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Oaxaca

$196+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OAX
ago. 3 — ago. 101
dom. 8/3
dom. 8/10
1 adult, Economy
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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 julio 29, 2025.

Round-trip from

$504
(Delta)

One-way from

$196
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$608
From Chicago Midway to Oaxaca Xoxocotlan
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One-way flight from Chicago Midway to Oaxaca Xoxocotlan
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Highest demand for flights based on searches. 11% potential increase in price ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 julio 29, 2025.

This Delta deal was found by Cheapflights users on 7/28. 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.
jue. 9/410:31 amMDW - OAX
2 stops13h 14mDelta
jue. 9/118:05 amOAX - MDW
2 stops12h 31mDelta
Deal found 7/28$504
This Aeromexico deal was found by Cheapflights users on 7/27. 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.
vie. 9/196:00 amMDW - OAX
2 stops10h 25mAeromexico
lun. 9/227:58 pmOAX - MDW
2 stops24h 38mAeromexico
Deal found 7/27$673
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
lun. 7/288:39 pmMDW - OAX
1 stop14h 59mVolaris
mié. 8/67:40 pmOAX - MDW
2 stops24h 14mVolaris
Deal found 7/27$783
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
lun. 7/288:39 pmMDW - OAX
1 stop14h 59mMultiple Airlines
lun. 8/47:40 pmOAX - MDW
2 stops20h 23mMultiple Airlines
Deal found 7/27$948

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 julio 29, 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

jue. 9/4

10:31 am-10:45 pm

2 stops13h 14m

Oaxaca Xoxocotlan

jue. 9/11

8:05 am-9:36 pm

2 stops12h 31m

$504

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

vie. 9/19

6:00 am-3:25 pm

2 stops10h 25m

Oaxaca Xoxocotlan

lun. 9/22

7:58 pm-9:36 pm

2 stops24h 38m

$673

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

vie. 9/12

8:39 pm-4:02 pm

2 stops20h 23m

Oaxaca Xoxocotlan

sáb. 9/20

4:36 pm-4:50 pm

3 stops23h 14m

$954

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

dom. 11/16

6:49 pm-8:35 am

1 stop13h 46m

$196

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

mar. 11/18

10:35 am-7:20 am

2 stops20h 45m

$287

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

sáb. 8/9

6:20 am-7:18 am

3 stops25h 58m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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.

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 julio 29, 2025.
Read reviews from past customers who have flown Delta, Aeromexico, and Volaris from Chicago Midway Airport to Oaxaca. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

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
7,977 reviews
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

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
1,720 reviews
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

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
6.6
Okay
1,163 reviews
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

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 $504. Additional round-trip tickets that might be worth considering are offered by Aeromexico and Volaris, with the lowest prices starting at $673 and $954, 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.

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