to Guadalajara Airport flights.

  • To ensure you get on your MDW to GDL flight, leave plenty of time to check in and find your gate. Turning up two hours ahead of international departures and an hour before domestic flights is the general travel rule.

  • During popular months such as July, you'll want to get to the airport earlier. Plan to arrive two hours before domestic departures and four hours ahead for international flights whenever you're flying during a high season in general.

  • Getting to Guadalajara (and then seeing more of Mexico!) is a breeze with Volaris. This popular carrier has direct flights from Chicago Midway Airport to Guadalajara Airport.

  • Most travellers choose to travel with Volaris on this route.

  • The carrier with the most reliable on-time arrival rate for MDW to GDL flights is Volaris.

  • We make it a cinch to book a flight with a stopover. To see all your options for tickets from Chicago Midway Airport to Guadalajara Airport, deselect 'Direct flights only.' Then, pick a flight with a stop long enough to tour your chosen city. Top stopovers between MDW and GDL include:

    • Atlanta Hartsfield-Jackson Airport

    • Dallas Fort Worth International Airport

    • Houston George Bush Intercntl. Airport

How to find the cheapest flights from Chicago Midway Airport (MDW) to Guadalajara Airport (GDL)

  • $215 is currently the lowest price for a one-way Chicago Midway Airport to Guadalajara Airport flight. A return flight starts from $515. These prices may change depending on availability.

  • Don't leave things to the last minute. You're more likely to find cheap tickets from MDW to GDL if you book ahead. Airlines often offer some fantastic early bird discounts.

  • May is the cheapest month for flights from Chicago Midway Airport to Guadalajara Airport. If you want to travel during a different time of year, the 'Whole month' tool will show you the lowest prices for every month.

  • Landing cheap flights from MDW to GDL is a piece of cake with Price Alerts. All you need to do is create one of these automatic alerts and we'll notify you when there's a better deal.

  • Find the right flight for you with the help of the filters. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Chicago Midway Airport to Guadalajara Airport, use the 'Sort by' tool. You can also filter results by airline, departure and arrival times, and number of stops.

Handy information about Chicago Midway Airport (MDW)

  • MDW is located at 5700 South Cicero.

  • When it comes to the on-time performance of Chicago Midway Airport, 76% of flights arrive within the expected timeframe.

  • Central Chicago to Chicago Midway Airport is around 16 kilometres. Depending on traffic, it'll take you about 25 minutes to get there if you're ride-sharing, catching a taxi or driving.

  • Taking public transport? Expect a journey time of around 30 minutes.

  • Booked an early flight from Chicago Midway Airport to Guadalajara Airport? Avoid rushing to the terminal (and sneak in some extra precious sleep) by choosing one of these hotels near MDW:

Arriving at Guadalajara Airport (GDL)

Getting from Guadalajara Airport (GDL) to central Guadalajara

  • Guadalajara Airport is roughly 16 kilometres from central Guadalajara. The drive time takes around 25 minutes.

  • If you're using public transport, expect a journey of around 45 minutes.

When to fly to Guadalajara Airport (GDL)

  • It's time to pick your dates for your flight from Chicago Midway Airport to Guadalajara Airport. July is the most popular month to head to Guadalajara. If you prefer a quieter vibe, go in March.

  • Book your flight from Chicago Midway Airport to Guadalajara Airport for May if you'd like to explore Guadalajara during its warmest month. Expect temperatures of between 15ºC (59ºF) and 35ºC (95ºF).

  • Search for cheap tickets from MDW to GDL in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between 9ºC (48ºF) and 27ºC (81ºF) on average.

Explore more of Mexico

  • Mexico City is just one of the many cities in Mexico waiting to be discovered after you've seen Guadalajara. Around 467 kilometres away to the east, popular attractions include Zócalo, Historic Centre (Centro Historico) and Basilica of Our Lady of Guadalupe.

  • Ecatepec de Morelos is another standout destination in Mexico and is around 467 kilometres east of Guadalajara. No journey is complete without visiting Zoologico Zacango, Centro Ecoturistico y Educación Ambiental Sierra de Guadalupe and Botanical Garden.

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Prices shown on this page are estimated lowest prices only. Found in the last 12 days.