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Cheap flights from Chicago Midway Airport to Oaxaca from $257

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 10/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Oaxaca

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:05 am - 5:23 pm
MDW
-
OAX
12h 18m
2 stops
Delta Logo
6:00 am - 10:10 pm
OAX
-
MDW
15h 10m
2 stops
$576Delta
Tue, Sep 29 - Tue, Oct 6
Multiple Airlines Logo
3:02 pm - 6:17 pm
MDW
-
OAX
28h 15m
2 stops
Multiple Airlines Logo
8:23 pm - 7:04 pm
OAX
-
MDW
21h 41m
1 stop
$596Multiple Airlines
Sat, Aug 29 - Sun, Sep 6
Delta Logo
6:05 am - 5:18 pm
MDW
-
OAX
12h 13m
2 stops
Delta Logo
8:05 am - 10:36 pm
OAX
-
MDW
13h 31m
2 stops
$606Delta
Tue, Aug 18 - Sat, Sep 5
Delta Logo
1:05 pm - 7:31 am
MDW
-
OAX
18h 26m
2 stops
Delta Logo
9:37 am - 8:49 am
OAX
-
MDW
23h 12m
2 stops
$613Delta
Tue, Nov 24 - Thu, Nov 26
Delta Logo
6:05 am - 5:18 pm
MDW
-
OAX
12h 13m
2 stops
Delta Logo
12:01 pm - 9:59 am
OAX
-
MDW
20h 58m
2 stops
$636Delta
Sat, Aug 29 - Sun, Sep 6
Delta Logo
10:54 am - 10:39 pm
MDW
-
OAX
12h 45m
2 stops
Delta Logo
8:05 am - 10:36 pm
OAX
-
MDW
13h 31m
2 stops
$667Delta
Wed, Aug 19 - Sat, Aug 29
Delta Logo
6:00 am - 10:44 pm
MDW
-
OAX
16h 44m
2 stops
Delta Logo
5:51 pm - 4:25 pm
OAX
-
MDW
22h 34m
2 stops
$696Delta
Mon, Nov 23 - Mon, Nov 30
Delta Logo
6:00 am - 2:26 pm
MDW
-
OAX
9h 26m
2 stops
Delta Logo
6:00 am - 4:25 pm
OAX
-
MDW
9h 25m
2 stops
$706Delta
Tue, Oct 20 - Sat, Oct 24
Multiple Airlines Logo
8:23 pm - 6:17 pm
MDW
-
OAX
22h 54m
1 stop
Multiple Airlines Logo
8:56 am - 10:03 pm
OAX
-
MDW
12h 07m
2 stops
$714Multiple Airlines
Sun, Jul 26 - Sun, Aug 2
Delta Logo
11:05 am - 10:39 pm
MDW
-
OAX
12h 34m
2 stops
Delta Logo
6:02 am - 8:37 am
OAX
-
MDW
25h 35m
2 stops
$723Delta
Fri, Jul 3 - Wed, Jul 8

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Frontier flights from Chicago Midway Airport to Oaxaca

Our best Frontier deals on Chicago Midway Airport to Oaxaca flight tickets
Frontier
Jul 26
MDW9:27 pmChicago Midway
23h 06m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
Aug 2
OAX8:56 amOaxaca Xoxocotlan
25h 11m
2 stops
MDW11:07 amChicago Midway
$1,020
Frontier
Jul 25
MDW6:41 pmChicago Midway
25h 52m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
Aug 1
OAX8:56 amOaxaca Xoxocotlan
25h 11m
2 stops
MDW11:07 amChicago Midway
$1,054
Frontier
Jul 30
MDW9:27 pmChicago Midway
23h 06m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
Aug 2
OAX8:56 amOaxaca Xoxocotlan
25h 11m
2 stops
MDW11:07 amChicago Midway
$1,062

Volaris flights from Chicago Midway Airport to Oaxaca

Our best Volaris deals on Chicago Midway Airport to Oaxaca flight tickets
Volaris
Jul 15
MDW8:23 pmChicago Midway
25h 46m
1 stop
OAX9:09 pmOaxaca Xoxocotlan
Jul 22
OAX9:45 pmOaxaca Xoxocotlan
20h 49m
1 stop
MDW7:34 pmChicago Midway
$835
Volaris
Aug 29
MDW7:30 pmChicago Midway
23h 47m
3 stops
OAX6:17 pmOaxaca Xoxocotlan
Sep 6
OAX7:34 pmOaxaca Xoxocotlan
22h 30m
2 stops
MDW7:04 pmChicago Midway
$873
Volaris
Jul 15
MDW8:23 pmChicago Midway
22h 25m
3 stops
OAX5:48 pmOaxaca Xoxocotlan
Jul 22
OAX6:18 pmOaxaca Xoxocotlan
24h 16m
2 stops
MDW7:34 pmChicago Midway
$876

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 June 13, 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

Tue 9/29

6:05 am-5:23 pm

2 stops12h 18m

Oaxaca Xoxocotlan

Tue 10/6

6:00 am-10:10 pm

2 stops15h 10m

$576

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 8/29

3:02 pm-6:17 pm

2 stops28h 15m

Oaxaca Xoxocotlan

Sun 9/6

8:23 pm-7:04 pm

1 stop21h 41m

$596

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 8/18

6:05 am-5:18 pm

2 stops12h 13m

Oaxaca Xoxocotlan

Sat 9/5

8:05 am-10:36 pm

2 stops13h 31m

$606

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 11/24

1:05 pm-7:31 am

2 stops18h 26m

Oaxaca Xoxocotlan

Thu 11/26

9:37 am-8:49 am

2 stops23h 12m

$613

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 8/29

6:05 am-5:18 pm

2 stops12h 13m

Oaxaca Xoxocotlan

Sun 9/6

12:01 pm-9:59 am

2 stops20h 58m

$636

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 8/19

10:54 am-10:39 pm

2 stops12h 45m

Oaxaca Xoxocotlan

Sat 8/29

8:05 am-10:36 pm

2 stops13h 31m

$667

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Mon 11/23

6:00 am-10:44 pm

2 stops16h 44m

Oaxaca Xoxocotlan

Mon 11/30

5:51 pm-4:25 pm

2 stops22h 34m

$696
Quickest round-trip

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 10/20

6:00 am-2:26 pm

2 stops9h 26m

Oaxaca Xoxocotlan

Sat 10/24

6:00 am-4:25 pm

2 stops9h 25m

$706

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 7/26

8:23 pm-6:17 pm

1 stop22h 54m

Oaxaca Xoxocotlan

Sun 8/2

8:56 am-10:03 pm

2 stops12h 07m

$714

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 7/3

11:05 am-10:39 pm

2 stops12h 34m

Oaxaca Xoxocotlan

Wed 7/8

6:02 am-8:37 am

2 stops25h 35m

$723

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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?

Delta is the most popular carrier 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

9h 21m

Direct flights

None
The fastest flight from Chicago Midway Airport to Oaxaca takes 9h 21m
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

Frequently asked questions about flying from Chicago Midway Airport to Oaxaca

  • 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 21m, 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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