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Cheap flights from Chicago to Oaxaca from $116

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.
Viva Logo
1:05 am - 12:04 pmORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
10h 59m1 stop Mexico City Benito Juarez
Viva Logo
2:20 pm - 10:55 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
8h 35m1 stop Monterrey Gen Mariano Escobedo
$314Viva
Tue, Nov 10 - Sun, Nov 15
Multiple Airlines Logo
1:30 am - 12:04 pmORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
11h 34m1 stop Mexico City Benito Juarez
Multiple Airlines Logo
7:34 pm - 5:52 amOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
9h 18m1 stop Mexico City Benito Juarez
$335Multiple Airlines
Sat, Sep 26 - Thu, Oct 1
Volaris Logo
12:04 am - 8:27 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
8h 23m1 stop Mexico City Benito Juarez
Volaris Logo
7:46 pm - 4:43 amOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
8h 57m1 stop Mexico City Benito Juarez
$337Volaris
Sat, Jan 30 - Tue, Feb 2
Multiple Airlines Logo
2:40 pm - 7:47 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
42h 07m2 stops Monterrey Gen Mariano Escobedo Mexico City Felipe Ángeles Intl
Multiple Airlines Logo
9:21 am - 11:13 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
12h 52m1 stop Mexico City Benito Juarez
$346Multiple Airlines
Sat, Oct 17 - Fri, Oct 30
Volaris Logo
1:40 am - 8:13 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
7h 33m1 stop Mexico City Benito Juarez
Volaris Logo
7:34 pm - 5:52 amOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
9h 18m1 stop Mexico City Benito Juarez
$347Volaris
Sun, Oct 4 - Tue, Oct 13
Viva Logo
1:05 am - 12:04 pmORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
10h 59m1 stop Mexico City Benito Juarez
Viva Logo
2:20 pm - 10:55 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
8h 35m1 stop Monterrey Gen Mariano Escobedo
$348Viva
Fri, Nov 6 - Thu, Nov 12
Aeromexico Logo
1:04 pm - 9:17 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
20h 13m2 stops Guadalajara Miguel Hidal Mexico City Benito Juarez
Aeromexico Logo
8:06 am - 11:00 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
14h 54m1 stop Mexico City Benito Juarez
$603Aeromexico
Thu, Feb 11 - Thu, Feb 18
Aeromexico Logo
1:04 pm - 4:56 pmORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
27h 52m2 stops Guadalajara Miguel Hidal Mexico City Benito Juarez
Aeromexico Logo
10:20 am - 11:00 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
12h 40m1 stop Mexico City Benito Juarez
$603Aeromexico
Wed, Feb 10 - Tue, Feb 23
Delta Logo
11:10 am - 9:35 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
22h 25m2 stops Atlanta Hartsfield-Jackson Mexico City Benito Juarez
Delta Logo
9:37 am - 11:00 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
13h 23m1 stop Mexico City Benito Juarez
$607Delta
Mon, Feb 15 - Thu, Feb 18
Delta Logo
6:00 am - 9:35 amORD  Chicago O'Hare Intl-OAX Oaxaca Xoxocotlan
27h 35m2 stops New York John F Kennedy Intl Mexico City Benito Juarez
Delta Logo
3:03 pm - 11:00 pmOAX  Oaxaca Xoxocotlan-ORD Chicago O'Hare Intl
7h 57m1 stop Mexico City Benito Juarez
$607Delta
Mon, Feb 15 - Mon, Feb 22

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Volaris flights from Chicago to Oaxaca

Our best Volaris deals on Chicago to Oaxaca flight tickets
Volaris
Oct 4
ORD1:40 amChicago O'Hare Intl
7h 33m
1 stop
OAX8:13 amOaxaca Xoxocotlan
Oct 13
OAX7:34 pmOaxaca Xoxocotlan
9h 18m
1 stop
ORD5:52 amChicago O'Hare Intl
$347
Volaris
Oct 2
ORD1:40 amChicago O'Hare Intl
7h 33m
1 stop
OAX8:13 amOaxaca Xoxocotlan
Oct 10
OAX7:34 pmOaxaca Xoxocotlan
9h 18m
1 stop
ORD5:52 amChicago O'Hare Intl
$356
Volaris
Dec 5
ORD12:04 amChicago O'Hare Intl
8h 23m
1 stop
OAX8:27 amOaxaca Xoxocotlan
Dec 8
OAX7:46 pmOaxaca Xoxocotlan
8h 57m
1 stop
ORD4:43 amChicago O'Hare Intl
$359

