MDW - PVR

$149 Find Cheap Flights from Chicago Midway Airport to Puerto Vallarta

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Puerto Vallarta departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Puerto Vallarta

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Puerto Vallarta, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Puerto Vallarta, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Puerto Vallarta (MDW-PVR)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Puerto Vallarta that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Puerto Vallarta

Sun, Oct 19 - Thu, Oct 23
Aeromexico Logo
6:00 am - 12:50 pmMDW-PVR
7h 50m1 stop
Aeromexico Logo
2:00 pm - 10:14 pmPVR-MDW
7h 14m1 stop
$356Aeromexico
Find Deal
Tue, Sep 9 - Tue, Sep 16
Delta Logo
6:00 am - 12:10 pmMDW-PVR
7h 10m1 stop
Delta Logo
1:32 pm - 9:36 pmPVR-MDW
7h 04m1 stop
$377Delta
Find Deal
Sat, Oct 25 - Fri, Oct 31
Delta Logo
7:10 pm - 3:05 pmMDW-PVR
20h 55m2 stops
Delta Logo
2:00 pm - 12:31 pmPVR-MDW
21h 31m2 stops
$382Delta
Find Deal
Thu, Sep 25 - Tue, Sep 30
Volaris Logo
8:39 pm - 9:36 amMDW-PVR
13h 57m1 stop
Volaris Logo
8:26 pm - 7:16 pmPVR-MDW
21h 50m2 stops
$389Volaris
Find Deal
Fri, Sep 12 - Thu, Sep 18
Aeromexico Logo
6:00 am - 12:22 pmMDW-PVR
7h 22m1 stop
Aeromexico Logo
1:32 pm - 9:36 pmPVR-MDW
7h 04m1 stop
$401Aeromexico
Find Deal
Thu, Sep 25 - Tue, Sep 30
Volaris Logo
8:39 pm - 5:07 pmMDW-PVR
21h 28m2 stops
Volaris Logo
8:26 pm - 7:16 pmPVR-MDW
21h 50m2 stops
$415Volaris
Find Deal
Thu, Sep 25 - Tue, Sep 30
 Logo
8:39 pm - 9:36 amMDW-PVR
13h 57m1 stop
 Logo
3:35 pm - 7:16 pmPVR-MDW
26h 41m1 stop
Tue, Sep 23 - Sun, Sep 28
Southwest Logo
6:40 am - 12:50 pmMDW-PVR
7h 10m1 stop
Southwest Logo
2:00 pm - 12:25 amPVR-MDW
9h 25m1 stop
$442Southwest
Find Deal
Sat, Sep 20 - Wed, Sep 24
Southwest Logo
8:15 am - 2:00 pmMDW-PVR
6h 45m1 stop
Southwest Logo
1:25 pm - 11:20 pmPVR-MDW
8h 55m1 stop
$462Southwest
Find Deal
Sat, Sep 20 - Fri, Sep 26
 Logo
3:36 pm - 8:05 amMDW-PVR
17h 29m2 stops
 Logo
10:11 am - 7:16 pmPVR-MDW
8h 05m1 stop
Booking Insights

KAYAK's insights & trends for Midway to Puerto Vallarta flights

Get data-powered insights and trends into flights from Midway to Puerto Vallarta to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago Midway Airport to Puerto Vallarta?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Puerto Vallarta, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Puerto Vallarta is July, where tickets cost $400 (return) on average. On the other hand, the most expensive months are February and December, where the average cost of round-trip tickets is $921 and $791 respectively.

Good to know

Low seasonApril
Cheapest flight$149
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Chicago Midway Airport to Puerto Vallarta

When to book flights from Midway to Puerto Vallarta

Are your dates flexible? Find out the best times to travel from Midway to Puerto Vallarta based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Puerto Vallarta flights

  • What is the cheapest flight from Chicago Midway Airport to Puerto Vallarta?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Puerto Vallarta was $149 for a one-way ticket and $356 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Puerto Vallarta?

    A passport is required to fly from Chicago Midway Airport to Puerto Vallarta.

  • Which airports will I be using when flying from Chicago Midway Airport to Puerto Vallarta?

    Chicago Midway Airport airport is called Chicago Midway and the only airport in Puerto Vallarta is Puerto Vallarta Ordaz.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Puerto Vallarta?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Puerto Vallarta?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Puerto Vallarta.

  • Which is the best airline for flights from Chicago to Puerto Vallarta, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Puerto Vallarta are Southwest and Delta. With an average price for the route of $663 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $723 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Puerto Vallarta?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Puerto Vallarta.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Puerto Vallarta?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Puerto Vallarta from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Puerto Vallarta?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Puerto Vallarta with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and PVR can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Puerto Vallarta?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Puerto Vallarta from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Midway to Puerto Vallarta

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Puerto Vallarta. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Puerto Vallarta? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4244 reviews
8.6Crew
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

Southwest's seats are the least comfortable I have ever sat in.

4.0 OkayDavid, Aug 2025DTW - STL
Read more Southwest reviews

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

There was supposed to be a meal served, but there wasn’t and the major toilet was out of order

They made us board and then deboard due to mechanical issue which delayed the departure by almost 2 hours and we barely made our connecting flight. These quality checks should've been done before boarding not after.

Having to up charge for a seat assignment is not good. Delta can do better

I liked the friendliness of the staff. The cleanliness of all 3 planes.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

Everything you need to know for your flight from Midway to Puerto Vallarta

Information on your arrival and departure airports

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