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Cheap flights from Chicago Midway Airport to Oaxaca from $178

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 11/12. 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
6:17 pm - 5:01 pmMDW-OAX
22h 44m2 stops
Delta Logo
8:06 am - 10:44 pmOAX-MDW
14h 38m2 stops
$492Delta
Find Deal
Mon, Feb 9 - Thu, Feb 26
Delta Logo
6:00 am - 5:01 pmMDW-OAX
11h 01m2 stops
Delta Logo
10:02 am - 10:44 pmOAX-MDW
12h 42m2 stops
$576Delta
Find Deal
Tue, Feb 10 - Fri, Feb 20
Volaris Logo
6:54 pm - 12:39 pmMDW-PXM
17h 45m1 stop
Volaris Logo
4:35 pm - 5:34 pmPXM-MDW
24h 59m2 stops
$583Volaris
Find Deal
Mon, Feb 23 - Sun, Mar 1
Aeromexico Logo
10:46 am - 9:35 amMDW-OAX
22h 49m2 stops
Aeromexico Logo
8:14 pm - 5:45 pmOAX-MDW
21h 31m2 stops
$681Aeromexico
Find Deal
Mon, Feb 9 - Mon, Feb 23
Multiple Airlines Logo
9:41 am - 1:39 pmMDW-HUX
27h 58m3 stops
Multiple Airlines Logo
9:43 am - 3:09 pmHUX-MDW
29h 26m3 stops
$904Multiple Airlines
Find Deal
Sat, Nov 29 - Mon, Dec 8
Volaris Logo
9:01 pm - 4:12 pmMDW-OAX
19h 11m2 stops
Volaris Logo
4:24 pm - 5:34 pmOAX-MDW
25h 10m2 stops
$954Volaris
Find Deal
Tue, Dec 30 - Tue, Jan 13
Multiple Airlines Logo
10:50 pm - 2:50 pmMDW-HUX
16h 00m2 stops
Multiple Airlines Logo
8:53 am - 5:34 pmHUX-MDW
8h 41m1 stop
$1,006Multiple Airlines
Find Deal
Sun, Dec 21 - Sun, Dec 28
Aeromexico Logo
10:47 am - 9:35 amMDW-HUX
22h 48m2 stops
Aeromexico Logo
11:09 am - 11:40 pmHUX-MDW
12h 31m2 stops
$1,330Aeromexico
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Tue, Nov 25 - Sun, Nov 30
WestJet Logo
9:50 am - 2:01 pmMDW-HUX
28h 11m2 stops
WestJet Logo
6:15 pm - 1:09 pmHUX-MDW
42h 54m2 stops
$3,465WestJet
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Thu, Jan 29 - Mon, Feb 2
WestJet Logo
5:59 pm - 6:06 pmMDW-HUX
48h 07m2 stops
WestJet Logo
2:40 pm - 6:32 pmHUX-MDW
51h 52m2 stops
$3,992WestJet
Find Deal
Sun, Dec 28 - Sun, Jan 4

Volaris flights from Chicago Midway Airport to State of Oaxaca

Our best Volaris deals on Chicago Midway Airport to State of Oaxaca flight tickets
Volaris
Feb 23
MDW6:54 pmChicago Midway
17h 45m
1 stop
PXM12:39 pmPuerto Escondido
Mar 1
PXM4:35 pmPuerto Escondido
24h 59m
2 stops
MDW5:34 pmChicago Midway
$583
Find similar
Volaris
Dec 30
MDW9:01 pmChicago Midway
19h 11m
2 stops
OAX4:12 pmOaxaca Xoxocotlan
Jan 13
OAX4:24 pmOaxaca Xoxocotlan
25h 10m
2 stops
MDW5:34 pmChicago Midway
$954
Find similar
Volaris
Dec 30
MDW9:01 pmChicago Midway
13h 34m
1 stop
OAX10:35 amOaxaca Xoxocotlan
Jan 13
OAX4:24 pmOaxaca Xoxocotlan
25h 10m
2 stops
MDW5:34 pmChicago Midway
$956
Find similar

