Beginning of main content
Round Trip Icon
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheap GDL to MDW Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Guadalajara to Chicago route information

Origin Airport Don Miguel Hidalgo y Costilla Intl.
Destination Airport Midway Intl.
Airlines Serving Aeromexico, Delta, Hahn Air Systems, Volaris
Flight Price $241
Distance 1,726 mi

Chicago

$225.89

Cheap GDL to MDW Flights

  • How much is a plane ticket to Chicago (MDW) from Guadalajara (GDL)?

    Prices vary from $273 to $772. Booking in advance can usually help you get the cheapest price. However, usually the sooner you book, the better price you get.
  • How many flights are there per day from Guadalajara to Chicago?

    The number does differ by the day, but on average, you can expect two different choices of flight times when you book. You won't have as many choices on this route as most other routes departing Mexico.
  • How much time do people spend in Chicago?

    The average time spent sightseeing in Chicago by passengers from Guadalajara is about two weeks. However long you decide to stay, give yourself plenty of time to see what makes Chicago fantastic.
  • What is the cheapest day to fly?

    The cheapest day to fly from Guadalajara to Chicago is on Monday. So, if you are trying to save some money on your next holiday look for flights on Monday.
  • How long does it take to fly from Guadalajara to Chicago?

    Volaris currently holds the shortest travel time with four hours and two minutes. So, you would arrive in Chicago at 11:03 AM CDT if you left Guadalajara at 7:01 AM CDT.
  • What day has the most flight time options?

    Saturday has the greatest variety of flight times for Guadalajara to Chicago with two. With 1,776 different time options, Sunday provides the most options on average across all flights departing Mexico.
  • What is the cheapest day to fly to Chicago?

    If you are looking to save some funds, look at Sep 18th. As of Sep 16th, it's showing the cheapest ticket at $274. That is 23% below the average price for this route, so you can spend that extra money on an adventure rather than the flight.

Guadalajara to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Guadalajara to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with GDL to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Guadalajara for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.