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Cheap flights from Chicago to Oaxaca from $128

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 9/12. 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
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.
Volaris Logo
6:21 am - 6:17 pm
ORD
-
OAX
12h 56m
1 stop
Volaris Logo
2:29 pm - 12:55 am
OAX
-
ORD
9h 26m
1 stop
$303Volaris
Sun, Aug 16 - Wed, Aug 26
Volaris Logo
1:40 am - 8:13 am
ORD
-
OAX
7h 33m
1 stop
Volaris Logo
2:29 pm - 12:55 am
OAX
-
ORD
9h 26m
1 stop
$305Volaris
Wed, Aug 26 - Mon, Aug 31
Volaris Logo
1:40 am - 8:13 am
ORD
-
OAX
7h 33m
1 stop
Volaris Logo
7:34 pm - 5:52 am
OAX
-
ORD
9h 18m
1 stop
$307Volaris
Sat, Sep 12 - Thu, Sep 17
Volaris Logo
1:40 am - 8:13 am
ORD
-
OAX
7h 33m
1 stop
Volaris Logo
7:34 pm - 5:52 am
OAX
-
ORD
9h 18m
1 stop
$311Volaris
Wed, Aug 26 - Sat, Sep 5
Volaris Logo
1:40 am - 8:13 am
ORD
-
OAX
7h 33m
1 stop
Volaris Logo
7:34 pm - 5:52 am
OAX
-
ORD
9h 18m
1 stop
$313Volaris
Wed, Aug 26 - Sat, Sep 5
Volaris Logo
1:40 am - 8:13 am
ORD
-
OAX
7h 33m
1 stop
Volaris Logo
7:34 pm - 5:52 am
OAX
-
ORD
9h 18m
1 stop
$315Volaris
Mon, Oct 5 - Mon, Oct 12
Delta Logo
6:05 am - 5:23 pm
MDW
-
OAX
12h 18m
2 stops
Delta Logo
6:00 am - 10:10 pm
OAX
-
MDW
15h 10m
2 stops
$576Delta
Tue, Sep 29 - Tue, Oct 6
Delta Logo
6:05 am - 5:23 pm
MDW
-
OAX
12h 18m
2 stops
Delta Logo
6:00 am - 10:10 pm
OAX
-
MDW
15h 10m
2 stops
$586Delta
Tue, Sep 29 - Tue, Oct 6
Multiple Airlines Logo
8:23 pm - 9:09 pm
MDW
-
OAX
25h 46m
1 stop
Multiple Airlines Logo
3:37 pm - 12:07 pm
OAX
-
MDW
43h 30m
2 stops
$634Multiple Airlines
Fri, Jul 24 - Sat, Oct 3
Delta Logo
6:05 am - 8:29 pm
MDW
-
OAX
15h 24m
2 stops
Delta Logo
6:05 am - 10:36 pm
OAX
-
MDW
15h 31m
2 stops
$636Delta
Sun, Aug 9 - Fri, Aug 14

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Volaris flights from Chicago to Oaxaca

Our best Volaris deals on Chicago to Oaxaca flight tickets
Volaris
Aug 16
ORD6:21 amChicago O'Hare Intl
12h 56m
1 stop
OAX6:17 pmOaxaca Xoxocotlan
Aug 26
OAX2:29 pmOaxaca Xoxocotlan
9h 26m
1 stop
ORD12:55 amChicago O'Hare Intl
$303
Volaris
Sep 17
ORD1:40 amChicago O'Hare Intl
7h 33m
1 stop
OAX8:13 amOaxaca Xoxocotlan
Sep 21
OAX7:34 pmOaxaca Xoxocotlan
9h 18m
1 stop
ORD5:52 amChicago O'Hare Intl
$305
Volaris
Sep 12
ORD1:40 amChicago O'Hare Intl
7h 33m
1 stop
OAX8:13 amOaxaca Xoxocotlan
Sep 17
OAX7:34 pmOaxaca Xoxocotlan
9h 18m
1 stop
ORD5:52 amChicago O'Hare Intl
$307

