HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oaxaca

$280+ Cheap flights from Midway (MDW) to Oaxaca, Mexico (OAX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OAX
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Oaxaca with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Oaxaca

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Oaxaca (OAX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 12, 2025.

Round-trip from

$503
(Delta)

One-way from

$349
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$530
From Chicago Midway to Oaxaca Xoxocotlan
Search Deals
One-way flight from Chicago Midway to Oaxaca Xoxocotlan
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

Find flight deals from Midway to Oaxaca

Cheapest flights from Midway to Oaxaca
Explore the most affordable flight options available from Midway to Oaxaca. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:00 amMDW - OAX
2 stops12h 44mDelta
Thu 9/258:45 amOAX - MDW
2 stops11h 59mDelta
Deal found 6/12$503
This Aeromexico deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/126:00 amMDW - OAX
2 stops16h 19mAeromexico
Fri 9/195:51 amOAX - MDW
2 stops14h 53mAeromexico
Deal found 6/11$543
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/114:00 pmMDW - OAX
2 stops17h 08mMultiple Airlines
Mon 7/147:40 pmOAX - MDW
1 stop22h 36mMultiple Airlines
Deal found 6/10$635
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/118:39 pmMDW - OAX
1 stop14h 59mVolaris
Mon 7/147:40 pmOAX - MDW
1 stop22h 36mVolaris
Deal found 6/10$662
This FlightHub deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/247:40 amMDW - OAX
2 stops35h 52mFrontier
Sun 7/278:41 amOAX - MDW
2 stops26h 08mFrontier
Deal found 6/10$924

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Oaxaca that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Oaxaca that are best for you.

Fly from

Midway

Fly to

Oaxaca

Route

Depart

Return

Price

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 9/17

6:00 am-5:44 pm

2 stops12h 44m

Oaxaca Xoxocotlan

Thu 9/25

8:45 am-9:44 pm

2 stops11h 59m

$503

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 9/12

6:00 am-9:19 pm

2 stops16h 19m

Oaxaca Xoxocotlan

Fri 9/19

5:51 am-9:44 pm

2 stops14h 53m

$543

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 7/11

4:00 pm-8:08 am

2 stops17h 08m

Oaxaca Xoxocotlan

Mon 7/14

7:40 pm-7:16 pm

1 stop22h 36m

$635

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 7/11

8:39 pm-10:38 am

1 stop14h 59m

Oaxaca Xoxocotlan

Mon 7/14

7:40 pm-7:16 pm

1 stop22h 36m

$662

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 7/24

7:40 am-6:32 pm

2 stops35h 52m

Oaxaca Xoxocotlan

Sun 7/27

8:41 am-11:49 am

2 stops26h 08m

$924

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 12/7

6:49 pm-8:35 am

1 stop13h 46m

$280

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 7/27

6:00 am-4:11 pm

2 stops11h 11m

$286

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 9/12

6:00 am-9:19 pm

2 stops16h 19m

$491

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Best time to book a flight from Midway to Oaxaca

Have a flexible travel schedule? Discover the best time to fly to Oaxaca from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Oaxaca

Rainfall in Oaxaca by month

Plan your trip to Oaxaca by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oaxaca ranges from 0.0 - 6.7 inches per month. June is typically the wettest month, when rainfall can reach 6.7 in. January is typically the driest time to visit Oaxaca when rainfall is around 0.0 in.

Temperature in Oaxaca by month

Plan your trip to Oaxaca by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oaxaca, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Oaxaca

Get insights into the airlines that provide service to Oaxaca. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oaxaca. Reviews last updated June 12, 2025.
To help decide which airline to fly from Chicago to Oaxaca, see what other customers have to say about Delta, Aeromexico and Volaris. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Aeromexico
7.5
Good
1,706 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Volaris
6.7
Okay
1,170 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.9
Fair
3,295 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Midway to Oaxaca. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Oaxaca from Chicago Midway?

    Located just 4.4 mi from the city center, Oaxaca Xoxocotlan is the airport most travelers will use when flying to Oaxaca from Chicago Midway. Booking flights from Chicago Midway to Xoxocotlan (OAX) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 0 different airlines.

  • What are the cheapest airlines flying from Chicago Midway Airport to Oaxaca round-trip?

    Flying on Delta is currently your cheapest option to Oaxaca, with prices starting at $503. Additional round-trip tickets that might be worth considering are offered by Aeromexico and Volaris, with the lowest prices starting at $618 and $662, respectively.

  • Can I find deals for flights from Midway to Oaxaca that include hotel bookings?

    Yes. In addition to deals on Midway to Oaxaca flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Oaxaca?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Oaxaca.

  • Can I find deals for business class flights from Midway to Oaxaca?

    Yes. Cheapflights offers flight deals from Midway to Oaxaca by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Oaxaca?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Oaxaca (average of $510). Flying from Chicago Midway Airport to Oaxaca in December is currently the most expensive (average of $803). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Oaxaca

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Oaxaca flights
O'Hare Intl to Puerto Escondido flights
O'Hare Intl to Santa Maria Huatulco flights
Midway to Santa Maria Huatulco flights
Midway to Puerto Escondido flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.