What is the cheapest airline that flies from Chicago to Oaxaca?

Volaris, Viva, and American Airlines are the most popular carriers operating from Chicago to Oaxaca

What airlines fly to State of Oaxaca?

Viva, Volaris and American Airlines are the top three most popular airlines that fly to State of Oaxaca from Chicago according to our data. Viva is the first choice among our users, with 36% of people opting to fly with this airline when traveling to State of Oaxaca. Keep in mind that there are 6 different airlines that fly to State of Oaxaca on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Chicago to Oaxaca?

Prices for flights from Chicago to Oaxaca refresh daily.

How many operators does momondo search for flights from Chicago to Oaxaca?

The number of operators available for flights from Chicago to Oaxaca is 6 as of August 2025.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago 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.

$126 Cheap Flights from Chicago to Oaxaca in 2025

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Find the cheapest flights from Chicago to Oaxaca

Round-trip

One-way

Last minute

Cheap round-trip flights

12:25 pm - 8:50 amORD-OAX

21h 25m1 stop

2:25 pm - 11:35 pmOAX-ORD

8h 10m1 stop

$257Viva

Find Deal

Sun, Oct 12 - Wed, Oct 22

12:25 pm - 1:55 pmORD-OAX

26h 30m1 stop

2:25 pm - 11:35 pmOAX-ORD

8h 10m1 stop

$260Viva

Find Deal

Sat, Oct 18 - Sat, Oct 25

7:25 am - 3:16 pmORD-PXM

8h 51m1 stop

10:20 am - 12:15 amPXM-ORD

12h 55m1 stop

$277

Find Deal

Sun, Sep 7 - Sat, Sep 13

1:40 am - 8:08 amORD-OAX

7h 28m1 stop

9:15 pm - 11:50 pmOAX-ORD

25h 35m1 stop

$280

Find Deal

Wed, Sep 3 - Fri, Sep 12

1:55 am - 10:38 amORD-OAX

9h 43m1 stop

9:19 am - 11:32 pmOAX-ORD

13h 13m1 stop

$285Volaris

Find Deal

Sun, Oct 19 - Fri, Oct 24

1:40 am - 12:53 pmORD-OAX

12h 13m1 stop

9:19 am - 11:32 pmOAX-ORD

13h 13m1 stop

$309Volaris

Find Deal

Mon, Sep 29 - Sat, Oct 4

10:31 am - 10:45 pmMDW-OAX

13h 14m2 stops

6:00 am - 9:36 pmOAX-MDW

14h 36m2 stops

$525Delta

Find Deal

Thu, Sep 4 - Fri, Sep 12

12:48 pm - 10:45 pmMDW-OAX

10h 57m2 stops

8:15 am - 10:14 pmOAX-MDW

12h 59m2 stops

$610Delta

Find Deal

Tue, Oct 7 - Mon, Oct 13

6:00 am - 6:06 pmMDW-OAX

13h 06m2 stops

7:58 pm - 9:26 pmOAX-MDW

24h 28m2 stops

$705Aeromexico

Find Deal

Wed, Aug 27 - Tue, Sep 2

10:31 am - 10:45 pmMDW-OAX

13h 14m2 stops

6:00 am - 9:36 pmOAX-MDW

14h 36m2 stops

$709Aeromexico

Find Deal

Thu, Sep 4 - Fri, Sep 12

Viva flights from Chicago to State of Oaxaca

Our best Viva deals on Chicago to State of Oaxaca flight tickets

Viva

Oct 12

ORD12:25 pmChicago O'Hare Intl

21h 25m

1 stop

OAX8:50 amOaxaca Xoxocotlan

Oct 22

OAX2:25 pmOaxaca Xoxocotlan

8h 10m

1 stop

ORD11:35 pmChicago O'Hare Intl

$257

Find similar

Viva

Oct 18

ORD12:25 pmChicago O'Hare Intl

26h 30m

1 stop

OAX1:55 pmOaxaca Xoxocotlan

Oct 25

OAX2:25 pmOaxaca Xoxocotlan

8h 10m

1 stop

ORD11:35 pmChicago O'Hare Intl

$260

Find similar

Viva

Sep 6

ORD12:25 pmChicago O'Hare Intl

26h 25m

1 stop

OAX1:50 pmOaxaca Xoxocotlan

Sep 12

OAX9:15 pmOaxaca Xoxocotlan

25h 35m

1 stop

ORD11:50 pmChicago O'Hare Intl

$274

Find similar

Delta flights from Chicago to State of Oaxaca

Our best Delta deals on Chicago to State of Oaxaca flight tickets

Delta

Sep 4

MDW10:31 amChicago Midway

13h 14m

2 stops

OAX10:45 pmOaxaca Xoxocotlan

Sep 12

OAX6:00 amOaxaca Xoxocotlan

14h 36m

2 stops

MDW9:36 pmChicago Midway

$525

Find similar

Delta

Oct 7

MDW12:48 pmChicago Midway

10h 57m

2 stops

OAX10:45 pmOaxaca Xoxocotlan

Oct 13

OAX8:15 amOaxaca Xoxocotlan

12h 59m

2 stops

MDW10:14 pmChicago Midway

$610

Find similar

Delta

Aug 23

MDW6:04 amChicago Midway

13h 12m

2 stops

OAX6:16 pmOaxaca Xoxocotlan

Aug 26

OAX6:01 amOaxaca Xoxocotlan

14h 43m

2 stops

MDW9:44 pmChicago Midway

$654

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sun 10/12

12:25 pm-8:50 am

1 stop21h 25m

Oaxaca Xoxocotlan

Wed 10/22

2:25 pm-11:35 pm

1 stop8h 10m

$257

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 10/18

12:25 pm-1:55 pm

1 stop26h 30m

Oaxaca Xoxocotlan

Sat 10/25

2:25 pm-11:35 pm

1 stop8h 10m

$260

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Sun 9/7

7:25 am-3:16 pm

1 stop8h 51m

Puerto Escondido

Sat 9/13

10:20 am-12:15 am

1 stop12h 55m

$277

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 9/3

1:40 am-8:08 am

1 stop7h 28m

Oaxaca Xoxocotlan

Fri 9/12

9:15 pm-11:50 pm

1 stop25h 35m

$280

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sun 10/19

1:55 am-10:38 am

1 stop9h 43m

Oaxaca Xoxocotlan

Fri 10/24

9:19 am-11:32 pm

1 stop13h 13m

$285

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Mon 9/29

1:40 am-12:53 pm

1 stop12h 13m

Oaxaca Xoxocotlan

Sat 10/4

9:19 am-11:32 pm

1 stop13h 13m

$309

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 9/4

10:31 am-10:45 pm

