MDW - PVR

$162 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 11/3. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$376
Overall average: $615
Southwest
Mon 10/20Thu 10/23
MDW - PVR • 1 stop
Cheapest one-way
$162
Multiple Airlines
Mon 11/3
MDW - PVR • 2 stops
Top airlines
Southwest
Cheapest • from $376 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
July
Cheapest • 37% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Puerto Vallarta!
Flight Deals
Booking Insights
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.

Recent round-trip flight deals from Midway to Puerto Vallarta

Mon, Oct 20 - Thu, Oct 23
Southwest Logo
6:50 am - 1:45 pmMDW-PVR
7h 55m1 stop
Southwest Logo
2:55 pm - 12:10 amPVR-MDW
8h 15m1 stop
$376Southwest
Find Deal
Sun, Jan 25 - Fri, Jan 30
Aeromexico Logo
6:00 am - 6:20 pmMDW-PVR
12h 20m2 stops
Aeromexico Logo
2:10 pm - 9:46 pmPVR-MDW
7h 36m1 stop
$381Aeromexico
Find Deal
Sun, Nov 16 - Wed, Nov 19
Delta Logo
6:00 am - 7:15 pmMDW-PVR
13h 15m2 stops
Delta Logo
3:00 pm - 11:40 pmPVR-MDW
8h 40m1 stop
$387Delta
Find Deal
Sun, Jan 25 - Fri, Jan 30
Delta Logo
6:00 am - 1:00 pmMDW-PVR
7h 00m1 stop
Delta Logo
2:10 pm - 9:46 pmPVR-MDW
7h 36m1 stop
$392Delta
Find Deal
Sat, Feb 7 - Sat, Feb 14
Frontier Logo
6:00 am - 1:49 pmMDW-PVR
7h 49m1 stop
Frontier Logo
3:04 pm - 11:25 pmPVR-MDW
8h 21m1 stop
$409Frontier
Find Deal
Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
3:27 pm - 12:41 pmMDW-PVR
21h 14m2 stops
Multiple Airlines Logo
12:55 pm - 1:04 pmPVR-MDW
24h 09m1 stop
$417Multiple Airlines
Find Deal
Fri, Dec 5 - Wed, Dec 10
Multiple Airlines Logo
3:27 pm - 8:00 amMDW-PVR
16h 33m2 stops
Multiple Airlines Logo
5:10 pm - 9:40 amPVR-MDW
16h 30m1 stop
$419Multiple Airlines
Find Deal
Sat, Feb 21 - Sat, Feb 28
Frontier Logo
6:00 am - 1:49 pmMDW-PVR
7h 49m1 stop
Frontier Logo
3:04 pm - 11:25 pmPVR-MDW
8h 21m1 stop
$444Frontier
Find Deal
Mon, Oct 27 - Fri, Oct 31
Volaris Logo
8:39 pm - 9:36 amMDW-PVR
13h 57m1 stop
Volaris Logo
10:11 am - 7:16 pmPVR-MDW
8h 05m1 stop
$484Volaris
Find Deal
Sun, Mar 1 - Fri, Mar 6
Volaris Logo
6:54 pm - 2:03 pmMDW-PVR
19h 09m2 stops
Volaris Logo
2:01 pm - 1:04 pmPVR-MDW
23h 03m2 stops
$495Volaris
Find Deal
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 November and December, where the average cost of round-trip tickets is $848 and $791 respectively.

Good to know

Low seasonApril
Cheapest flight$162
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 18% 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 $162 for a one-way ticket and $376 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 $780 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 $610 and an overall rating of 7.9.

  • 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 4232 reviews
8.0Comfort
8.1Boarding
7.0Food
7.5Entertainment
8.6Crew
Airline reviews

Connecting flight is on time and boarding was a breeze!

10.0 ExcellentGabriel, Sep 2025DEN - SMF
Read more Southwest reviews

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

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

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Gate agent rushed to fill hot jetway with crowd so it took over 12 minutes to go from gate to plane. Just like a discount airline Pooly prepared cabin and third time that claim of rough air prevented any cabin service. Friends on a Southwest flight at similar time had service.

Cramped seating for me. Luckily it wasn’t a long flight

Lounge in Lagos is terrible, food on board from Lagos to Atlanta was horrible. Only bright spot the cabin crew were awesome.

The airport was reasonably clean. The boarding process reasonably efficient. The cabin crew was efficient, polite but not that friendly. The food quality was unremarkable and the choices were awful . There was either a so so chicken dish or a “ vegetarian “ option which was really cheap carbohydrates drowned in cheese. Signing onto i flight wifi was not straightforward. Overall it was a very average experience

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

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

Information on your arrival and departure airports

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