Viva flights from Chicago to Oaxaca

Our best Viva deals on Chicago to Oaxaca flight tickets
Viva
Nov 12
ORD12:30 amChicago O'Hare Intl
14h 37m
1 stop
OAX3:07 pmOaxaca Xoxocotlan
Nov 16
OAX3:37 pmOaxaca Xoxocotlan
7h 08m
1 stop
ORD10:45 pmChicago O'Hare Intl
$349
Viva
Nov 5
ORD12:30 amChicago O'Hare Intl
14h 37m
1 stop
OAX3:07 pmOaxaca Xoxocotlan
Nov 10
OAX12:53 pmOaxaca Xoxocotlan
21h 07m
1 stop
ORD10:00 amChicago O'Hare Intl
$358
Viva
Nov 5
ORD12:30 amChicago O'Hare Intl
14h 37m
1 stop
OAX3:07 pmOaxaca Xoxocotlan
Nov 16
OAX3:37 pmOaxaca Xoxocotlan
7h 08m
1 stop
ORD10:45 pmChicago O'Hare Intl
$372

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 June 20, 2026.
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 - OAX

ORDOAX

Chicago O'Hare Intl

Sun 8/16

6:21 am-6:17 pm

1 stop12h 56m

Oaxaca Xoxocotlan

Wed 8/26

2:29 pm-12:55 am

1 stop9h 26m

$303

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 8/26

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Mon 8/31

2:29 pm-12:55 am

1 stop9h 26m

$305
Quickest round-trip

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 9/12

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Thu 9/17

7:34 pm-5:52 am

1 stop9h 18m

$307

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 8/26

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Sat 9/5

7:34 pm-5:52 am

1 stop9h 18m

$311

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 8/26

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Sat 9/5

7:34 pm-5:52 am

1 stop9h 18m

$313

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Mon 10/5

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Mon 10/12

7:34 pm-5:52 am

1 stop9h 18m

$315

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 9/29

6:05 am-5:23 pm

2 stops12h 18m

Oaxaca Xoxocotlan

Tue 10/6

6:00 am-10:10 pm

2 stops15h 10m

$576

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Tue 9/29

6:05 am-5:23 pm

2 stops12h 18m

Oaxaca Xoxocotlan

Tue 10/6

6:00 am-10:10 pm

2 stops15h 10m

$586

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 7/24

8:23 pm-9:09 pm

1 stop25h 46m

Oaxaca Xoxocotlan

Sat 10/3

3:37 pm-12:07 pm

2 stops43h 30m

$634

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 8/9

6:05 am-8:29 pm

2 stops15h 24m

Oaxaca Xoxocotlan

Fri 8/14

6:05 am-10:36 pm

2 stops15h 31m

$636

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?

What is the cheapest month to fly to Oaxaca?

In general, May 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 $119. If you are unable to visit Oaxaca during the month of May, then departing from Chicago during the month July is also very affordable. Most momondo users find prices during this month for around $173.

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 $514 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 $375 on momondo.

How have Chicago to Oaxaca flight prices changed over time?

As of June 2026, prices for Chicago to Oaxaca flights are approximately 41% 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

Fastest flight time

8h 20m

Direct flights

None
The fastest flight from Chicago to Oaxaca takes 8h 20m
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 20m.

  • 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 $261Free CancellationRating
7.0
803 reviews
Search Viva flights
VolarisPriceFrom $278Free CancellationRating
6.6
1,157 reviews
Search Volaris flights
AeromexicoPriceFrom $472Free CancellationRating
7.4
1,488 reviews
Search Aeromexico flights
United AirlinesPriceFrom $520Free CancellationRating
7.4
9,865 reviews
Search United Airlines flights
DeltaPriceFrom $524Free CancellationRating
7.8
8,421 reviews
Search Delta flights
American AirlinesPriceFrom $543Free CancellationRating
7.1
11,716 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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