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

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

What airlines fly to State of Oaxaca?

Volaris, Viva and American Airlines are the top three most popular airlines that fly to State of Oaxaca from Chicago according to our data. Volaris 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 October 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.

$103 Cheap Flights from Chicago to Oaxaca in 2025/26

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Find the cheapest flights from Chicago to Oaxaca

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:40 am - 8:13 amORD-OAX

7h 33m1 stop

3:30 pm - 12:45 amOAX-ORD

8h 15m1 stop

$253Multiple Airlines

Find Deal

Wed, Apr 22 - Sun, Apr 26

12:58 am - 8:08 amORD-OAX

8h 10m1 stop

3:30 pm - 12:45 amOAX-ORD

8h 15m1 stop

$261Multiple Airlines

Find Deal

Wed, Apr 22 - Wed, Apr 29

12:58 am - 8:08 amORD-OAX

8h 10m1 stop

8:52 am - 11:07 pmOAX-ORD

13h 15m1 stop

$279Volaris

Find Deal

Wed, Apr 22 - Wed, Apr 29

1:00 am - 1:05 pmORD-PXM

12h 05m1 stop

2:00 pm - 11:25 pmPXM-ORD

9h 25m1 stop

$290Viva

Find Deal

Sun, Feb 8 - Sat, Feb 14

1:00 am - 12:25 pmORD-OAX

11h 25m1 stop

4:55 pm - 11:50 pmOAX-ORD

6h 55m1 stop

$295Viva

Find Deal

Sat, Jan 17 - Mon, Feb 9

11:58 pm - 7:19 amORD-OAX

7h 21m1 stop

8:56 am - 10:06 pmOAX-ORD

13h 10m1 stop

$303Volaris

Find Deal

Sun, Feb 8 - Sun, Feb 15

6:45 am - 9:40 amMDW-OAX

26h 55m2 stops

8:14 pm - 10:09 pmOAX-MDW

25h 55m2 stops

$644Aeromexico

Find Deal

Fri, Jan 9 - Wed, Jan 14

6:00 am - 7:13 pmMDW-OAX

14h 13m2 stops

6:05 am - 9:45 pmOAX-MDW

14h 40m2 stops

$684Delta

Find Deal

Sat, Apr 18 - Sun, Apr 26

6:00 am - 6:47 pmMDW-OAX

12h 47m2 stops

10:23 am - 11:47 pmOAX-MDW

13h 24m2 stops

$727Delta

Find Deal

Sat, Dec 6 - Fri, Dec 12

6:45 am - 9:40 amMDW-OAX

26h 55m2 stops

8:14 pm - 10:09 pmOAX-MDW

25h 55m2 stops

$748Aeromexico

Find Deal

Fri, Jan 9 - Wed, Jan 14

Aeromexico flights from Chicago to State of Oaxaca

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

Aeromexico

Nov 8

ORD6:10 pmChicago O'Hare Intl

22h 01m

2 stops

OAX4:11 pmOaxaca Xoxocotlan

Nov 10

OAX8:19 pmOaxaca Xoxocotlan

20h 27m

2 stops

ORD4:46 pmChicago O'Hare Intl

$439

Find similar

Aeromexico

Nov 7

ORD5:51 pmChicago O'Hare Intl

21h 07m

2 stops

OAX2:58 pmOaxaca Xoxocotlan

Nov 12

OAX8:09 pmOaxaca Xoxocotlan

17h 03m

1 stop

ORD1:12 pmChicago O'Hare Intl

$463

Find similar

Aeromexico

Nov 7

ORD5:51 pmChicago O'Hare Intl

21h 07m

2 stops

OAX2:58 pmOaxaca Xoxocotlan

Nov 15

OAX8:27 amOaxaca Xoxocotlan

14h 14m

1 stop

ORD10:41 pmChicago O'Hare Intl

$467

Find similar

Viva flights from Chicago to State of Oaxaca

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

Viva

Feb 8

ORD1:00 amChicago O'Hare Intl

12h 05m

1 stop

PXM1:05 pmPuerto Escondido

Feb 14

PXM2:00 pmPuerto Escondido

9h 25m

1 stop

ORD11:25 pmChicago O'Hare Intl

$290

Find similar

Viva

Jan 17

ORD1:00 amChicago O'Hare Intl

11h 25m

1 stop

OAX12:25 pmOaxaca Xoxocotlan

Feb 9

OAX4:55 pmOaxaca Xoxocotlan

6h 55m

1 stop

ORD11:50 pmChicago O'Hare Intl

$295

Find similar

Viva

Jan 20

ORD1:00 amChicago O'Hare Intl

11h 25m

1 stop

OAX12:25 pmOaxaca Xoxocotlan

Jan 28

OAX1:10 pmOaxaca Xoxocotlan

10h 15m

1 stop

ORD11:25 pmChicago O'Hare Intl

$298

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 4/22

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Sun 4/26

3:30 pm-12:45 am

1 stop8h 15m

$253

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 4/22

12:58 am-8:08 am

1 stop8h 10m

Oaxaca Xoxocotlan

Wed 4/29

3:30 pm-12:45 am

1 stop8h 15m

$261

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 4/22

12:58 am-8:08 am

1 stop8h 10m

Oaxaca Xoxocotlan

Wed 4/29

8:52 am-11:07 pm

1 stop13h 15m

$279

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Sun 2/8

1:00 am-1:05 pm

1 stop12h 05m

Puerto Escondido

Sat 2/14

2:00 pm-11:25 pm

1 stop9h 25m

$290

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 1/17

1:00 am-12:25 pm

1 stop11h 25m

Oaxaca Xoxocotlan

Mon 2/9

4:55 pm-11:50 pm

1 stop6h 55m

$295

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sun 2/8

11:58 pm-7:19 am

1 stop7h 21m

Oaxaca Xoxocotlan

Sun 2/15

8:56 am-10:06 pm

1 stop13h 10m

$303

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 1/9

6:45 am-9:40 am

2 stops26h 55m

Oaxaca Xoxocotlan

Wed 1/14

8:14 pm-10:09 pm

2 stops25h 55m

$644

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 4/18

6:00 am-7:13 pm

2 stops14h 13m

Oaxaca Xoxocotlan

Sun 4/26

6:05 am-9:45 pm

2 stops14h 40m

$684

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 12/6

6:00 am-6:47 pm

2 stops12h 47m

Oaxaca Xoxocotlan

Fri 12/12

10:23 am-11:47 pm

2 stops13h 24m

$727

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 1/9

6:45 am-9:40 am

2 stops26h 55m

Oaxaca Xoxocotlan

Wed 1/14

8:14 pm-10:09 pm

2 stops25h 55m

$748

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 $375. 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 $383.

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 $523 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 $387 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

Direct flights	None

There are no direct flights from Chicago to State of Oaxaca. There are no popular flight routes from Chicago to State of Oaxaca.

Search flight deals

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 October 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.

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 $247	Free Cancellation	Rating 7.0 790 reviews	Search Viva flights
Volaris	PriceFrom $266	Free Cancellation	Rating 6.7 1,151 reviews	Search Volaris flights
United Airlines	PriceFrom $453	Free Cancellation	Rating 7.4 8,998 reviews	Search United Airlines flights
Aeromexico	PriceFrom $455	Free Cancellation	Rating 7.4 1,674 reviews	Search Aeromexico flights
Delta	PriceFrom $465	Free Cancellation	Rating 7.9 7,997 reviews	Search Delta flights
American Airlines	PriceFrom $531	Free Cancellation	Rating 7.2 11,035 reviews	Search American 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.