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Cheap flights from Chicago to Oaxaca from $118

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Oaxaca

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:10 am - 12:04 pmORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
10h 54m1 stop Mexico City Benito Juarez
Multiple Airlines Logo
2:50 pm - 11:44 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
8h 54m1 stop Guadalajara Miguel Hidal
$339Multiple Airlines
Fri, Feb 12 - Sun, Feb 21
Multiple Airlines Logo
1:10 am - 12:04 pmORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
10h 54m1 stop Mexico City Benito Juarez
Multiple Airlines Logo
8:01 pm - 4:43 amOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
8h 42m1 stop Mexico City Benito Juarez
$347Multiple Airlines
Sun, Jan 31 - Fri, Feb 5
Viva Logo
2:00 pm - 6:01 pmORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
28h 01m1 stop Monterrey Gen Mariano Escobedo
Viva Logo
2:20 pm - 12:05 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
21h 45m1 stop Monterrey Gen Mariano Escobedo
$355Viva
Sun, Feb 28 - Wed, Mar 3
Viva Logo
1:10 am - 12:04 pmORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
10h 54m1 stop Mexico City Benito Juarez
Viva Logo
2:20 pm - 1:05 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
21h 45m1 stop Monterrey Gen Mariano Escobedo
$365Viva
Fri, Mar 12 - Sat, Mar 20
Volaris Logo
12:04 am - 8:12 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
8h 08m1 stop Mexico City Benito Juarez
Volaris Logo
8:01 pm - 4:43 amOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
8h 42m1 stop Mexico City Benito Juarez
$367Volaris
Sun, Jan 17 - Sun, Jan 24
Volaris Logo
12:04 am - 8:12 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
8h 08m1 stop Mexico City Benito Juarez
Volaris Logo
8:01 pm - 4:43 amOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
8h 42m1 stop Mexico City Benito Juarez
$368Volaris
Sun, Jan 17 - Sun, Jan 24
Aeromexico Logo
3:38 pm - 8:01 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
16h 23m1 stop Mexico City Benito Juarez
Aeromexico Logo
8:50 am - 11:19 amOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
26h 29m2 stops Mexico City Benito Juarez Guadalajara Miguel Hidal
$638Aeromexico
Tue, Feb 9 - Tue, Feb 16
Aeromexico Logo
3:38 pm - 8:01 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
16h 23m1 stop Mexico City Benito Juarez
Aeromexico Logo
4:07 pm - 11:19 amOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
19h 12m2 stops Mexico City Benito Juarez Guadalajara Miguel Hidal
$638Aeromexico
Tue, Feb 9 - Wed, Feb 17
Delta Logo
6:30 am - 10:40 pmORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
16h 10m2 stops New York John F Kennedy Intl Mexico City Benito Juarez
Delta Logo
6:05 am - 1:44 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
7h 39m1 stop Mexico City Benito Juarez
$642Delta
Thu, Feb 4 - Mon, Feb 8
Delta Logo
10:40 am - 10:37 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
23h 57m2 stops New York John F Kennedy Intl Mexico City Benito Juarez
Delta Logo
6:05 am - 1:44 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
7h 39m1 stop Mexico City Benito Juarez
$642Delta
Tue, Feb 2 - Wed, Feb 10

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Volaris flights from Chicago to Oaxaca

Our best Volaris deals on Chicago to Oaxaca flight tickets
Volaris
Jan 23
ORD12:53 pmChicago O'Hare Intl
25h 31m
2 stops
OAX2:24 pmOaxaca Xoxocotlan
Jan 26
OAX8:01 pmOaxaca Xoxocotlan
8h 42m
1 stop
ORD4:43 amChicago O'Hare Intl
$386
Volaris
Jan 23
ORD12:53 pmChicago O'Hare Intl
19h 47m
1 stop
OAX8:40 amOaxaca Xoxocotlan
Jan 26
OAX8:01 pmOaxaca Xoxocotlan
8h 42m
1 stop
ORD4:43 amChicago O'Hare Intl
$389
Volaris
Nov 15
ORD12:04 amChicago O'Hare Intl
8h 23m
1 stop
OAX8:27 amOaxaca Xoxocotlan
Dec 9
OAX8:01 pmOaxaca Xoxocotlan
8h 42m
1 stop
ORD4:43 amChicago O'Hare Intl
$497

Viva flights from Chicago to Oaxaca

Our best Viva deals on Chicago to Oaxaca flight tickets
Viva
Feb 28
ORD2:00 pmChicago O'Hare Intl
28h 01m
1 stop
OAX6:01 pmOaxaca Xoxocotlan
Mar 3
OAX2:20 pmOaxaca Xoxocotlan
21h 45m
1 stop
ORD12:05 pmChicago O'Hare Intl
$355
Viva
Jan 10
ORD12:35 amChicago O'Hare Intl
17h 26m
1 stop
OAX6:01 pmOaxaca Xoxocotlan
Jan 18
OAX12:49 pmOaxaca Xoxocotlan
10h 46m
1 stop
ORD11:35 pmChicago O'Hare Intl
$370
Viva
Feb 28
ORD1:10 amChicago O'Hare Intl
10h 54m
1 stop
OAX12:04 pmOaxaca Xoxocotlan
Mar 7
OAX12:50 pmOaxaca Xoxocotlan
10h 45m
1 stop
ORD11:35 pmChicago O'Hare Intl
$376

