Chicago to Guadalajara flights
Round trip · Economy · Prices per person in USD
Prices updated
Prices are typical right now
$302 is close to the usual $309 for Chicago → Guadalajara.
Buy now or wait? We're still learning this route. We have 1 day of prices so far and need about a week to say whether to book or wait.
Not ready to book? Get an email when Chicago → Guadalajara drops below your price.Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| September 2026 | No fares found yet |
| October 2026 | $309 |
| November 2026 | $302 |
| December 2026 | No fares found yet |
| January 2027 | No fares found yet |
| February 2027 | $243 (cheapest month) |
| March 2027 | No fares found yet |
| April 2027 | No fares found yet |
| May 2027 | $334 |
| June 2027 | $340 |
Cheapest dates in the next 4 months
Round trip, per person-
Nov 11 – 16 5 nights · leave Wed$302$302 Book
Volaris Nonstop · 4h 23m -
Oct 20 – 23 3 nights · leave Tue$309$309 Book
Volaris Nonstop · 4h 04m
-
Oct 6 – 14 8 nights · leave Tue$326 +6% vs usual$326 +6% vs usual Book
Volaris 1 stop · 4h 04m
-
Nov 6 – 23 17 nights · leave Fri$329 +6% vs usual$329 +6% vs usual Book
Volaris Nonstop · 4h 20m
-
Nov 18 – 23 5 nights · leave Wed$331 +7% vs usual$331 +7% vs usual Book
Frontier Airlines 1 stop · 6h 32m -
Oct 22 – 24 2 nights · leave Thu$342 +11% vs usual$342 +11% vs usual Book
Frontier Airlines 1 stop · 6h 40m
-
Oct 1 – 15 14 nights · leave Thu$366 +18% vs usual$366 +18% vs usual Book
Volaris Nonstop · 4h 04m
Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert
Things to do in Guadalajara
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Plan the rest of your trip
Guadalajara · Nov 11 – 16- Car rental in Mexico Economybookings · compare rental companies (opens Economybookings in a new tab)
Travel insurance · EKTA Airport transfer · Kiwitaxi
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Good to know
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Flights to Guadalajara from other cities
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Chicago to Guadalajara: questions
How much is a flight from Chicago to Guadalajara?
The cheapest round trip we have found right now is $302, leaving November 11 and returning November 16. The usual price on this route is about $309, so this fare is 2% less. Prices are per person, economy, in USD.
What is the cheapest month to fly from Chicago to Guadalajara?
February 2027, with round trips from $243. The most expensive month in our data is June (from $340). Based on the 5 months ahead we have prices for.
About this route
We track round-trip economy fares from Chicago (United States) to Guadalajara (Mexico) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $302, departing November 11 and returning November 16 on a nonstop flight, about 2% below the usual $309. Right now we're following 7 upcoming date combinations on this route. The cheapest month to fly in our data is February, from $243. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.