Delta flights from Chicago to Oaxaca

Our best Delta deals on Chicago to Oaxaca flight tickets
Delta
Jan 17
MDW5:25 pmChicago Midway
21h 02m
2 stops
OAX2:27 pmOaxaca Xoxocotlan
Jan 21
OAX8:06 amOaxaca Xoxocotlan
24h 43m
2 stops
MDW8:49 amChicago Midway
$617
Delta
Jan 18
MDW6:00 amChicago Midway
11h 16m
2 stops
OAX5:16 pmOaxaca Xoxocotlan
Jan 22
OAX10:02 amOaxaca Xoxocotlan
12h 08m
2 stops
MDW10:10 pmChicago Midway
$647
Delta
Jan 12
MDW6:00 amChicago Midway
13h 08m
2 stops
OAX7:08 pmOaxaca Xoxocotlan
Jan 19
OAX8:11 amOaxaca Xoxocotlan
13h 59m
2 stops
MDW10:10 pmChicago Midway
$687

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

Tue 11/10

1:05 am-12:04 pm

1 stop10h 59m

Oaxaca Xoxocotlan

Sun 11/15

2:20 pm-10:55 pm

1 stop8h 35m

$314

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Sat 9/26

1:30 am-12:04 pm

1 stop11h 34m

Oaxaca Xoxocotlan

Thu 10/1

7:34 pm-5:52 am

1 stop9h 18m

$335

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Sat 1/30

12:04 am-8:27 am

1 stop8h 23m

Oaxaca Xoxocotlan

Tue 2/2

7:46 pm-4:43 am

1 stop8h 57m

$337

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Sat 10/17

2:40 pm-7:47 am

2 stops42h 07m

Oaxaca Xoxocotlan

Fri 10/30

9:21 am-11:13 pm

1 stop12h 52m

$346
Quickest round-trip

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Sun 10/4

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Tue 10/13

7:34 pm-5:52 am

1 stop9h 18m

$347

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Fri 11/6

1:05 am-12:04 pm

1 stop10h 59m

Oaxaca Xoxocotlan

Thu 11/12

2:20 pm-10:55 pm

1 stop8h 35m

$348

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Thu 2/11

1:04 pm-9:17 am

2 stops20h 13m

Oaxaca Xoxocotlan

Thu 2/18

8:06 am-11:00 pm

1 stop14h 54m

$603

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Wed 2/10

1:04 pm-4:56 pm

2 stops27h 52m

Oaxaca Xoxocotlan

Tue 2/23

10:20 am-11:00 pm

1 stop12h 40m

$603

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Mon 2/15

11:10 am-9:35 am

2 stops22h 25m

Oaxaca Xoxocotlan

Thu 2/18

9:37 am-11:00 pm

1 stop13h 23m

$607

ChicagoOaxaca

ORD Chicago O'Hare Intl - OAX Oaxaca Xoxocotlan

ORDOAX

Chicago O'Hare Intl

Mon 2/15

6:00 am-9:35 am

2 stops27h 35m

Oaxaca Xoxocotlan

Mon 2/22

3:03 pm-11:00 pm

1 stop7h 57m

$607

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 $368 to $471.
The lowest price recently found on this route was $314.

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 $363.

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 $521 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 $473 on momondo.

How have Chicago to Oaxaca flight prices changed over time?

As of September 2026, prices for Chicago to Oaxaca flights are approximately 6% cheaper 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

$116

Fastest flight time

8h 23m

Direct flights

None
The best one-way flight to Oaxaca from Chicago in the past 72 hours is $116. The best round-trip flight deal from Chicago to Oaxaca found on momondo in the last 72 hours is $314.
The fastest flight from Chicago to Oaxaca takes 8h 23m
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 8h 23m.

  • 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 $269Free CancellationRating
7.0
804 reviews
Search Viva flights
VolarisPriceFrom $293Free CancellationRating
6.6
1,140 reviews
Search Volaris flights
United AirlinesPriceFrom $453Free CancellationRating
7.4
10,215 reviews
Search United Airlines flights
AeromexicoPriceFrom $476Free CancellationRating
7.4
1,464 reviews
Search Aeromexico flights
American AirlinesPriceFrom $546Free CancellationRating
7.1
12,063 reviews
Search American Airlines flights
DeltaPriceFrom $557Free CancellationRating
7.8
8,571 reviews
Search Delta 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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