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Cheap flights from Chicago Midway Airport to Oaxaca from $264

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 3/25. 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.
Delta Logo
6:00 am - 7:05 pmMDW-OAX
13h 05m2 stops
Delta Logo
8:01 am - 10:42 pmOAX-MDW
14h 41m2 stops
$436Delta
Find Deal
Tue, Feb 17 - Wed, Feb 25
Aeromexico Logo
11:21 am - 7:36 amMDW-OAX
20h 15m2 stops
Aeromexico Logo
8:19 pm - 5:29 pmOAX-MDW
21h 10m2 stops
$437Aeromexico
Find Deal
Tue, Jan 13 - Tue, Jan 20
Delta Logo
10:49 am - 10:44 pmMDW-OAX
12h 55m2 stops
Delta Logo
10:37 am - 10:29 pmOAX-MDW
10h 52m2 stops
$505Delta
Find Deal
Wed, Mar 11 - Wed, Mar 18
Delta Logo
6:40 pm - 5:02 pmMDW-OAX
22h 22m2 stops
Delta Logo
6:00 am - 5:45 pmOAX-MDW
11h 45m2 stops
$512Delta
Find Deal
Mon, Feb 23 - Thu, Feb 26
Delta Logo
6:00 am - 7:03 pmMDW-OAX
13h 03m2 stops
Delta Logo
6:04 am - 5:29 pmOAX-MDW
11h 25m2 stops
$530Delta
Find Deal
Thu, Jan 29 - Tue, Feb 3
Frontier Logo
6:00 am - 4:12 pmMDW-OAX
34h 12m2 stops
Frontier Logo
8:37 am - 9:58 pmOAX-MDW
36h 21m2 stops
$609Frontier
Find Deal
Fri, Mar 6 - Sun, Mar 15
Delta Logo
6:00 am - 5:05 pmMDW-OAX
11h 05m2 stops
Delta Logo
8:06 am - 10:29 pmOAX-MDW
13h 23m2 stops
$625Delta
Find Deal
Wed, Mar 4 - Wed, Mar 11
Multiple Airlines Logo
6:49 pm - 10:35 amMDW-OAX
16h 46m1 stop
Multiple Airlines Logo
11:20 am - 3:20 pmOAX-MDW
27h 00m3 stops
$629Multiple Airlines
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Sun, Mar 8 - Sat, Mar 28
Delta Logo
6:45 am - 10:34 pmMDW-OAX
15h 49m2 stops
Delta Logo
9:37 am - 10:22 pmOAX-MDW
12h 45m2 stops
$640Delta
Find Deal
Thu, Jan 15 - Thu, Jan 22
Delta Logo
6:30 am - 7:08 pmMDW-OAX
13h 38m2 stops
Delta Logo
8:06 am - 10:29 pmOAX-MDW
13h 23m2 stops
$664Delta
Find Deal
Sat, Mar 14 - Fri, Mar 20

Delta flights from Chicago Midway Airport to Oaxaca

Our best Delta deals on Chicago Midway Airport to Oaxaca flight tickets
Delta
Feb 17
MDW6:00 amChicago Midway
13h 05m
2 stops
OAX7:05 pmOaxaca Xoxocotlan
Feb 25
OAX8:01 amOaxaca Xoxocotlan
14h 41m
2 stops
MDW10:42 pmChicago Midway
$436
Find similar
Delta
Mar 11
MDW10:49 amChicago Midway
12h 55m
2 stops
OAX10:44 pmOaxaca Xoxocotlan
Mar 18
OAX10:37 amOaxaca Xoxocotlan
10h 52m
2 stops
MDW10:29 pmChicago Midway
$505
Find similar
Delta
Feb 23
MDW6:40 pmChicago Midway
22h 22m
2 stops
OAX5:02 pmOaxaca Xoxocotlan
Feb 26
OAX6:00 amOaxaca Xoxocotlan
11h 45m
2 stops
MDW5:45 pmChicago Midway
$512
Find similar

Aeromexico flights from Chicago Midway Airport to Oaxaca

Our best Aeromexico deals on Chicago Midway Airport to Oaxaca flight tickets
Aeromexico
Jan 13
MDW11:21 amChicago Midway
20h 15m
2 stops
OAX7:36 amOaxaca Xoxocotlan
Jan 20
OAX8:19 pmOaxaca Xoxocotlan
21h 10m
2 stops
MDW5:29 pmChicago Midway
$437
Find similar
Aeromexico
Feb 14
MDW11:01 amChicago Midway
30h 01m
2 stops
OAX5:02 pmOaxaca Xoxocotlan
Feb 16
OAX8:25 pmOaxaca Xoxocotlan
21h 20m
2 stops
MDW5:45 pmChicago Midway
$794
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 December 1, 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

Tue 2/17

6:00 am-7:05 pm

2 stops13h 05m

Oaxaca Xoxocotlan

Wed 2/25

8:01 am-10:42 pm

2 stops14h 41m

$436

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 1/13

11:21 am-7:36 am

2 stops20h 15m

Oaxaca Xoxocotlan

Tue 1/20

8:19 pm-5:29 pm

2 stops21h 10m

$437

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 3/11

10:49 am-10:44 pm

2 stops12h 55m

Oaxaca Xoxocotlan

Wed 3/18

10:37 am-10:29 pm

2 stops10h 52m

$505

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Mon 2/23

6:40 pm-5:02 pm

2 stops22h 22m

Oaxaca Xoxocotlan

Thu 2/26

6:00 am-5:45 pm

2 stops11h 45m

$512

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 1/29

6:00 am-7:03 pm

2 stops13h 03m

Oaxaca Xoxocotlan

Tue 2/3

6:04 am-5:29 pm

2 stops11h 25m

$530

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 3/6

6:00 am-4:12 pm

2 stops34h 12m

Oaxaca Xoxocotlan

Sun 3/15

8:37 am-9:58 pm

2 stops36h 21m

$609

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 3/4

6:00 am-5:05 pm

2 stops11h 05m

Oaxaca Xoxocotlan

Wed 3/11

8:06 am-10:29 pm

2 stops13h 23m

$625

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 3/8

6:49 pm-10:35 am

1 stop16h 46m

Oaxaca Xoxocotlan

Sat 3/28

11:20 am-3:20 pm

3 stops27h 00m

$629

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 1/15

6:45 am-10:34 pm

2 stops15h 49m

Oaxaca Xoxocotlan

Thu 1/22

9:37 am-10:22 pm

2 stops12h 45m

$640

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 3/14

6:30 am-7:08 pm

2 stops13h 38m

Oaxaca Xoxocotlan

Fri 3/20

8:06 am-10:29 pm

2 stops13h 23m

$664

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 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

Fastest flight time

9h 55m

Direct flights

None
The fastest flight from Chicago Midway Airport to Oaxaca takes 9h 55m
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 53m, 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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