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Cheap Flights from Chicago (MDW) to Puerto Vallarta (PVR)

Compare Chicago Midway to Puerto Vallarta flight deals

Find the cheapest month or even day of the year to fly to Puerto Vallarta

Book the best Puerto Vallarta fare with no extra fees

Flight deals from Chicago Midway to Puerto Vallarta

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to Puerto Vallarta? Find the lowest prices on one-way and return tickets right here.
Puerto Vallarta.$616 per passenger.Departing Wed, 6 Aug, returning Wed, 13 Aug.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Wed, 6 Aug, arriving in Puerto Vallarta.Inbound indirect flight with Southwest Airlines, departs from Puerto Vallarta on Wed, 13 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $616, select.
Puerto Vallarta.$623 per passenger.Departing Wed, 3 Sep, returning Wed, 10 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 3 Sep, arriving in Puerto Vallarta.Inbound indirect flight with Delta, departs from Puerto Vallarta on Wed, 10 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $623, select.
Puerto Vallarta.$660 per passenger.Departing Wed, 30 Jul, returning Wed, 6 Aug.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Wed, 30 Jul, arriving in Puerto Vallarta.Inbound indirect flight with Southwest Airlines, departs from Puerto Vallarta on Wed, 6 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $660, select.
Puerto Vallarta.$686 per passenger.Departing Sat, 25 Oct, returning Tue, 28 Oct.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Sat, 25 Oct, arriving in Puerto Vallarta.Inbound indirect flight with Southwest Airlines, departs from Puerto Vallarta on Tue, 28 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $686, select.
Puerto Vallarta.$700 per passenger.Departing Mon, 29 Sep, returning Sun, 5 Oct.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Mon, 29 Sep, arriving in Puerto Vallarta.Inbound indirect flight with Southwest Airlines, departs from Puerto Vallarta on Sun, 5 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $700, select.
Puerto Vallarta.$765 per passenger.Departing Sat, 25 Oct, returning Fri, 7 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 25 Oct, arriving in Puerto Vallarta.Inbound indirect flight with Delta, departs from Puerto Vallarta on Fri, 7 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $765, select.
Puerto Vallarta.$775 per passenger.Departing Wed, 14 Jan, returning Wed, 21 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 14 Jan, arriving in Puerto Vallarta.Inbound indirect flight with Delta, departs from Puerto Vallarta on Wed, 21 Jan, arriving in Chicago Midway.Price includes taxes and charges.From $775, select.
Puerto Vallarta.$793 per passenger.Departing Wed, 19 Nov, returning Wed, 26 Nov.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Wed, 19 Nov, arriving in Puerto Vallarta.Inbound indirect flight with Southwest Airlines, departs from Puerto Vallarta on Wed, 26 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $793, select.

Find the cheapest month to fly from Chicago Midway to Puerto Vallarta

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Puerto Vallarta flights are currently cheapest in August.
Jul
from $921
Aug
from $616
Sep
from $623
Oct
from $686
Nov
from $793
Dec
from $847
Jan
from $775
Feb
from $857
Mar
from $1,336
Apr
Find prices
May
Find prices
Jun
Find prices

Chicago Midway to Puerto Vallarta: Alternative routes

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

Chicago to Puerto Vallarta: Flight information

The things to know before you go.
Cheapest flight found$616
Cheapest month to flyAugust

Finding cheap flights from Chicago Midway to Puerto Vallarta: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Puerto Vallarta is $616. 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.
Currently, there are no airlines that fly direct from Chicago Midway to Puerto Vallarta. But we found flights with one or more stops from $616.
As of July 2025, there are no flights flying from Chicago Midway to Puerto Vallarta.
The cheapest month to fly from Chicago Midway to Puerto Vallarta is usually August.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Puerto Vallarta Airport on Wednesday, 6 August 2025.
No airlines currently offer direct flights between Chicago Midway Airport and Puerto Vallarta Airport. Most routes have one or more stops.
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 Puerto Vallarta 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 Puerto Vallarta is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Southwest Airlines offers the cheapest flight tickets to Puerto Vallarta.

Flying from Chicago Midway International Airport (MDW) to Gustavo Diaz Ordaz International Airport (PVR): what you need to know

  • Puerto Vallarta's timezone is UTC-6, which makes Puerto Vallarta one hour behind Chicago.

