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Cheap flights from Chicago Midway Airport to Oaxaca from $181

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Oaxaca departing on 11/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Oaxaca

Cheap round-trip flights

Enter your travel dates to find the best prices.
Aeromexico Logo
12:48 pm - 7:30 amMDW-OAX
19h 42m2 stops
Aeromexico Logo
6:10 am - 10:14 pmOAX-MDW
16h 04m2 stops
$549Aeromexico
Find Deal
Fri, Oct 24 - Sat, Nov 8
Multiple Airlines Logo
6:54 pm - 10:35 amMDW-OAX
15h 41m1 stop
Multiple Airlines Logo
5:00 pm - 12:37 pmOAX-MDW
19h 37m2 stops
$610Multiple Airlines
Find Deal
Fri, Nov 7 - Wed, Nov 12
Volaris Logo
9:01 pm - 4:12 pmMDW-OAX
19h 11m2 stops
Volaris Logo
9:08 am - 7:40 pmOAX-MDW
10h 32m1 stop
$695Volaris
Find Deal
Sat, Dec 13 - Sat, Dec 20
Volaris Logo
9:01 pm - 8:35 amMDW-OAX
11h 34m1 stop
Volaris Logo
9:08 am - 7:40 pmOAX-MDW
10h 32m1 stop
$715Volaris
Find Deal
Sat, Dec 13 - Sat, Dec 20
Multiple Airlines Logo
6:54 pm - 10:35 amMDW-OAX
15h 41m1 stop
Multiple Airlines Logo
10:20 pm - 1:04 pmOAX-MDW
38h 44m2 stops
$724Multiple Airlines
Find Deal
Wed, Nov 26 - Mon, Dec 1
Aeromexico Logo
10:47 am - 9:30 amMDW-OAX
22h 43m2 stops
Aeromexico Logo
8:04 pm - 11:49 pmOAX-MDW
27h 45m2 stops
$743Aeromexico
Find Deal
Thu, Nov 27 - Thu, Dec 4
Aeromexico Logo
12:50 pm - 7:30 amMDW-OAX
18h 40m2 stops
Aeromexico Logo
8:09 pm - 4:43 pmOAX-MDW
20h 34m2 stops
$766Aeromexico
Find Deal
Wed, Dec 3 - Tue, Dec 9
Aeromexico Logo
10:47 am - 7:32 amMDW-OAX
20h 45m2 stops
Aeromexico Logo
8:19 pm - 3:44 pmOAX-MDW
19h 25m2 stops
$786Aeromexico
Find Deal
Thu, Nov 27 - Fri, Dec 5
Delta Logo
10:35 am - 10:40 pmMDW-OAX
13h 05m2 stops
Delta Logo
8:04 am - 9:46 pmOAX-MDW
12h 42m2 stops
$831Delta
Find Deal
Mon, Mar 23 - Fri, Mar 27
Delta Logo
6:00 am - 6:47 pmMDW-OAX
12h 47m2 stops
Delta Logo
6:10 am - 3:43 pmOAX-MDW
9h 33m2 stops
$853Delta
Find Deal
Sat, Nov 8 - Sat, Nov 15

Aeromexico flights from Chicago Midway Airport to Oaxaca

Our best Aeromexico deals on Chicago Midway Airport to Oaxaca flight tickets
Aeromexico
Oct 24
MDW12:48 pmChicago Midway
19h 42m
2 stops
OAX7:30 amOaxaca Xoxocotlan
Nov 8
OAX6:10 amOaxaca Xoxocotlan
16h 04m
2 stops
MDW10:14 pmChicago Midway
$549
Find similar
Aeromexico
Nov 27
MDW10:47 amChicago Midway
22h 43m
2 stops
OAX9:30 amOaxaca Xoxocotlan
Dec 4
OAX8:04 pmOaxaca Xoxocotlan
27h 45m
2 stops
MDW11:49 pmChicago Midway
$743
Find similar
Aeromexico
Dec 3
MDW12:50 pmChicago Midway
18h 40m
2 stops
OAX7:30 amOaxaca Xoxocotlan
Dec 9
OAX8:09 pmOaxaca Xoxocotlan
20h 34m
2 stops
MDW4:43 pmChicago Midway
$766
Find similar

