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Chicago to Guadalajara flights

The cheapest round trip we found from Chicago to Guadalajara is $370 (Dec 9 – 13, 1 stop). It usually costs $348.

CHI to GDL · Round trip · Economy · Prices per person in USD · Price found (2 days ago)

Cheapest found

$370
Dec 9 – 13 · 1 stop · Usually $348
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Typical price — worth watching 6% above the usual $348, and prices have been falling this week. Based on 45 days of prices.
Not ready to book? We'll email you when Chicago → Guadalajara drops below $350.
Dec – Jan · 2–4 nights · Change

Cheapest round trip by month

Lowest fare found per departure month
Cheapest month Below usual Usual price $348
Cheapest round trip from Chicago to Guadalajara by departure month
MonthCheapest round trip
November 2026$319 (cheapest month)
December 2026$370
January 2027No fares found yet
February 2027No fares found yet
March 2027No fares found yet
April 2027No fares found yet
May 2027No fares found yet
June 2027$348

Cheapest dates in the next 4 months

Round trip, per person
  • Dec 9 – 13 4 nights · leave Wed
    $370 +6% vs usual
    Allegiant Air 1 stop · 6h 27m
    Book
  • Dec 10 – 13 3 nights · leave Thu
    $445 +28% vs usual
    Volaris 1 stop · 4h 54m
    Book
  • Dec 19 – Jan 3, 2027 15 nights · leave Sat
    $945 +172% vs usual
    Alaska Airlines 3 stops · 8h 41m
    Book

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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See things to do in Guadalajara Attractions, tours and airport transfers on Klook

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Guadalajara · Dec 9 – 13

Airport transfer · Kiwitaxi

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Chicago to Guadalajara: questions

How much does a flight from Chicago to Guadalajara cost?

The cheapest round trip we have found right now is $370, leaving December 9 and returning December 13. The usual price on this route is about $348. Prices are per person, economy, in USD.

What is the cheapest month to fly from Chicago to Guadalajara?

November 2026, with round trips from $319. The most expensive month in our data is December (from $370). Based on the 3 months ahead we have prices for.

Which airports do Chicago to Guadalajara flights use?

Chicago airports include O'Hare International (ORD), Chicago Midway International (MDW) and Chicago Rockford International (RFD). Guadalajara airports include Don Miguel Hidal Y Costilla International (GDL). The prices on this page cover every airport in both cities (CHI and GDL are the city codes).

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 $370, departing December 9 and returning December 13. The cheapest month to fly in our data is November, from $319. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.

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