C$272 Cheap Flights from Chicago to Guadalajara

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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 to Guadalajara

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Guadalajara? Find the lowest prices on one-way and round-trip tickets right here.

Guadalajara.C$272 per passenger.Departing Tue, Sep 9, returning Sat, Sep 27.Round-trip flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departing from Chicago O'Hare International on Tue, Sep 9, arriving in Guadalajara.Inbound indirect flight with Viva Aerobus, departing from Guadalajara on Sat, Sep 27, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$272, select.

Guadalajara.C$272 per passenger.Departing Mon, Oct 27, returning Tue, Nov 11.Round-trip flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departing from Chicago O'Hare International on Mon, Oct 27, arriving in Guadalajara.Inbound indirect flight with Viva Aerobus, departing from Guadalajara on Tue, Nov 11, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$272, select.

Guadalajara.C$272 per passenger.Departing Mon, Mar 31, returning Fri, Apr 18.Round-trip flight with Viva Aerobus.Outbound direct flight with Viva Aerobus departing from Chicago O'Hare International on Mon, Mar 31, arriving in Guadalajara.Inbound direct flight with Viva Aerobus departing from Guadalajara on Fri, Apr 18, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$272, select.

Guadalajara.C$273 per passenger.Departing Fri, Oct 3, returning Sat, Oct 11.Round-trip flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departing from Chicago O'Hare International on Fri, Oct 3, arriving in Guadalajara.Inbound indirect flight with Viva Aerobus, departing from Guadalajara on Sat, Oct 11, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$273, select.

Guadalajara.C$273 per passenger.Departing Sat, Apr 5, returning Fri, Apr 18.Round-trip flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departing from Chicago O'Hare International on Sat, Apr 5, arriving in Guadalajara.Inbound indirect flight with Viva Aerobus, departing from Guadalajara on Fri, Apr 18, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$273, select.

Guadalajara.C$273 per passenger.Departing Thu, Aug 21, returning Wed, Aug 27.Round-trip flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departing from Chicago O'Hare International on Thu, Aug 21, arriving in Guadalajara.Inbound indirect flight with Viva Aerobus, departing from Guadalajara on Wed, Aug 27, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$273, select.

Guadalajara.C$273 per passenger.Departing Tue, May 20, returning Wed, May 21.Round-trip flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departing from Chicago O'Hare International on Tue, May 20, arriving in Guadalajara.Inbound indirect flight with Viva Aerobus, departing from Guadalajara on Wed, May 21, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$273, select.

Guadalajara.C$273 per passenger.Departing Sun, Sep 21, returning Wed, Oct 1.Round-trip flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departing from Chicago O'Hare International on Sun, Sep 21, arriving in Guadalajara.Inbound indirect flight with Viva Aerobus, departing from Guadalajara on Wed, Oct 1, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$273, select.

Find the cheapest month to fly from Chicago to Guadalajara

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Guadalajara flights are currently cheapest in September.

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Direct flights from Chicago to Guadalajara

Chicago to Guadalajara: Alternative routes

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

Chicago to Guadalajara: Flight information

The things to know before you go.

Cheapest flight found	C$272
Cheapest month to fly	March
Average flight time	4 hrs, 29 mins
Most popular airline	Volaris
Average flights per week	93

Finding cheap flights from Chicago to Guadalajara: Frequently asked questions

How much are round-trip flights from Chicago to Guadalajara?

The best price we found for a round-trip flight from Chicago to Guadalajara is C$272. 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.

How long does it take to fly from Chicago to Guadalajara?

4 hours and 29 minutes is the average flight time from Chicago to Guadalajara.

Which airlines fly direct from Chicago to Guadalajara?

Frontier Airlines, Volaris and Viva Aerobus fly direct from Chicago to Guadalajara.

How many flights are there a week from Chicago to Guadalajara?

There are 50 flights per week flying from Chicago to Guadalajara, as of March 2025.

When is the cheapest time to fly from Chicago to Guadalajara?

The cheapest month to fly from Chicago to Guadalajara is usually March 2025.

Which upcoming date is cheapest to fly from Chicago to Guadalajara Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Guadalajara Airport on Monday, March 31, 2025.

Can I get a direct flight from Chicago to Guadalajara Airport?

Yes – the average flight time is 4 hours and 29 minutes.

How can I find the best flight deal to Guadalajara?

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.

When is the best time to book flights to Guadalajara?

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.

Which is the cheapest airline to fly with from Chicago to Guadalajara?

The cheapest airline that flies to Guadalajara is Viva Aerobus.

How to find cheap flights to Guadalajara from Chicago

Looking for cheap tickets from Chicago to Guadalajara? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

Simply hit "search." From Delta Air Lines to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Chicago to Guadalajara. And with us, there are no hidden fees – what you see is what you pay.
Compare flight deals to Guadalajara from Chicago from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys.
Flex your dates to find the best Chicago–Guadalajara ticket prices. If you're flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly to Guadalajara from Chicago.
Set up a Price Alert. You can easily track the fare of your cheap Chicago–Guadalajara flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
Fly without stops. Only interested in direct flights between Chicago and Guadalajara? Make sure to tick "Direct flights only" when performing a search. If there are direct flights available on the route, these will appear in the results.
Find the cheapest Business Class flights from Chicago and Guadalajara. We scour the Internet for the best Business, Premium Economy and First Class flight fares to Guadalajara, too. Check the difference in price as you search – you might just stumble on a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
Include nearby airports in your search. Widen your search for Chicago to Guadalajara flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save the next time you travel.

Combine your flight to Guadalajara from Chicago with hotels and car rental

Once you've secured your cheap flight ticket from Chicago to Guadalajara, discover the best prices and exclusive rates for hotels in Guadalajara or nearby. You can also compare hundreds of car rental companies at once so you get the best car rental price for your trip.