Oaxaca

$223+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OAX
May 30 — Jun 61
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Cheap 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 April 30, 2026.

This Delta deal was found by Cheapflights users on 4/29. 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.
Tue 9/2910:35 am
MDW
-
OAX
2 stops13h 08m
Delta
Tue 10/66:05 am
OAX
-
MDW
2 stops14h 40m
Delta
Deal found 4/29$575
This Delta deal was found by Cheapflights users on 4/26. 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 9/116:00 am
MDW
-
OAX
2 stops13h 43m
Delta
Tue 9/156:05 am
OAX
-
MDW
2 stops14h 41m
Delta
Deal found 4/26$605
This Delta deal was found by Cheapflights users on 4/27. 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.
Wed 5/2712:53 pm
MDW
-
OAX
2 stops10h 39m
Delta
Wed 6/310:31 am
OAX
-
MDW
2 stops9h 38m
Delta
Deal found 4/27$607
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Wed 6/106:00 am
MDW
-
OAX
2 stops32h 49m
Multiple Airlines
Wed 6/178:23 pm
OAX
-
MDW
1 stop22h 11m
Multiple Airlines
Deal found 4/26$656
This Delta deal was found by Cheapflights users on 4/28. 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.
Tue 8/186:00 am
MDW
-
OAX
2 stops13h 43m
Delta
Sun 8/236:05 am
OAX
-
MDW
2 stops14h 41m
Delta
Deal found 4/28$666
This Delta deal was found by Cheapflights users on 4/26. 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.
Mon 11/26:00 am
MDW
-
OAX
2 stops13h 08m
Delta
Tue 2/210:20 am
OAX
-
MDW
2 stops11h 25m
Delta
Deal found 4/26$686
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 8/68:49 pm
MDW
-
PXM
1 stop19h 16m
Multiple Airlines
Mon 8/103:55 pm
PXM
-
MDW
1 stop26h 39m
Multiple Airlines
Deal found 4/29$700
This Delta deal was found by Cheapflights users on 4/26. 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.
Wed 8/56:05 am
MDW
-
HUX
2 stops14h 35m
Delta
Tue 8/1810:35 am
HUX
-
MDW
2 stops10h 11m
Delta
Deal found 4/26$725
This Delta deal was found by Cheapflights users on 4/27. 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.
Sun 5/1710:59 am
MDW
-
OAX
2 stops12h 38m
Delta
Fri 5/2210:31 am
OAX
-
MDW
2 stops9h 38m
Delta
Deal found 4/27$745
This Mytrip deal was found by Cheapflights users on 4/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:23 pm
MDW
-
PXM
1 stop17h 23m
Volaris
Wed 6/171:16 pm
PXM
-
MDW
3 stops24h 35m
Volaris
Deal found 4/26$756
This Delta deal was found by Cheapflights users on 4/28. 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.
Sat 8/16:00 am
MDW
-
OAX
2 stops14h 58m
Delta
Sat 8/88:00 am
OAX
-
MDW
2 stops13h 15m
Delta
Deal found 4/28$757
This Delta deal was found by Cheapflights users on 4/29. 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 9/196:00 am
MDW
-
HUX
2 stops9h 59m
Delta
Sat 9/2610:35 am
HUX
-
MDW
2 stops10h 11m
Delta
Deal found 4/29$775

Find flight deals from Midway to Oaxaca

Keep the following information in mind while searching for Midway to Oaxaca flight deals. Data was last updated April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$575
(Delta)

One-way from

$223
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$357
Provider with most accurate pricing for Chicago (CHI)-Oaxaca Xoxocotlan flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Oaxaca Xoxocotlan flights.
From Chicago Midway to Oaxaca
One-way flight from Chicago Midway to Oaxaca
Highest demand for flights based on searches. 21% potential increase in price ($148 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($30 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 30, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Oaxaca that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 5/27

10:59 am-10:32 pm

2 stops12h 33m

Oaxaca Xoxocotlan

Wed 6/3

6:00 am-9:09 pm

2 stops14h 09m

$607
Quickest round-trip

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 5/17

10:59 am-10:37 pm

2 stops12h 38m

Oaxaca Xoxocotlan

Fri 5/22

10:31 am-9:09 pm

2 stops9h 38m

$745

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Wed 6/10

8:23 pm-12:46 pm

1 stop17h 23m

Puerto Escondido

Wed 6/17

1:16 pm-2:51 pm

3 stops24h 35m

$756

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Fri 6/5

6:23 am-7:17 pm

2 stops13h 54m

Santa Maria Huatulco

Tue 6/9

11:08 am-10:17 pm

2 stops10h 09m

$795

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 7/10

6:00 am-8:20 pm

2 stops15h 20m

Oaxaca Xoxocotlan

Sat 7/18

8:00 am-10:15 pm

2 stops13h 15m

$869

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 7/22

12:41 pm-10:39 pm

2 stops10h 58m

Oaxaca Xoxocotlan

Wed 7/29

6:02 am-10:15 pm

2 stops15h 13m

$876

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 5/13

10:59 am-10:32 pm

2 stops12h 33m

Oaxaca Xoxocotlan

Mon 6/1

6:00 am-9:09 pm

2 stops14h 09m

$882

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Wed 5/27

6:23 am-6:45 pm

2 stops13h 22m

Santa Maria Huatulco

Wed 6/3

10:58 am-9:09 pm

2 stops9h 11m

$890

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Tue 6/9

6:00 am-6:52 pm

2 stops13h 52m

Santa Maria Huatulco

Tue 6/16

10:58 am-10:17 pm

2 stops10h 19m

$905

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 5/23

6:23 am-4:53 pm

2 stops11h 30m

Oaxaca Xoxocotlan

Sat 5/30

6:05 am-9:09 pm

2 stops14h 04m

$912

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 39 resultsSorted by cheapest first
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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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Oaxaca
No data available for this route at this time. Please check back soon.

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.
  • How long is the flight from Chicago Midway Airport to State of Oaxaca?

    Delta and Volaris can get you from Chicago Midway Airport to State of Oaxaca in just under 12h 33m. Your travel time can differ by up to 4h 50m. There are 1792 mi between Chicago Midway Airport and State of Oaxaca. Both multi-stop and nonstop flights can be found to your destination and back.

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

  • 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.

See more FAQs

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