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Oaxaca

$168+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OAX
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$389
(Kiwi.com)

One-way from

$185
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$544
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. 9% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Tue 4/17:50 amMDW - PXM
2 stops10h 20mMultiple Airlines
Sat 4/512:15 pmPXM - MDW
1 stop29h 51mMultiple Airlines
Deal found 2/19$389
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
Thu 3/278:39 pmMDW - OAX
1 stop11h 55mMultiple Airlines
Mon 3/319:35 amOAX - MDW
2 stops27h 13mMultiple Airlines
Deal found 2/20$395
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
Sun 2/237:55 pmMDW - OAX
1 stop10h 50mVolaris
Wed 3/57:17 pmOAX - MDW
1 stop13h 28mVolaris
Deal found 2/20$396
This Delta deal was found by Cheapflights users on 2/20. 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 4/26:00 amMDW - OAX
2 stops14h 03mDelta
Wed 4/98:56 amOAX - MDW
2 stops12h 25mDelta
Deal found 2/20$500
This Mytrip deal was found by Cheapflights users on 2/19. 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 4/88:39 pmMDW - PXM
2 stops16h 52mVolaris
Sat 4/121:24 pmPXM - MDW
2 stops28h 42mVolaris
Deal found 2/19$533
This Priceline deal was found by Cheapflights users on 2/19. 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.
Tue 3/187:50 amMDW - OAX
2 stops33h 17mFrontier
Fri 4/1811:16 amOAX - MDW
2 stops33h 36mFrontier
Deal found 2/19$575
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 3/248:39 pmMDW - HUX
1 stop15h 31mMultiple Airlines
Sun 3/308:30 pmHUX - MDW
2 stops16h 06mMultiple Airlines
Deal found 2/18$600
This Delta deal was found by Cheapflights users on 2/19. 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.
Sat 8/236:00 amMDW - PXM
2 stops13h 16mDelta
Tue 8/269:28 amPXM - MDW
2 stops11h 19mDelta
Deal found 2/19$710
This Aeromexico deal was found by Cheapflights users on 2/20. 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.
Thu 3/279:54 amMDW - OAX
2 stops13h 50mAeromexico
Mon 3/319:52 pmOAX - MDW
2 stops17h 22mAeromexico
Deal found 2/20$790
This Aeromexico deal was found by Cheapflights users on 2/20. 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 7/46:00 amMDW - PXM
2 stops13h 16mAeromexico
Mon 7/79:28 amPXM - MDW
2 stops31h 35mAeromexico
Deal found 2/20$1,000
This Delta deal was found by Cheapflights users on 2/20. 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 7/256:00 amMDW - HUX
2 stops13h 54mDelta
Fri 8/89:17 amHUX - MDW
2 stops11h 30mDelta
Deal found 2/20$1,010
This Aeromexico deal was found by Cheapflights users on 2/19. 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.
Thu 4/36:00 amMDW - HUX
2 stops32h 38mAeromexico
Thu 4/1010:52 amHUX - MDW
2 stops10h 29mAeromexico
Deal found 2/19$1,439

Find flights from Midway to Oaxaca within your budget

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 February 20, 2025.

Fly from

Midway

Fly to

Oaxaca

Route

Depart

Return

Price

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Tue 4/1

7:50 am-5:10 pm

2 stops10h 20m

Puerto Escondido

Sat 4/5

12:15 pm-7:06 pm

1 stop29h 51m

$389

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 3/27

8:39 pm-7:34 am

1 stop11h 55m

Oaxaca Xoxocotlan

Mon 3/31

9:35 am-1:48 pm

2 stops27h 13m

$395

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 2/23

7:55 pm-6:45 am

1 stop10h 50m

Oaxaca Xoxocotlan

Wed 3/5

7:17 pm-8:45 am

1 stop13h 28m

$396

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 4/2

6:00 am-7:03 pm

2 stops14h 03m

Oaxaca Xoxocotlan

Thu 4/17

8:01 am-10:26 pm

2 stops13h 25m

$500

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Tue 4/8

8:39 pm-12:31 pm

2 stops16h 52m

Puerto Escondido

Sat 4/12

1:24 pm-7:06 pm

2 stops28h 42m

$533

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 3/18

7:50 am-4:07 pm

2 stops33h 17m

Oaxaca Xoxocotlan

Fri 4/18

11:16 am-9:52 pm

2 stops33h 36m

$575

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Mon 3/24

8:39 pm-11:10 am

1 stop15h 31m

Santa Maria Huatulco

Sun 3/30

8:30 pm-1:36 pm

2 stops16h 06m

$600

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 3/27

9:54 am-10:44 pm

2 stops13h 50m

Oaxaca Xoxocotlan

Mon 3/31

9:52 pm-4:14 pm

2 stops17h 22m

$790

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Fri 7/4

6:00 am-6:16 pm

2 stops13h 16m

Puerto Escondido

Mon 7/7

9:28 am-6:03 pm

2 stops31h 35m

$1,000

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Sat 5/10

1:05 pm-1:25 pm

2 stops25h 20m

Santa Maria Huatulco

Fri 5/16

9:17 am-9:46 pm

2 stops35h 29m

$1,358

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 14 results
1
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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.

Travel insights for flights from Midway to Oaxaca

Get recent, data-driven insights about flights from Midway to Oaxaca including ideal travel times, pricing trends, and more.

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 February 20, 2025.
Read reviews from past customers who have flown Delta, Aeromexico and WestJet 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
8,220 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

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
8,220 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

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
1,771 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

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.

WestJet
7.2
Good
2,801 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

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
1,209 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

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
3,355 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

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 cheapest airlines to fly from Chicago Midway Airport to State of Oaxaca one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $284. Volaris flights start at $289 while deals on Aeromexico start at $695 one-way.

  • 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 - Puerto Escondido or Chicago Midway - Santa Maria Huatulco 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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