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Cheap Flights from Guadalajara to Chicago Midway

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Compare Guadalajara to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from Guadalajara to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Guadalajara to Chicago Midway? Find the lowest prices on one-way and return tickets right here.
Chicago.259 € per passenger.Departing Wed, 30 Apr, returning Mon, 5 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Guadalajara on Wed, 30 Apr, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 5 May, arriving in Guadalajara.Price includes taxes and charges.From 259 €, select.
Chicago.259 € per passenger.Departing Thu, 1 May, returning Sun, 4 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Guadalajara on Thu, 1 May, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Sun, 4 May, arriving in Guadalajara.Price includes taxes and charges.From 259 €, select.
Chicago.259 € per passenger.Departing Wed, 30 Apr, returning Wed, 30 Apr.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Guadalajara on Wed, 30 Apr, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Wed, 30 Apr, arriving in Guadalajara.Price includes taxes and charges.From 259 €, select.
Chicago.279 € per passenger.Departing Thu, 21 Aug, returning Fri, 22 Aug.Return flight with Volaris.Outbound direct flight with Volaris departs from Guadalajara on Thu, 21 Aug, arriving in Chicago Midway.Inbound direct flight with Volaris departs from Chicago Midway on Fri, 22 Aug, arriving in Guadalajara.Price includes taxes and charges.From 279 €, select.
Chicago.295 € per passenger.Departing Thu, 24 Jul, returning Tue, 29 Jul.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Guadalajara on Thu, 24 Jul, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Tue, 29 Jul, arriving in Guadalajara.Price includes taxes and charges.From 295 €, select.
Chicago.307 € per passenger.Departing Thu, 28 Aug, returning Tue, 2 Sep.Return flight with Volaris.Outbound direct flight with Volaris departs from Guadalajara on Thu, 28 Aug, arriving in Chicago Midway.Inbound direct flight with Volaris departs from Chicago Midway on Tue, 2 Sep, arriving in Guadalajara.Price includes taxes and charges.From 307 €, select.
Chicago.310 € per passenger.Departing Thu, 31 Jul, returning Thu, 7 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Guadalajara on Thu, 31 Jul, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Thu, 7 Aug, arriving in Guadalajara.Price includes taxes and charges.From 310 €, select.
Chicago.310 € per passenger.Departing Mon, 2 Jun, returning Sat, 7 Jun.Return flight with Volaris and Frontier Airlines.Outbound indirect flight with Volaris, departs from Guadalajara on Mon, 2 Jun, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 7 Jun, arriving in Guadalajara.Price includes taxes and charges.From 310 €, select.

Find the cheapest month to fly from Guadalajara to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Guadalajara to Chicago Midway flights are currently cheapest in April.
Apr
from 259 €
May
from 259 €
Jun
from 310 €
Jul
from 295 €
Aug
from 279 €
Sep
from 314 €
Oct
from 365 €
Nov
from 354 €
Dec
from 580 €
Jan
Find prices
Feb
from 384 €
Mar
Find prices

Direct flights from Guadalajara to Chicago Midway

Guadalajara to Chicago Midway: Alternative routes

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

Guadalajara to Chicago: Flight information

The things to know before you go.
Cheapest flight found259 €
Cheapest month to flyApril
Average flight time3 hrs, 59 mins
Most popular airlineVolaris
Average flights per week11

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

The best price we found for a return flight from Guadalajara to Chicago Midway is 259 €. 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.
3 hours and 59 minutes is the average flight time from Guadalajara to Chicago Midway.
Volaris and Frontier Airlines fly direct from Guadalajara to Chicago Midway.
As of April 2025, there are 11 flights per week flying from Guadalajara to Chicago Midway.
The cheapest month to fly from Guadalajara to Chicago Midway is usually April 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Guadalajara Airport to Chicago Midway Airport on Wednesday, 30 April 2025.
Yes – the average flight time is 3 hours and 59 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 Chicago Midway 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago Midway.