2 stops13h 14m

Oaxaca Xoxocotlan

Fri 9/12

6:00 am-9:36 pm

2 stops14h 36m

$525

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 10/7

12:48 pm-10:45 pm

2 stops10h 57m

Oaxaca Xoxocotlan

Mon 10/13

8:15 am-10:14 pm

2 stops12h 59m

$610

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 8/27

6:00 am-6:06 pm

2 stops13h 06m

Oaxaca Xoxocotlan

Tue 9/2

7:58 pm-9:26 pm

2 stops24h 28m

$705

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 9/4

10:31 am-10:45 pm

2 stops13h 14m

Oaxaca Xoxocotlan

Fri 9/12

6:00 am-9:36 pm

2 stops14h 36m

$709

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago 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

Prices

Airlines

What is the cheapest month to fly to State of Oaxaca?

In general, September is the cheapest month to fly from Chicago to State of Oaxaca. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $359. If you aren’t able to travel to State of Oaxaca during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $446.

What is the cheapest day to depart on your flight to State of Oaxaca?

On average, the least expensive day to fly to State of Oaxaca from Chicago is on a Monday. momondo users have found tickets for Monday departures for as low as $511. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago to State of Oaxaca on a Saturday will generally be more expensive and average around $640. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to State of Oaxaca?

Our data shows that the cheapest Chicago to State of Oaxaca flights are usually those with departure times in the afternoon. Our users have found flights to State of Oaxaca in the afternoon for as low as $470. In the morning is when there is more demand to fly to State of Oaxaca, so prices are often more expensive at around $669 per ticket.

How far in advance should I book a flight to State of Oaxaca?

You are more likely to see cheaper flights to State of Oaxaca from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to State of Oaxaca for around $541 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to State of Oaxaca from Chicago for as low as $390 on momondo.

Cheap Chicago to State of Oaxaca flight deals and tips

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

Best Price Found	$126
Fastest flight time	6h 41m
Direct flights	None
Airports in State of Oaxaca	3 airports

The best one-way flight to State of Oaxaca from Chicago in the past 72 hours is $126. The best round-trip flight deal from Chicago to State of Oaxaca found on momondo in the last 72 hours is $257.

The fastest flight from Chicago to State of Oaxaca takes 6h 41m

There are no direct flights from Chicago to State of Oaxaca. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Oaxaca Xoxocotlan Airport, Chicago O'Hare Intl Airport - Puerto Escondido Airport and Chicago O'Hare Intl Airport - Santa Maria Huatulco Airport.

There are 3 airports near State of Oaxaca: Puerto Escondido (PXM), Oaxaca Xoxocotlan (OAX), Santa Maria Huatulco (HUX)

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When did momondo last update prices for flights from Chicago to Oaxaca?
Prices for flights from Chicago to Oaxaca refresh daily.
How many operators does momondo search for flights from Chicago to Oaxaca?
The number of operators available for flights from Chicago to Oaxaca is 6 as of August 2025.
How old do you have to be to fly from Chicago to Oaxaca?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago 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.
What is the most popular plane model from Chicago to State of Oaxaca?
Based on momondo bookings for flights between Chicago and State of Oaxaca, the leading plane model is Airbus A320neo, making up 100.00% of the total bookings.

Best airlines flying from Chicago to State of Oaxaca

Compare and see reviews for airlines that fly from Chicago to State of Oaxaca with momondo

Airline	Rating	Free Cancellation	Price
Viva	PriceFrom $239	Free Cancellation	Rating 7.0 788 reviews	Search Viva flights
Volaris	PriceFrom $269	Free Cancellation	Rating 6.6 1,163 reviews	Search Volaris flights
Aeromexico	PriceFrom $418	Free Cancellation	Rating 7.5 1,719 reviews	Search Aeromexico flights
Delta	PriceFrom $465	Free Cancellation	Rating 8.0 7,983 reviews	Search Delta flights
American Airlines	PriceFrom $512	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $551	Free Cancellation	Rating 7.4 8,904 reviews	Search United Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Oaxaca. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Chicago to Oaxaca on momondo can be filtered to show those which offer flexible booking policies.

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

Once all potential Chicago to Oaxaca flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Oaxaca, momondo offers a useful price alert feature which will track prices for flights to Oaxaca from Chicago and alert you when they change.