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Cheap flights from Chicago Midway Airport to Oaxaca from $174

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 3/17. 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
6:00 am - 10:10 pm
MDW
-
OAX
17h 10m
2 stops
Aeromexico Logo
8:10 pm - 4:26 pm
OAX
-
MDW
19h 16m
2 stops
$561Aeromexico
Mon, Apr 20 - Mon, Apr 27
Delta Logo
12:51 pm - 10:40 pm
MDW
-
OAX
10h 49m
2 stops
Delta Logo
6:00 am - 9:09 pm
OAX
-
MDW
14h 09m
2 stops
$569Delta
Wed, May 13 - Tue, May 19
Aeromexico Logo
6:23 am - 8:20 am
MDW
-
OAX
26h 57m
2 stops
Aeromexico Logo
10:30 am - 9:09 pm
OAX
-
MDW
9h 39m
2 stops
$573Aeromexico
Tue, Jun 2 - Thu, Jun 4
Aeromexico Logo
6:00 am - 10:10 pm
MDW
-
OAX
17h 10m
2 stops
Aeromexico Logo
8:10 pm - 4:26 pm
OAX
-
MDW
19h 16m
2 stops
$581Aeromexico
Sun, Apr 19 - Mon, Apr 27
Delta Logo
10:35 am - 10:44 pm
MDW
-
OAX
13h 09m
2 stops
Delta Logo
6:05 am - 9:46 pm
OAX
-
MDW
14h 41m
2 stops
$589Delta
Fri, Aug 14 - Wed, Aug 19
Frontier Logo
4:15 pm - 7:33 pm
MDW
-
OAX
28h 18m
2 stops
Frontier Logo
9:00 am - 7:31 pm
OAX
-
MDW
33h 31m
2 stops
$594Frontier
Thu, Apr 16 - Tue, Apr 21
Frontier Logo
4:15 pm - 7:33 pm
MDW
-
OAX
28h 18m
2 stops
Frontier Logo
9:00 am - 7:31 pm
OAX
-
MDW
33h 31m
2 stops
$596Frontier
Thu, Apr 16 - Tue, Apr 21
Frontier Logo
9:16 pm - 1:48 pm
MDW
-
OAX
41h 32m
2 stops
Frontier Logo
8:53 am - 8:06 pm
OAX
-
MDW
34h 13m
2 stops
$611Frontier
Thu, Aug 13 - Tue, Aug 18
Frontier Logo
9:11 pm - 7:40 pm
MDW
-
OAX
23h 29m
2 stops
Frontier Logo
9:37 am - 7:00 am
OAX
-
MDW
20h 23m
2 stops
$614Frontier
Thu, Aug 20 - Mon, Aug 24
Frontier Logo
6:20 am - 7:33 pm
MDW
-
OAX
38h 13m
2 stops
Frontier Logo
9:00 am - 7:31 pm
OAX
-
MDW
33h 31m
2 stops
$619Frontier
Sun, Apr 19 - Thu, Apr 23

Delta flights from Chicago Midway Airport to Oaxaca

Our best Delta deals on Chicago Midway Airport to Oaxaca flight tickets
Delta
May 13
MDW12:51 pmChicago Midway
10h 49m
2 stops
OAX10:40 pmOaxaca Xoxocotlan
May 19
OAX6:00 amOaxaca Xoxocotlan
14h 09m
2 stops
MDW9:09 pmChicago Midway
$569
Delta
Aug 14
MDW10:35 amChicago Midway
13h 09m
2 stops
OAX10:44 pmOaxaca Xoxocotlan
Aug 19
OAX6:05 amOaxaca Xoxocotlan
14h 41m
2 stops
MDW9:46 pmChicago Midway
$589
Delta
Mar 11
MDW6:00 amChicago Midway
13h 58m
2 stops
OAX6:58 pmOaxaca Xoxocotlan
Mar 19
OAX9:23 amOaxaca Xoxocotlan
12h 08m
2 stops
MDW10:31 pmChicago Midway
$623

Frontier flights from Chicago Midway Airport to Oaxaca

Our best Frontier deals on Chicago Midway Airport to Oaxaca flight tickets
Frontier
Apr 16
MDW4:15 pmChicago Midway
28h 18m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
Apr 21
OAX9:00 amOaxaca Xoxocotlan
33h 31m
2 stops
MDW7:31 pmChicago Midway
$594
Frontier
Apr 16
MDW4:15 pmChicago Midway
28h 18m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
Apr 21
OAX9:00 amOaxaca Xoxocotlan
33h 31m
2 stops
MDW7:31 pmChicago Midway
$596
Frontier
Aug 13
MDW9:16 pmChicago Midway
41h 32m
2 stops
OAX1:48 pmOaxaca Xoxocotlan
Aug 18
OAX8:53 amOaxaca Xoxocotlan
34h 13m
2 stops
MDW8:06 pmChicago Midway
$611

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 March 9, 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

Mon 4/20

6:00 am-10:10 pm

2 stops17h 10m

Oaxaca Xoxocotlan

Mon 4/27

8:10 pm-4:26 pm

2 stops19h 16m

$561
Quickest round-trip

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 5/13

12:51 pm-10:40 pm

2 stops10h 49m

Oaxaca Xoxocotlan

Tue 5/19

6:00 am-9:09 pm

2 stops14h 09m

$569

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 6/2

6:23 am-8:20 am

2 stops26h 57m

Oaxaca Xoxocotlan

Thu 6/4

10:30 am-9:09 pm

2 stops9h 39m

$573

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 4/19

6:00 am-10:10 pm

2 stops17h 10m

Oaxaca Xoxocotlan

Mon 4/27

8:10 pm-4:26 pm

2 stops19h 16m

$581

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 8/14

10:35 am-10:44 pm

2 stops13h 09m

Oaxaca Xoxocotlan

Wed 8/19

6:05 am-9:46 pm

2 stops14h 41m

$589

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 4/16

4:15 pm-7:33 pm

2 stops28h 18m

Oaxaca Xoxocotlan

Tue 4/21

9:00 am-7:31 pm

2 stops33h 31m

$594

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 4/16

4:15 pm-7:33 pm

2 stops28h 18m

Oaxaca Xoxocotlan

Tue 4/21

9:00 am-7:31 pm

2 stops33h 31m

$596

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 8/13

9:16 pm-1:48 pm

2 stops41h 32m

Oaxaca Xoxocotlan

Tue 8/18

8:53 am-8:06 pm

2 stops34h 13m

$611

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 8/20

9:11 pm-7:40 pm

2 stops23h 29m

Oaxaca Xoxocotlan

Mon 8/24

9:37 am-7:00 am

2 stops20h 23m

$614

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 4/19

6:20 am-7:33 pm

2 stops38h 13m

Oaxaca Xoxocotlan

Thu 4/23

9:00 am-7:31 pm

2 stops33h 31m

$619

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 airline that flies from Chicago Midway to Oaxaca Xoxocotlan?

Volaris and Delta are the most popular carriers operating from Chicago Midway to Oaxaca Xoxocotlan

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

Fastest flight time

10h 38m

Direct flights

None
The fastest flight from Chicago Midway Airport to Oaxaca takes 10h 38m
There are no direct flights from Chicago Midway Airport to Oaxaca. There are no popular flight routes from Chicago Midway Airport to Oaxaca.
Search flight deals

  • 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 10h 38m, 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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