Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Oaxaca from $118

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Oaxaca departing on 9/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Oaxaca

Cheap round-trip flights

Viva Logo
12:25 pm - 6:50 pmORD-OAX
7h 25m1 stop
Viva Logo
2:25 pm - 11:35 pmOAX-ORD
8h 10m1 stop
$252Viva
Find Deal
Fri, Oct 10 - Thu, Oct 16
Viva Logo
12:25 pm - 1:55 pmORD-OAX
26h 30m1 stop
Viva Logo
2:25 pm - 11:35 pmOAX-ORD
8h 10m1 stop
$260Viva
Find Deal
Sat, Oct 18 - Sat, Oct 25
Viva Logo
12:25 pm - 1:50 pmORD-OAX
26h 25m1 stop
Viva Logo
9:15 pm - 11:50 pmOAX-ORD
25h 35m1 stop
$274Viva
Find Deal
Sat, Sep 6 - Fri, Sep 12
Logo
1:40 am - 12:53 pmORD-OAX
12h 13m1 stop
Logo
2:20 pm - 11:50 pmOAX-ORD
8h 30m1 stop
$286
Find Deal
Mon, Aug 18 - Tue, Aug 26
Logo
11:29 am - 8:08 amORD-OAX
21h 39m2 stops
Logo
9:15 pm - 11:50 pmOAX-ORD
25h 35m1 stop
$306
Find Deal
Sat, Sep 13 - Fri, Sep 19
Volaris Logo
1:40 am - 12:53 pmORD-OAX
12h 13m1 stop
Volaris Logo
9:19 am - 11:32 pmOAX-ORD
13h 13m1 stop
$310Volaris
Find Deal
Mon, Sep 29 - Sat, Oct 4
Volaris Logo
1:55 am - 10:38 amORD-OAX
9h 43m1 stop
Volaris Logo
4:36 pm - 12:15 amOAX-ORD
6h 39m1 stop
$324Volaris
Find Deal
Thu, Oct 16 - Sun, Oct 26
Delta Logo
6:00 am - 3:25 pmMDW-OAX
10h 25m2 stops
Delta Logo
8:15 am - 9:10 pmOAX-MDW
11h 55m2 stops
$544Delta
Find Deal
Sat, Sep 13 - Sat, Sep 20
Delta Logo
12:43 pm - 10:45 pmMDW-OAX
11h 02m2 stops
Delta Logo
6:00 am - 5:35 pmOAX-MDW
10h 35m2 stops
$573Delta
Find Deal
Fri, Sep 12 - Fri, Sep 19
Aeromexico Logo
6:00 am - 7:25 amMDW-OAX
26h 25m2 stops
Aeromexico Logo
7:48 pm - 10:14 pmOAX-MDW
26h 26m2 stops
$863Aeromexico
Find Deal
Sun, Oct 26 - Tue, Nov 4

Viva flights from Chicago to Oaxaca

Our best Viva deals on Chicago to Oaxaca flight tickets
Viva
Oct 10
ORD12:25 pmChicago O'Hare Intl
7h 25m
1 stop
OAX6:50 pmOaxaca Xoxocotlan
Oct 16
OAX2:25 pmOaxaca Xoxocotlan
8h 10m
1 stop
ORD11:35 pmChicago O'Hare Intl
$252
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

Volaris flights from Chicago to Oaxaca

Our best Volaris deals on Chicago to Oaxaca flight tickets
Volaris
Sep 29
ORD1:40 amChicago O'Hare Intl
12h 13m
1 stop
OAX12:53 pmOaxaca Xoxocotlan
Oct 4
OAX9:19 amOaxaca Xoxocotlan
13h 13m
1 stop
ORD11:32 pmChicago O'Hare Intl
$310
Find similar
Volaris
Oct 16
ORD1:55 amChicago O'Hare Intl
9h 43m
1 stop
OAX10:38 amOaxaca Xoxocotlan
Oct 26
OAX4:36 pmOaxaca Xoxocotlan
6h 39m
1 stop
ORD12:15 amChicago O'Hare Intl
$324
Find similar
Volaris
Aug 31
ORD1:55 amChicago O'Hare Intl
9h 43m
1 stop
OAX10:38 amOaxaca Xoxocotlan
Sep 3
OAX9:19 amOaxaca Xoxocotlan
13h 13m
1 stop
ORD11:32 pmChicago O'Hare Intl
$325
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Oaxaca that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 31, 2025.
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

