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Cheap flights from Chicago to Oaxaca from $107

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 11/6. 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.
Viva Logo
2:40 pm - 3:09 pm
ORD
-
OAX
25h 29m
1 stop
Viva Logo
12:53 pm - 11:00 am
OAX
-
ORD
21h 07m
1 stop
$283Viva
Sat, Oct 17 - Wed, Oct 21
Viva Logo
12:35 am - 1:38 pm
ORD
-
OAX
13h 03m
1 stop
Viva Logo
2:20 pm - 10:55 pm
OAX
-
ORD
8h 35m
1 stop
$288Viva
Mon, Nov 9 - Sun, Nov 15
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
$312Volaris
Mon, Sep 28 - Wed, Sep 30
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
$314Volaris
Tue, Sep 15 - Wed, Sep 23
Multiple Airlines Logo
1:40 am - 8:13 am
ORD
-
OAX
7h 33m
1 stop
Multiple Airlines Logo
3:39 pm - 2:50 pm
OAX
-
ORD
22h 11m
1 stop
$327Multiple Airlines
Sun, Oct 4 - Tue, Oct 13
Multiple Airlines Logo
1:40 am - 8:13 am
ORD
-
OAX
7h 33m
1 stop
Multiple Airlines Logo
3:39 pm - 2:50 pm
OAX
-
ORD
22h 11m
1 stop
$327Multiple Airlines
Sat, Oct 3 - Tue, Oct 13
Aeromexico Logo
1:04 pm - 7:31 am
ORD
-
OAX
18h 27m
2 stops
Aeromexico Logo
9:37 am - 11:00 pm
OAX
-
ORD
13h 23m
1 stop
$581Aeromexico
Wed, Jan 20 - Thu, Jan 21
Aeromexico Logo
12:49 am - 1:47 pm
ORD
-
OAX
12h 58m
1 stop
Aeromexico Logo
2:08 pm - 11:19 am
OAX
-
ORD
21h 11m
2 stops
$581Aeromexico
Tue, Jan 19 - Tue, Jan 26
Delta Logo
5:55 pm - 7:08 pm
ORD
-
OAX
25h 13m
2 stops
Delta Logo
6:01 am - 12:40 pm
OAX
-
ORD
6h 39m
1 stop
$586Delta
Sun, Jan 17 - Tue, Jan 26
Delta Logo
6:00 am - 10:44 pm
ORD
-
OAX
16h 44m
2 stops
Delta Logo
6:01 am - 12:40 pm
OAX
-
ORD
6h 39m
1 stop
$586Delta
Thu, Jan 21 - Wed, Jan 27

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Frontier flights from Chicago to Oaxaca

Our best Frontier deals on Chicago to Oaxaca flight tickets
Frontier
Aug 23
MDW9:26 pmChicago Midway
23h 07m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
Aug 29
OAX8:56 amOaxaca Xoxocotlan
12h 51m
2 stops
MDW10:47 pmChicago Midway
$531
Frontier
Aug 20
MDW9:26 pmChicago Midway
23h 07m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
Aug 29
OAX8:56 amOaxaca Xoxocotlan
12h 51m
2 stops
MDW10:47 pmChicago Midway
$749
Frontier
Aug 30
MDW9:26 pmChicago Midway
23h 07m
2 stops
OAX7:33 pmOaxaca Xoxocotlan
Sep 6
OAX8:56 amOaxaca Xoxocotlan
12h 51m
2 stops
MDW10:47 pmChicago Midway
$775

Volaris flights from Chicago to Oaxaca

Our best Volaris deals on Chicago to Oaxaca flight tickets
Volaris
Sep 28
ORD1:40 amChicago O'Hare Intl
7h 33m
1 stop
OAX8:13 amOaxaca Xoxocotlan
Sep 30
OAX7:34 pmOaxaca Xoxocotlan
9h 18m
1 stop
ORD5:52 amChicago O'Hare Intl
$312
Volaris
Sep 7
ORD1:40 amChicago O'Hare Intl
7h 33m
1 stop
OAX8:13 amOaxaca Xoxocotlan
Sep 15
OAX7:34 pmOaxaca Xoxocotlan
9h 18m
1 stop
ORD5:52 amChicago O'Hare Intl
$314
Volaris
Sep 15
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
$319

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 August 3, 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

Sat 10/17

2:40 pm-3:09 pm

1 stop25h 29m

Oaxaca Xoxocotlan

Wed 10/21

12:53 pm-11:00 am

1 stop21h 07m

$283

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Mon 11/9

12:35 am-1:38 pm

1 stop13h 03m

Oaxaca Xoxocotlan

Sun 11/15

2:20 pm-10:55 pm

1 stop8h 35m

$288
Quickest round-trip

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Mon 9/28

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Wed 9/30

7:34 pm-5:52 am

1 stop9h 18m

$312

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Tue 9/15

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Wed 9/23

7:34 pm-5:52 am

1 stop9h 18m

$314

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sun 10/4

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Tue 10/13

3:39 pm-2:50 pm

1 stop22h 11m

$327

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 10/3

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Tue 10/13

3:39 pm-2:50 pm

1 stop22h 11m

$327

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 1/20

1:04 pm-7:31 am

2 stops18h 27m

Oaxaca Xoxocotlan

Thu 1/21

9:37 am-11:00 pm

1 stop13h 23m

$581

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Tue 1/19

12:49 am-1:47 pm

1 stop12h 58m

Oaxaca Xoxocotlan

Tue 1/26

2:08 pm-11:19 am

2 stops21h 11m

$581

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sun 1/17

5:55 pm-7:08 pm

2 stops25h 13m

Oaxaca Xoxocotlan

Tue 1/26

6:01 am-12:40 pm

1 stop6h 39m

$586

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Thu 1/21

6:00 am-10:44 pm

2 stops16h 44m

Oaxaca Xoxocotlan

Wed 1/27

6:01 am-12:40 pm

1 stop6h 39m

$586

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 $384 to $529.
The lowest price recently found on this route was $283.

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 $368.

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 $522 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 $437 on momondo.

How have Chicago to Oaxaca flight prices changed over time?

As of August 2026, prices for Chicago to Oaxaca flights are approximately 73% 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

7h 18m

Direct flights

None
The fastest flight from Chicago to Oaxaca takes 7h 18m
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 18m.

  • 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
804 reviews
Search Viva flights
VolarisPriceFrom $288Free CancellationRating
6.6
1,148 reviews
Search Volaris flights
United AirlinesPriceFrom $453Free CancellationRating
7.4
10,058 reviews
Search United Airlines flights
DeltaPriceFrom $475Free CancellationRating
7.8
8,485 reviews
Search Delta flights
AeromexicoPriceFrom $475Free CancellationRating
7.4
1,471 reviews
Search Aeromexico flights
American AirlinesPriceFrom $546Free CancellationRating
7.1
11,842 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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