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Cheap flights from Chicago Midway Airport to Oaxaca from $237

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 5/6. 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
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
1:05 pm - 10:43 pm
MDW
-
OAX
10h 38m
2 stops
Delta Logo
8:55 am - 9:45 pm
OAX
-
MDW
11h 50m
2 stops
$575Delta
Tue, Sep 29 - Tue, Oct 6
Delta Logo
6:00 am - 6:43 pm
MDW
-
OAX
13h 43m
2 stops
Delta Logo
8:40 am - 9:46 pm
OAX
-
MDW
12h 06m
2 stops
$605Delta
Wed, Sep 30 - Sat, Oct 3
Delta Logo
12:52 pm - 9:44 am
MDW
-
OAX
21h 52m
2 stops
Delta Logo
10:31 am - 9:09 pm
OAX
-
MDW
9h 38m
2 stops
$661Delta
Mon, May 4 - Thu, May 14
Delta Logo
6:00 am - 6:43 pm
MDW
-
OAX
13h 43m
2 stops
Delta Logo
6:05 am - 9:46 pm
OAX
-
MDW
14h 41m
2 stops
$666Delta
Tue, Aug 18 - Sun, Aug 23
Delta Logo
12:52 pm - 9:48 am
MDW
-
OAX
21h 56m
2 stops
Delta Logo
10:31 am - 9:09 pm
OAX
-
MDW
9h 38m
2 stops
$691Delta
Fri, May 1 - Thu, May 14
Delta Logo
6:05 am - 7:58 pm
MDW
-
OAX
14h 53m
2 stops
Delta Logo
6:02 am - 10:15 pm
OAX
-
MDW
15h 13m
2 stops
$696Delta
Sat, Aug 1 - Sat, Aug 8
Delta Logo
12:52 pm - 9:44 am
MDW
-
OAX
21h 52m
2 stops
Delta Logo
5:46 pm - 4:32 pm
OAX
-
MDW
21h 46m
2 stops
$709Delta
Mon, May 4 - Fri, May 15
Volaris Logo
8:23 pm - 2:03 pm
MDW
-
OAX
18h 40m
2 stops
Volaris Logo
2:36 pm - 7:04 pm
OAX
-
MDW
27h 28m
3 stops
$716Volaris
Sun, May 17 - Sun, May 24
Volaris Logo
8:23 pm - 2:03 pm
MDW
-
OAX
18h 40m
2 stops
Volaris Logo
7:34 pm - 7:04 pm
OAX
-
MDW
22h 30m
2 stops
$719Volaris
Sun, May 17 - Sun, May 24
Delta Logo
12:52 pm - 8:00 am
MDW
-
OAX
20h 08m
2 stops
Delta Logo
6:00 am - 9:09 pm
OAX
-
MDW
14h 09m
2 stops
$721Delta
Fri, May 1 - Fri, May 15

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Volaris flights from Chicago Midway Airport to Oaxaca

Our best Volaris deals on Chicago Midway Airport to Oaxaca flight tickets
Volaris
May 17
MDW8:23 pmChicago Midway
18h 40m
2 stops
OAX2:03 pmOaxaca Xoxocotlan
May 24
OAX2:36 pmOaxaca Xoxocotlan
27h 28m
3 stops
MDW7:04 pmChicago Midway
$716
Volaris
May 17
MDW8:23 pmChicago Midway
18h 40m
2 stops
OAX2:03 pmOaxaca Xoxocotlan
May 24
OAX7:34 pmOaxaca Xoxocotlan
22h 30m
2 stops
MDW7:04 pmChicago Midway
$719
Volaris
Jun 3
MDW8:23 pmChicago Midway
19h 25m
2 stops
OAX2:48 pmOaxaca Xoxocotlan
Jun 10
OAX6:20 amOaxaca Xoxocotlan
36h 14m
3 stops
MDW7:34 pmChicago Midway
$730

Frontier flights from Chicago Midway Airport to Oaxaca

Our best Frontier deals on Chicago Midway Airport to Oaxaca flight tickets
Frontier
Jun 6
MDW3:07 pmChicago Midway
29h 26m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
Jun 14
OAX8:56 amOaxaca Xoxocotlan
25h 13m
2 stops
MDW11:09 amChicago Midway
$728
Frontier
May 10
MDW3:07 pmChicago Midway
29h 26m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
May 18
OAX9:00 amOaxaca Xoxocotlan
25h 09m
2 stops
MDW11:09 amChicago Midway
$759
Frontier
May 23
MDW3:07 pmChicago Midway
29h 26m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
May 31
OAX9:00 amOaxaca Xoxocotlan
25h 09m
2 stops
MDW11:09 amChicago Midway
$772

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 April 20, 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
Quickest round-trip

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 9/29

1:05 pm-10:43 pm

2 stops10h 38m

Oaxaca Xoxocotlan

Tue 10/6

8:55 am-9:45 pm

2 stops11h 50m

$575

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 9/30

6:00 am-6:43 pm

2 stops13h 43m

Oaxaca Xoxocotlan

Sat 10/3

8:40 am-9:46 pm

2 stops12h 06m

$605

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Mon 5/4

12:52 pm-9:44 am

2 stops21h 52m

Oaxaca Xoxocotlan

Thu 5/14

10:31 am-9:09 pm

2 stops9h 38m

$661

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 8/18

6:00 am-6:43 pm

2 stops13h 43m

Oaxaca Xoxocotlan

Sun 8/23

6:05 am-9:46 pm

2 stops14h 41m

$666

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 5/1

12:52 pm-9:48 am

2 stops21h 56m

Oaxaca Xoxocotlan

Thu 5/14

10:31 am-9:09 pm

2 stops9h 38m

$691

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 8/1

6:05 am-7:58 pm

2 stops14h 53m

Oaxaca Xoxocotlan

Sat 8/8

6:02 am-10:15 pm

2 stops15h 13m

$696

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Mon 5/4

12:52 pm-9:44 am

2 stops21h 52m

Oaxaca Xoxocotlan

Fri 5/15

5:46 pm-4:32 pm

2 stops21h 46m

$709

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 5/17

8:23 pm-2:03 pm

2 stops18h 40m

Oaxaca Xoxocotlan

Sun 5/24

2:36 pm-7:04 pm

3 stops27h 28m

$716

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 5/17

8:23 pm-2:03 pm

2 stops18h 40m

Oaxaca Xoxocotlan

Sun 5/24

7:34 pm-7:04 pm

2 stops22h 30m

$719

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 5/1

12:52 pm-8:00 am

2 stops20h 08m

Oaxaca Xoxocotlan

Fri 5/15

6:00 am-9:09 pm

2 stops14h 09m

$721

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?

Volaris 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

10h 58m

Direct flights

None
The fastest flight from Chicago Midway Airport to Oaxaca takes 10h 58m
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 10h 58m, 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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