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Oaxaca that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Fri 2/12

1:10 am-12:04 pm

1 stop10h 54m

Oaxaca Xoxocotlan

Sun 2/21

2:50 pm-11:44 pm

1 stop8h 54m

$339

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Sun 1/31

1:10 am-12:04 pm

1 stop10h 54m

Oaxaca Xoxocotlan

Fri 2/5

8:01 pm-4:43 am

1 stop8h 42m

$347

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Sun 2/28

2:00 pm-6:01 pm

1 stop28h 01m

Oaxaca Xoxocotlan

Wed 3/3

2:20 pm-12:05 pm

1 stop21h 45m

$355

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Fri 3/12

1:10 am-12:04 pm

1 stop10h 54m

Oaxaca Xoxocotlan

Sat 3/20

2:20 pm-1:05 pm

1 stop21h 45m

$365
Quickest round-trip

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Sun 1/17

12:04 am-8:12 am

1 stop8h 08m

Oaxaca Xoxocotlan

Sun 1/24

8:01 pm-4:43 am

1 stop8h 42m

$367

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Sun 1/17

12:04 am-8:12 am

1 stop8h 08m

Oaxaca Xoxocotlan

Sun 1/24

8:01 pm-4:43 am

1 stop8h 42m

$368

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Tue 2/9

3:38 pm-8:01 am

1 stop16h 23m

Oaxaca Xoxocotlan

Tue 2/16

8:50 am-11:19 am

2 stops26h 29m

$638

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Tue 2/9

3:38 pm-8:01 am

1 stop16h 23m

Oaxaca Xoxocotlan

Wed 2/17

4:07 pm-11:19 am

2 stops19h 12m

$638

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Thu 2/4

6:30 am-10:40 pm

2 stops16h 10m

Oaxaca Xoxocotlan

Mon 2/8

6:05 am-1:44 pm

1 stop7h 39m

$642

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Tue 2/2

10:40 am-10:37 am

2 stops23h 57m

Oaxaca Xoxocotlan

Wed 2/10

6:05 am-1:44 pm

1 stop7h 39m

$642

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 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 typical price of a round-trip flight between Chicago and Oaxaca?

Prices are currently low for flights on this route.

Typical prices usually range from $397 to $604.
The lowest price recently found on this route was $339.

What is the cheapest month to fly to Oaxaca?

In general, April is the cheapest month to fly from Chicago to Oaxaca. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $344. If you are unable to visit Oaxaca during the month of April, then departing from Chicago during the month May is also very affordable. Most momondo users find prices during this month for around $381.

How far in advance should I book a flight from Chicago to Oaxaca?

You are more likely to see cheaper flights to Oaxaca from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Oaxaca for around $524 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Oaxaca from Chicago for as low as $503 on momondo.

How have Chicago to Oaxaca flight prices changed over time?

As of November 2026, prices for Chicago to Oaxaca flights are approximately 78% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Oaxaca

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Oaxaca according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Oaxaca (CHI to OAX) flight deals and tips

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

Best Price Found

$118

Fastest flight time

7h 47m

Direct flights

None
The best one-way flight to Oaxaca from Chicago in the past 72 hours is $118. The best round-trip flight deal from Chicago to Oaxaca found on momondo in the last 72 hours is $339.
The fastest flight from Chicago to Oaxaca takes 7h 47m
There are no direct flights from Chicago to Oaxaca. There are no popular flight routes from Chicago to Oaxaca.
Search flight deals

Frequently asked questions about flying from Chicago to Oaxaca

  • How far is Chicago to Oaxaca Xoxocotlan by plane?

    A flight from Chicago to Oaxaca Xoxocotlan will travel around 1795.6 mi. In terms of flight time, this usually takes a little over 7h 47m.

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

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

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

  • How old do you have to be to fly from Chicago 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 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.

  • What is the most popular airline from Chicago to Oaxaca?

Best airlines flying from Chicago to Oaxaca

Compare and see reviews for airlines that fly from Chicago to Oaxaca with momondo
Airline
Rating
Free Cancellation
Price
VivaPriceFrom $262Free CancellationRating
7.0
791 reviews
Search Viva flights
VolarisPriceFrom $294Free CancellationRating
6.5
1,109 reviews
Search Volaris flights
AeromexicoPriceFrom $476Free CancellationRating
7.5
1,428 reviews
Search Aeromexico flights
DeltaPriceFrom $557Free CancellationRating
7.8
8,697 reviews
Search Delta flights
United AirlinesPriceFrom $587Free CancellationRating
7.3
10,463 reviews
Search United Airlines flights
American AirlinesPriceFrom $598Free CancellationRating
7.0
12,223 reviews
Search American Airlines flights

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. momondo enables you to select and highlight flights to Oaxaca from Chicago with this policy.

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

momondo helps you find the best flight between Chicago and Oaxaca by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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.

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