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 35% 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 September 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.

$108 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

4:40 pm - 4:30 pmORD-OAX

23h 50m1 stop

1:10 pm - 11:30 pmOAX-ORD

10h 20m1 stop

$290Viva

Find Deal

Sat, Nov 15 - Wed, Nov 19

11:59 pm - 10:35 amORD-OAX

10h 36m1 stop

8:56 am - 11:06 pmOAX-ORD

13h 10m1 stop

$294Volaris

Find Deal

Thu, Mar 5 - Sun, Mar 8

1:40 am - 8:08 amORD-OAX

7h 28m1 stop

4:36 pm - 12:15 amOAX-ORD

6h 39m1 stop

$311Volaris

Find Deal

Fri, Oct 3 - Wed, Oct 22

12:25 pm - 1:45 pmORD-OAX

26h 20m1 stop

7:20 pm - 11:35 pmOAX-ORD

27h 15m1 stop

$326Viva

Find Deal

Sat, Oct 11 - Fri, Oct 17

6:00 am - 4:59 pmMDW-OAX

10h 59m2 stops

10:25 am - 11:32 pmOAX-MDW

13h 07m2 stops

$504Delta

Find Deal

Wed, Nov 12 - Thu, Nov 20

6:00 am - 6:16 pmMDW-OAX

13h 16m2 stops

8:10 am - 9:36 pmOAX-MDW

12h 26m2 stops

$505Delta

Find Deal

Sat, Sep 27 - Tue, Sep 30

6:00 am - 2:45 pmMDW-OAX

9h 45m2 stops

6:05 am - 10:14 pmOAX-MDW

15h 09m2 stops

$615Aeromexico

Find Deal

Sun, Oct 12 - Tue, Oct 21

6:00 am - 10:45 pmMDW-OAX

17h 45m2 stops

6:10 am - 10:14 pmOAX-MDW

15h 04m2 stops

$645Aeromexico

Find Deal

Fri, Oct 17 - Thu, Oct 23

9:20 am - 2:47 pmMDW-HUX

30h 27m3 stops

4:45 pm - 5:43 pmHUX-MDW

24h 58m3 stops

$1,403WestJet

Find Deal

Tue, Oct 28 - Tue, Nov 4

11:48 am - 3:44 pmMDW-PXM

27h 56m2 stops

4:45 pm - 1:08 pmPXM-MDW

20h 23m2 stops

$3,770WestJet

Find Deal

Thu, Dec 25 - Fri, Jan 9

Viva flights from Chicago to State of Oaxaca

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

Viva

Nov 15

ORD4:40 pmChicago O'Hare Intl

23h 50m

1 stop

OAX4:30 pmOaxaca Xoxocotlan

Nov 19

OAX1:10 pmOaxaca Xoxocotlan

10h 20m

1 stop

ORD11:30 pmChicago O'Hare Intl

$290

Find similar

Viva

Oct 11

ORD12:25 pmChicago O'Hare Intl

26h 20m

1 stop

OAX1:45 pmOaxaca Xoxocotlan

Oct 17

OAX7:20 pmOaxaca Xoxocotlan

27h 15m

1 stop

ORD11:35 pmChicago O'Hare Intl

$326

Find similar

Viva

Nov 15

ORD4:40 pmChicago O'Hare Intl

23h 50m

1 stop

OAX4:30 pmOaxaca Xoxocotlan

Nov 21

OAX10:25 pmOaxaca Xoxocotlan

16h 45m

1 stop

ORD3:10 pmChicago O'Hare Intl

$328

Find similar

Delta flights from Chicago to State of Oaxaca

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

Delta

Nov 12

MDW6:00 amChicago Midway

10h 59m

2 stops

OAX4:59 pmOaxaca Xoxocotlan

Nov 20

OAX10:25 amOaxaca Xoxocotlan

13h 07m

2 stops

MDW11:32 pmChicago Midway

$504

Find similar

Delta

Sep 27

MDW6:00 amChicago Midway

13h 16m

2 stops

OAX6:16 pmOaxaca Xoxocotlan

Sep 30

OAX8:10 amOaxaca Xoxocotlan

12h 26m

2 stops

MDW9:36 pmChicago Midway

$505

Find similar

Delta

Nov 15

MDW6:00 amChicago Midway

12h 47m

2 stops

OAX6:47 pmOaxaca Xoxocotlan

Nov 19

OAX11:09 amOaxaca Xoxocotlan

12h 23m

2 stops

MDW11:32 pmChicago Midway

$508

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 11/15

4:40 pm-4:30 pm

1 stop23h 50m

Oaxaca Xoxocotlan

Wed 11/19

1:10 pm-11:30 pm

1 stop10h 20m

$290

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Thu 3/5

11:59 pm-10:35 am

1 stop10h 36m

Oaxaca Xoxocotlan

Sun 3/8

8:56 am-11:06 pm

1 stop13h 10m

$294

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Fri 10/3

1:40 am-8:08 am

1 stop7h 28m

Oaxaca Xoxocotlan

Wed 10/22

4:36 pm-12:15 am

1 stop6h 39m

$311

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 10/11

12:25 pm-1:45 pm

1 stop26h 20m

Oaxaca Xoxocotlan

Fri 10/17

7:20 pm-11:35 pm

1 stop27h 15m

$326

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 11/12

6:00 am-4:59 pm

2 stops10h 59m

Oaxaca Xoxocotlan

Thu 11/20

10:25 am-11:32 pm

2 stops13h 07m

$504

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 9/27

6:00 am-6:16 pm

2 stops13h 16m

Oaxaca Xoxocotlan

Tue 9/30

8:10 am-9:36 pm

2 stops12h 26m

$505

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 10/12

6:00 am-2:45 pm

2 stops9h 45m

Oaxaca Xoxocotlan

Tue 10/21

6:05 am-10:14 pm

2 stops15h 09m

$615

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 10/17

6:00 am-10:45 pm

2 stops17h 45m

Oaxaca Xoxocotlan

Thu 10/23

6:10 am-10:14 pm

2 stops15h 04m

$645

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Tue 10/28

9:20 am-2:47 pm

3 stops30h 27m

Santa Maria Huatulco

Tue 11/4

4:45 pm-5:43 pm

3 stops24h 58m

$1,403

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Thu 12/25

11:48 am-3:44 pm

2 stops27h 56m

Puerto Escondido

Fri 1/9

4:45 pm-1:08 pm

2 stops20h 23m

$3,770

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 $529 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 $228 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 September 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 $239	Free Cancellation	Rating 7.0 787 reviews	Search Viva flights
Volaris	PriceFrom $266	Free Cancellation	Rating 6.6 1,154 reviews	Search Volaris flights
Aeromexico	PriceFrom $449	Free Cancellation	Rating 7.4 1,697 reviews	Search Aeromexico flights
Delta	PriceFrom $465	Free Cancellation	Rating 7.9 7,954 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 8,929 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.