  • Give yourself plenty of time to catch your MDW to PVR flight. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Travelling during a peak time like July? Public holidays and other popular periods can lead to longer lines and delays at check-in and security. Be extra cautious and get there up to four hours ahead of international flights and two hours before a domestic departure.

  • If you want to explore another city along the way, simply deselect 'Direct flights only' when searching for your ticket from Chicago Midway International Airport to Gustavo Diaz Ordaz International Airport. These are the top stopovers between MDW and PVR:

    • William P. Hobby Airport

    • Dallas/Fort Worth International Airport

    • Minneapolis-St. Paul International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Gustavo Diaz Ordaz International Airport (PVR)

  • At the moment, $275 is the cheapest price we've found for a one-way Chicago Midway International Airport to Gustavo Diaz Ordaz International Airport flight. The best price for a return ticket is $616. Bear in mind that fares may change due to demand when booking.

  • It's usually smart to book ahead of time if you're looking for cheap tickets from MDW to PVR. That's because airlines adjust prices based on demand, which tends to rise closer to the date of departure.

  • Getting cheap flights from Chicago Midway International Airport to Gustavo Diaz Ordaz International Airport is more likely if you're flexible with your travel plans. Use the 'Whole month' function to see the lowest prices throughout the month and land a great deal.

  • Picking up cheap flights from MDW to PVR is a cinch with Price Alerts. All you need to do is set up one of these automatic alerts and we'll get in touch when a new deal comes up.

  • Find the perfect flight for you by using the filters. To see the 'Fastest,' 'Cheapest' or 'Best' flights from Chicago Midway International Airport to Gustavo Diaz Ordaz International Airport, use the 'Sort by' function. You can also filter results by airline, departure and arrival times, and journey duration.

Handy information about Chicago Midway International Airport (MDW)

  • You'll find MDW at 5700 South Cicero.

  • When it comes to the on-time performance of Chicago Midway International Airport, 77.88% of flights arrive within the expected timeframe.

  • Chicago Midway International Airport is about 19 kilometres from central Chicago. If you're driving, catching a cab or ride-sharing from the centre, it'll take 20 minutes or so to get there, depending on the traffic.

  • The journey on public transport takes about 45 minutes.

  • Searching for a convenient hotel near MDW? If you're boarding an early flight from Chicago Midway International Airport to Gustavo Diaz Ordaz International Airport, these stays will have you moments from your departure gate:

Arriving at Gustavo Diaz Ordaz International Airport (PVR)

Getting from Gustavo Diaz Ordaz International Airport (PVR) to central Puerto Vallarta

  • Gustavo Diaz Ordaz International Airport to the centre of Puerto Vallarta has a drive time of about 20 minutes. It's approximately 10 kilometres away.

  • Getting to the centre by public transport takes around 55 minutes.

When to fly to Gustavo Diaz Ordaz International Airport (PVR)

  • The quietest month for a flight from Chicago Midway International Airport to Gustavo Diaz Ordaz International Airport is May, while March is the busiest. Choose the ideal time to go to Puerto Vallarta based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • When booking your flight from Chicago Midway International Airport to Gustavo Diaz Ordaz International Airport, think about the type of weather you enjoy. May is the warmest month in Puerto Vallarta, with temperatures ranging from 18ºC (64ºF) to 34ºC (93ºF).

  • Search for cheap tickets from MDW to PVR in February if you like cooler conditions. Temperatures are at their lowest around then, ranging between 14ºC (57ºF) and 30ºC (86ºF) on average.

Explore more of Mexico

  • Guadalajara is just one of the many cities in Mexico waiting to be discovered after you've seen Puerto Vallarta. Around 193 kilometres away to the east, check out popular attractions including Guadalajara Cathedral, Teatro Degollado and Portales Tlaquepaque Park.

  • Around 370 kilometres east of Puerto Vallarta, León de los Aldama is another favourite stop in Mexico. Experience the best of this destination with a visit to ANP Cañada Arroyo Hondo, Espacio de autogestión La Marquesa and LA CASA DE LAS PERRITAS.

Plan the rest of your trip from Chicago to Puerto Vallarta

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