Flying from Miguel Hidalgo y Costilla International Airport (GDL) to Chicago Midway International Airport (MDW): what you need to know

  • 4 hours 2 minutes is the average length of a direct flight from Miguel Hidalgo y Costilla International Airport to Chicago Midway International Airport. Chicago is 1 hour ahead of Guadalajara and operates on the UTC-5 timezone.

  • For the first departure, jump on the 04:45 flight from Miguel Hidalgo y Costilla International Airport to Chicago Midway International Airport. If you'd like to set off later, the last flight is at 21:30. With 11 flights every week from GDL to MDW, you can pick the timing that suits you best.

  • If you're flying during a major holiday or other peak period, give yourself extra time. A good rule is two hours ahead of domestic flights and up to four hours before international departures. Queues at check-in and security will be longer.

  • If you want to break up your flight from Miguel Hidalgo y Costilla International Airport to Chicago Midway International Airport, consider adding a stopover. Simply deselect 'Direct flights only' and find a city that interests you. Popular stopovers on the GDL - MDW route include:

    • Phoenix Sky Harbour International Airport

    • George Bush Intercontinental Airport

    • Hartsfield-Jackson Atlanta International Airport

How to find the cheapest flights from Miguel Hidalgo y Costilla International Airport (GDL) to Chicago Midway International Airport (MDW)

  • The lowest price we've seen for a one-way ticket from Miguel Hidalgo y Costilla International Airport to Chicago Midway International Airport is 158 €. For a return flight on this route, the best price is 259 €. Depending on the availability and when you book, these fares could change.

  • Score cheap tickets from GDL to MDW by booking 9 months ahead. Based on our research, that's the sweet spot for landing a bargain.

  • The cheapest month for tickets from Miguel Hidalgo y Costilla International Airport to Chicago Midway International Airport is May. Use the 'Whole month' tool to see the lowest prices if you have a flexible travel schedule.

  • Snapping up a cheap ticket from GDL to MDW is a breeze with Price Alerts. All you need to do is set up one of these automatic alerts and we'll get in touch when the price has dropped.

  • Take advantage of filters to find the right trip for you. To see the 'Fastest,' 'Best' or 'Cheapest' flights from Miguel Hidalgo y Costilla International Airport to Chicago Midway International Airport, use the 'Sort by' function. You can also filter by arrival and departure times, airline, and journey duration.

Handy information about Miguel Hidalgo y Costilla International Airport (GDL)

  • Located around 21 kilometres from central Guadalajara, Miguel Hidalgo y Costilla International Airport can be reached in approximately 33 minutes by car, depending on traffic. The journey by public transport will take roughly 1 hour and 53 minutes.

  • Taking an early flight from Miguel Hidalgo y Costilla International Airport to Chicago Midway International Airport? Avoid rushing to the terminal (and sneak in some extra precious sleep) by choosing one of these stays close to GDL:

Arriving at Chicago Midway International Airport (MDW)

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • Chicago Midway International Airport is approximately 19 kilometres from the centre of Chicago. With your own car rental or if you take a cab, the drive is about 21 minutes.

  • Travelling to the centre on public transport will take you roughly 46 minutes.

When to fly to Chicago Midway International Airport (MDW)

  • The quietest month for a flight from Miguel Hidalgo y Costilla International Airport to Chicago Midway International Airport is May, while July is the most popular. Choose the best time to go to Chicago based on whether you prefer a bustling atmosphere or a more laid-back vibe.

  • The warmest month in Chicago is July, with the temperature ranging between 15ºC and 29ºC. Lock in your flights from Miguel Hidalgo y Costilla International Airport to Chicago Midway International Airport in this month if you enjoy this type of weather.

  • For cooler conditions, search for a cheap ticket from GDL to MDW in January. Average temperatures are between -12ºC and 3ºC then.

More about Chicago

Complete your Chicago trip with hotels and a car rental

  • You've booked a cheap ticket to Chicago Midway International Airport — now it's time to find a place to stay, and maybe even your own set of wheels. We've compared prices across hundreds of companies to bring you the best hotels and car rental deals in Chicago.

Plan the rest of your trip from Guadalajara to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.