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Oaxaca

$216+ Cheap flights from Midway (MDW) to Oaxaca

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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OAX
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Midway to Oaxaca

Keep the following information in mind while searching for Midway to Oaxaca flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$470
(Delta)

One-way from

$255
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$606
Provider with most accurate pricing for Chicago (CHI)-Oaxaca Xoxocotlan flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Oaxaca Xoxocotlan flights.
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From Chicago Midway to Oaxaca
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One-way flight from Chicago Midway to Oaxaca
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Highest demand for flights based on searches. 10% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Mon 5/128:39 pmMDW - PXM
1 stop21h 31mMultiple Airlines
Mon 5/198:25 amPXM - MDW
2 stops11h 08mMultiple Airlines
Deal found 3/27$375
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:00 amMDW - OAX
2 stops13h 38mDelta
Tue 5/206:09 amOAX - MDW
2 stops14h 18mDelta
Deal found 3/27$470
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Mon 3/318:39 pmMDW - OAX
1 stop15h 01mMultiple Airlines
Wed 4/97:40 pmOAX - MDW
2 stops25h 47mMultiple Airlines
Deal found 3/27$572
This Priceline deal was found by Cheapflights users on 3/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/111:05 pmMDW - OAX
2 stops27h 59mFrontier
Sun 4/1311:11 amOAX - MDW
2 stops35h 39mFrontier
Deal found 3/27$635
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/288:39 pmMDW - OAX
1 stop12h 04mVolaris
Tue 11/49:17 pmOAX - MDW
2 stops20h 57mVolaris
Deal found 3/27$722
This Delta deal was found by Cheapflights users on 3/26. 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.
Sun 8/316:00 amMDW - HUX
2 stops13h 54mDelta
Wed 9/109:17 amHUX - MDW
2 stops11h 30mDelta
Deal found 3/26$756
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Sat 5/108:39 pmMDW - HUX
1 stop18h 01mMultiple Airlines
Sat 5/179:28 amHUX - MDW
2 stops10h 13mMultiple Airlines
Deal found 3/26$903
This Delta deal was found by Cheapflights users on 3/26. 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.
Fri 10/106:00 amMDW - PXM
2 stops13h 16mDelta
Fri 10/179:28 amPXM - MDW
2 stops11h 19mDelta
Deal found 3/26$1,090
This Kissandfly.com deal was found by Cheapflights users on 3/26. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1010:25 amMDW - HUX
2 stops28h 14mViva
Sat 5/179:28 amHUX - MDW
2 stops10h 46mViva
Deal found 3/26$1,099
This Aeromexico deal was found by Cheapflights users on 3/26. 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.
Sun 6/1510:39 amMDW - HUX
2 stops27h 45mAeromexico
Sat 6/219:21 amHUX - MDW
2 stops11h 17mAeromexico
Deal found 3/26$1,116
This Aeromexico deal was found by Cheapflights users on 3/27. 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.
Mon 5/1210:25 amMDW - PXM
2 stops28h 46mAeromexico
Mon 5/193:01 pmPXM - MDW
2 stops23h 19mAeromexico
Deal found 3/27$1,261
This Aeromexico deal was found by Cheapflights users on 3/27. 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.
Sun 4/136:00 amMDW - OAX
2 stops9h 37mAeromexico
Sun 4/137:47 pmOAX - MDW
2 stops25h 35mAeromexico
Deal found 3/27$1,413

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 March 28, 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

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Mon 5/12

8:39 pm-5:10 pm

1 stop21h 31m

Puerto Escondido

Mon 5/19

8:25 am-8:33 pm

2 stops11h 08m

$375

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 5/15

6:00 am-6:38 pm

2 stops13h 38m

Oaxaca Xoxocotlan

Tue 5/20

6:09 am-9:27 pm

2 stops14h 18m

$470

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 5/11

8:39 pm-10:40 am

1 stop15h 01m

Oaxaca Xoxocotlan

Sun 5/18

9:00 am-8:41 pm

2 stops10h 41m

$620

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 4/11

1:05 pm-4:04 pm

2 stops27h 59m

Oaxaca Xoxocotlan

Sun 4/13

11:11 am-11:50 pm

2 stops35h 39m

$635

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Sun 8/31

6:00 am-6:54 pm

2 stops13h 54m

Santa Maria Huatulco

Fri 9/5

9:17 am-9:47 pm

2 stops11h 30m

$756

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Sat 5/10

8:39 pm-1:40 pm

1 stop18h 01m

Santa Maria Huatulco

Sat 5/17

9:28 am-8:41 pm

2 stops10h 13m

$903

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Sat 5/10

10:25 am-1:39 pm

2 stops28h 14m

Santa Maria Huatulco

Sat 5/17

9:28 am-9:14 pm

2 stops10h 46m

$1,099

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Sun 6/15

10:39 am-1:24 pm

2 stops27h 45m

Santa Maria Huatulco

Sat 6/21

9:21 am-9:38 pm

2 stops11h 17m

$1,116

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Mon 5/12

10:25 am-2:11 pm

2 stops28h 46m

Puerto Escondido

Mon 5/19

3:01 pm-3:20 pm

2 stops23h 19m

$1,261

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 4/13

6:00 am-2:37 pm

2 stops9h 37m

Oaxaca Xoxocotlan

Sun 4/13

7:47 pm-10:22 pm

2 stops25h 35m

$1,413

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 16 results
1
2

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 State of 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 State of 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 State of 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 March 28, 2025.
Read reviews from past customers who have flown Delta, Aeromexico and Viva from Chicago to Oaxaca. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,896 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,896 reviews
Delta
8.0
Very good
7,896 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Aeromexico
7.5
Good
1,701 reviews
Delta
8.0
Very good
7,896 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Viva
6.9
Okay
783 reviews
Delta
8.0
Very good
7,896 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Volaris
6.7
Okay
1,170 reviews
Delta
8.0
Very good
7,896 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Frontier
6.0
Okay
3,271 reviews
Delta
8.0
Very good
7,896 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 are the most popular routes from Chicago Midway Airport to State of Oaxaca?

    When deciding which route to take from Chicago Midway Airport to State of Oaxaca consider Chicago Midway - Oaxaca Xoxocotlan, Chicago Midway - Santa Maria Huatulco or Chicago Midway - Puerto Escondido as they are the most popular.

  • 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 State of Oaxaca?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to State of Oaxaca (average of $510). Flying from Chicago Midway Airport to State of 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

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