Volaris flights from Chicago Midway Airport to Oaxaca

Our best Volaris deals on Chicago Midway Airport to Oaxaca flight tickets
Volaris
Dec 13
MDW9:01 pmChicago Midway
19h 11m
2 stops
OAX4:12 pmOaxaca Xoxocotlan
Dec 20
OAX9:08 amOaxaca Xoxocotlan
10h 32m
1 stop
MDW7:40 pmChicago Midway
$695
Find similar
Volaris
Dec 13
MDW9:01 pmChicago Midway
11h 34m
1 stop
OAX8:35 amOaxaca Xoxocotlan
Dec 20
OAX9:08 amOaxaca Xoxocotlan
10h 32m
1 stop
MDW7:40 pmChicago Midway
$715
Find similar
Volaris
Nov 26
MDW6:54 pmChicago Midway
20h 50m
2 stops
OAX3:44 pmOaxaca Xoxocotlan
Dec 1
OAX4:52 pmOaxaca Xoxocotlan
22h 17m
3 stops
MDW3:09 pmChicago Midway
$835
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated October 14, 2025.
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

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 10/24

12:48 pm-7:30 am

2 stops19h 42m

Oaxaca Xoxocotlan

Sat 11/8

6:10 am-10:14 pm

2 stops16h 04m

$549

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 11/7

6:54 pm-10:35 am

1 stop15h 41m

Oaxaca Xoxocotlan

Wed 11/12

5:00 pm-12:37 pm

2 stops19h 37m

$610

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 12/13

9:01 pm-4:12 pm

2 stops19h 11m

Oaxaca Xoxocotlan

Sat 12/20

9:08 am-7:40 pm

1 stop10h 32m

$695

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 12/13

9:01 pm-8:35 am

1 stop11h 34m

Oaxaca Xoxocotlan

Sat 12/20

9:08 am-7:40 pm

1 stop10h 32m

$715

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 11/26

6:54 pm-10:35 am

1 stop15h 41m

Oaxaca Xoxocotlan

Mon 12/1

10:20 pm-1:04 pm

2 stops38h 44m

$724

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 11/27

10:47 am-9:30 am

2 stops22h 43m

Oaxaca Xoxocotlan

Thu 12/4

8:04 pm-11:49 pm

2 stops27h 45m

$743

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 12/3

12:50 pm-7:30 am

2 stops18h 40m

Oaxaca Xoxocotlan

Tue 12/9

8:09 pm-4:43 pm

2 stops20h 34m

$766

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 11/27

10:47 am-7:32 am

2 stops20h 45m

Oaxaca Xoxocotlan

Fri 12/5

8:19 pm-3:44 pm

2 stops19h 25m

$786

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Mon 3/23

10:35 am-10:40 pm

2 stops13h 05m

Oaxaca Xoxocotlan

Fri 3/27

8:04 am-9:46 pm

2 stops12h 42m

$831

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 11/8

6:00 am-6:47 pm

2 stops12h 47m

Oaxaca Xoxocotlan

Sat 11/15

6:10 am-3:43 pm

2 stops9h 33m

$853

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Oaxaca from

How to get the cheapest flight ticket from Chicago Midway Airport to Oaxaca

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Oaxaca?

The cheapest day to depart from Chicago Midway Airport to Oaxaca is on a Monday when prices can be found for as low as $515. The most expensive day to fly to Oaxaca is Saturday, with ticket prices averaging around $594.

What is the cheapest time of day to depart on your flight to Oaxaca?

Our data shows that the cheapest Chicago Midway Airport to Oaxaca flights are usually those with departure times in the afternoon. Our users have found flights to Oaxaca in the afternoon for as low as $500. Try not to purchase tickets in the morning because they tend to be around $656. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Chicago Midway Airport to Oaxaca

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Oaxaca according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Oaxaca (MDW to OAX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Oaxaca

Direct flights

None
There are no direct flights from Chicago Midway Airport to Oaxaca. There are no popular flight routes from Chicago Midway Airport to Oaxaca.
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  • How far is Chicago Midway to Oaxaca Xoxocotlan by plane?

    Oaxaca Xoxocotlan is 1787.7 mi away from Chicago Midway. Flights usually cover this in 9h 48m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Oaxaca Xoxocotlan Airport?

    Prices for flights from Chicago Midway Airport to Oaxaca Xoxocotlan Airport refresh daily.

  • How old do you have to be to fly from Chicago Midway Airport to Oaxaca Xoxocotlan Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Oaxaca Xoxocotlan Airport.

  • What documentation or ID do you need to fly to Oaxaca Xoxocotlan Airport?

    The travel and health documents required for your trip to Oaxaca Xoxocotlan Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Oaxaca Xoxocotlan Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Oaxaca?

Finding the right flight to Oaxaca from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Oaxaca quick and easy, saving you time and money.

Can I find flights from Chicago to Oaxaca with flexible booking policies on momondo?

momondo does allow users to show only those flights to Oaxaca from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Oaxaca?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Oaxaca from Chicago.

I’m not ready to book a flight from Chicago to Oaxaca right now. Can momondo alert me if prices change?

Price alerts on flights to Oaxaca from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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