Delta flights from Chicago Midway Airport to State of Oaxaca

Our best Delta deals on Chicago Midway Airport to State of Oaxaca flight tickets
Delta
Feb 9
MDW6:17 pmChicago Midway
22h 44m
2 stops
OAX5:01 pmOaxaca Xoxocotlan
Feb 26
OAX8:06 amOaxaca Xoxocotlan
14h 38m
2 stops
MDW10:44 pmChicago Midway
$492
Find similar
Delta
Feb 10
MDW6:00 amChicago Midway
11h 01m
2 stops
OAX5:01 pmOaxaca Xoxocotlan
Feb 20
OAX10:02 amOaxaca Xoxocotlan
12h 42m
2 stops
MDW10:44 pmChicago Midway
$576
Find similar
Delta
Feb 6
MDW6:00 amChicago Midway
13h 08m
2 stops
OAX7:08 pmOaxaca Xoxocotlan
Feb 13
OAX8:06 amOaxaca Xoxocotlan
14h 38m
2 stops
MDW10:44 pmChicago Midway
$596
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to State of 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 November 6, 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

Mon 2/9

6:17 pm-5:01 pm

2 stops22h 44m

Oaxaca Xoxocotlan

Thu 2/26

8:06 am-10:44 pm

2 stops14h 38m

$492

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 2/10

6:00 am-5:01 pm

2 stops11h 01m

Oaxaca Xoxocotlan

Fri 2/20

10:02 am-10:44 pm

2 stops12h 42m

$576

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Mon 2/23

6:54 pm-12:39 pm

1 stop17h 45m

Puerto Escondido

Sun 3/1

4:35 pm-5:34 pm

2 stops24h 59m

$583

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Mon 2/9

10:46 am-9:35 am

2 stops22h 49m

Oaxaca Xoxocotlan

Mon 2/23

8:14 pm-5:45 pm

2 stops21h 31m

$681

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Sat 11/29

9:41 am-1:39 pm

3 stops27h 58m

Santa Maria Huatulco

Mon 12/8

9:43 am-3:09 pm

3 stops29h 26m

$904

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 12/30

9:01 pm-4:12 pm

2 stops19h 11m

Oaxaca Xoxocotlan

Tue 1/13

4:24 pm-5:34 pm

2 stops25h 10m

$954

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Sun 12/21

10:50 pm-2:50 pm

2 stops16h 00m

Santa Maria Huatulco

Sun 12/28

8:53 am-5:34 pm

1 stop8h 41m

$1,006

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Tue 11/25

10:47 am-9:35 am

2 stops22h 48m

Santa Maria Huatulco

Sun 11/30

11:09 am-11:40 pm

2 stops12h 31m

$1,330

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Thu 1/29

9:50 am-2:01 pm

2 stops28h 11m

Santa Maria Huatulco

Mon 2/2

6:15 pm-1:09 pm

2 stops42h 54m

$3,465

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Sun 12/28

5:59 pm-6:06 pm

2 stops48h 07m

Santa Maria Huatulco

Sun 1/4

2:40 pm-6:32 pm

2 stops51h 52m

$3,992

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 State of 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?

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

Cheap Chicago Midway Airport to State of Oaxaca flight deals and tips

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

Direct flights

None
There are no direct flights from Chicago Midway Airport to State of Oaxaca. There are no popular flight routes from Chicago Midway Airport to State of Oaxaca.
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  • When did momondo last update prices for flights from Chicago Midway Airport to Oaxaca?

    Prices for flights from Chicago Midway Airport to Oaxaca are refreshed on a daily basis.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Oaxaca.

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

    The necessary travel and health documents for your Oaxaca trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Oaxaca for you.

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

Yes. All flights to Oaxaca from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Oaxaca.

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

Yes. momondo can track prices for Chicago to Oaxaca flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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