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Fri 10/10

12:25 pm-6:50 pm

1 stop7h 25m

Oaxaca Xoxocotlan

Thu 10/16

2:25 pm-11:35 pm

1 stop8h 10m

$252

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

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 9/6

12:25 pm-1:50 pm

1 stop26h 25m

Oaxaca Xoxocotlan

Fri 9/12

9:15 pm-11:50 pm

1 stop25h 35m

$274

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Mon 8/18

1:40 am-12:53 pm

1 stop12h 13m

Oaxaca Xoxocotlan

Tue 8/26

2:20 pm-11:50 pm

1 stop8h 30m

$286

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 9/13

11:29 am-8:08 am

2 stops21h 39m

Oaxaca Xoxocotlan

Fri 9/19

9:15 pm-11:50 pm

1 stop25h 35m

$306

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

$310

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Thu 10/16

1:55 am-10:38 am

1 stop9h 43m

Oaxaca Xoxocotlan

Sun 10/26

4:36 pm-12:15 am

1 stop6h 39m

$324

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 9/13

6:00 am-3:25 pm

2 stops10h 25m

Oaxaca Xoxocotlan

Sat 9/20

8:15 am-9:10 pm

2 stops11h 55m

$544

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 9/12

12:43 pm-10:45 pm

2 stops11h 02m

Oaxaca Xoxocotlan

Fri 9/19

6:00 am-5:35 pm

2 stops10h 35m

$573

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 10/26

6:00 am-7:25 am

2 stops26h 25m

Oaxaca Xoxocotlan

Tue 11/4

7:48 pm-10:14 pm

2 stops26h 26m

$863

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 cheapest month to fly to Oaxaca?

In general, September 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 $359. If you are unable to visit Oaxaca during the month of September, then departing from Chicago during the month August is also very affordable. Most momondo users find prices during this month for around $446.

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

The cheapest day to depart from Chicago to Oaxaca is on a Monday when prices can be found for as low as $515. The most expensive day to fly to Oaxaca is Saturday, with ticket prices averaging around $594.

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

Our data shows that the cheapest Chicago to Oaxaca flights are usually those with departure times in the afternoon. Our users have found flights to Oaxaca in the afternoon for as low as $500. Try not to purchase tickets in the morning because they tend to be around $656. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight 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 $541 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 $390 on momondo.

How have Chicago to Oaxaca flight prices changed over time?

As of July 2025, prices for Chicago to Oaxaca flights are approximately 10% 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

$118

Fastest flight time

6h 41m

Direct flights

None

Airports in Oaxaca

1 airport
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 $252.
The fastest flight from Chicago to Oaxaca takes 6h 41m
There are no direct flights from Chicago to Oaxaca. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Oaxaca Xoxocotlan Airport and Chicago Midway Airport - Oaxaca Xoxocotlan Airport.
There is 1 airport near Oaxaca: Oaxaca Xoxocotlan (OAX)
Search flight deals

  • 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 25m.

  • 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 $239Free CancellationRating
7.0
788 reviews
Search Viva flights
VolarisPriceFrom $269Free CancellationRating
6.6
1,164 reviews
Search Volaris flights
AeromexicoPriceFrom $418Free CancellationRating
7.5
1,721 reviews
Search Aeromexico flights
DeltaPriceFrom $465Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $512Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $551Free CancellationRating
7.4
8,900 reviews
Search United 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.

An easier way to manage your Oaxaca trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 8/5
Tue 8/12
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Mexico