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$174+ Cheap flights from Oaxaca to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
OAX — CHI
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Oaxaca to Chicago

Cheapest flights from Oaxaca to Chicago
Explore the most affordable flight options available from Oaxaca to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Mytrip deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/138:56 am
OAX
-
ORD
1 stop13h 10m
Volaris
Fri 3/2011:59 pm
ORD
-
OAX
1 stop11h 36m
Volaris
Deal found 1/26$333
This Trip.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/141:10 pm
OAX
-
ORD
1 stop10h 25m
Multiple Airlines
Sat 3/2111:59 pm
ORD
-
OAX
1 stop8h 36m
Multiple Airlines
Deal found 1/27$373
This Kiwi.com deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/131:10 pm
OAX
-
ORD
1 stop10h 25m
Multiple Airlines
Fri 3/2011:59 pm
ORD
-
OAX
2 stops15h 22m
Multiple Airlines
Deal found 1/26$379
This Cheapflightsfares deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/302:28 pm
OAX
-
ORD
1 stop9h 11m
Volaris
Fri 4/101:40 am
ORD
-
OAX
1 stop7h 33m
Volaris
Deal found 1/28$422
This Aeromexico deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/261:22 pm
OAX
-
ORD
2 stops10h 34m
Aeromexico
Mon 3/25:53 pm
ORD
-
OAX
2 stops23h 09m
Aeromexico
Deal found 1/26$481
This Aeromexico deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:34 am
OAX
-
MDW
2 stops12h 57m
Aeromexico
Mon 2/2310:49 am
MDW
-
OAX
2 stops20h 36m
Aeromexico
Deal found 1/26$867
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:00 am
OAX
-
MDW
2 stops10h 22m
Delta
Sat 4/116:00 am
MDW
-
OAX
2 stops16h 10m
Delta
Deal found 1/28$1,212
This Expedia deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:00 am
OAX
-
MDW
2 stops15h 31m
Aeromexico
Fri 3/2010:45 am
MDW
-
OAX
2 stops21h 36m
Aeromexico
Deal found 1/26$1,272
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/148:10 am
OAX
-
MDW
2 stops13h 21m
Delta
Sat 3/216:00 am
MDW
-
OAX
2 stops13h 58m
Delta
Deal found 1/27$1,725

Find flight deals from Oaxaca to Chicago

Keep the following information in mind while searching for Oaxaca to Chicago flight deals. Data was last updated January 29, 2026.

Round-trip from

$333
(Mytrip)

One-way from

$174
(Kiwi.com)

Popular in

September

Cheapest in

January

Average price

$261
From Oaxaca to Chicago (CHI)
Search Deals
One-way flight from Oaxaca to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 29% potential increase in price ($228 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 20% potential price decrease ($93 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oaxaca to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Oaxaca to Chicago that are best for you.

Fly from

Oaxaca

Fly to

Chicago

Route

Depart

Return

Price

OaxacaChicago

OAX - ORD

OAXORD

Oaxaca Xoxocotlan

Fri 3/13

8:56 am-11:06 pm

1 stop13h 10m

Chicago O'Hare Intl

Fri 3/20

11:59 pm-10:35 am

1 stop11h 36m

$333

OaxacaChicago

OAX - ORD

OAXORD

Oaxaca Xoxocotlan

Fri 3/13

1:10 pm-12:35 am

1 stop10h 25m

Chicago O'Hare Intl

Fri 3/20

11:59 pm-2:21 pm

2 stops15h 22m

$379

OaxacaChicago

OAX - ORD

OAXORD

Oaxaca Xoxocotlan

Sat 3/14

1:10 pm-5:36 am

1 stop15h 26m

Chicago O'Hare Intl

Sat 3/21

11:59 pm-12:20 pm

2 stops13h 21m

$415

OaxacaChicago

OAX - ORD

OAXORD

Oaxaca Xoxocotlan

Mon 3/30

2:28 pm-12:39 am

1 stop9h 11m

Chicago O'Hare Intl

Fri 4/10

1:40 am-8:13 am

1 stop7h 33m

$422

OaxacaChicago

OAX - ORD

OAXORD

Oaxaca Xoxocotlan

Thu 2/26

1:22 pm-11:56 pm

2 stops10h 34m

Chicago O'Hare Intl

Mon 3/2

5:53 pm-5:02 pm

2 stops23h 09m

$481

OaxacaChicago

OAX - MDW

OAXMDW

Oaxaca Xoxocotlan

Thu 2/19

9:34 am-10:31 pm

2 stops12h 57m

Chicago Midway

Mon 2/23

10:49 am-7:25 am

2 stops20h 36m

$867

OaxacaChicago

OAX - MDW

OAXMDW

Oaxaca Xoxocotlan

Mon 3/30

6:00 am-5:22 pm

2 stops10h 22m

Chicago Midway

Sat 4/11

6:00 am-9:10 pm

2 stops16h 10m

$1,212

OaxacaChicago

OAX - MDW

OAXMDW

Oaxaca Xoxocotlan

Fri 3/13

6:00 am-10:31 pm

2 stops15h 31m

Chicago Midway

Fri 3/20

10:45 am-7:21 am

2 stops21h 36m

$1,272

OaxacaChicago

OAX - MDW

OAXMDW

Oaxaca Xoxocotlan

Sat 3/14

8:10 am-10:31 pm

2 stops13h 21m

Chicago Midway

Sat 3/21

6:00 am-6:58 pm

2 stops13h 58m

$1,725

OaxacaChicago

OAX - ORD

OAXORD

Oaxaca Xoxocotlan

Mon 2/9

1:10 pm-11:25 pm

1 stop10h 15m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 25 results
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Best time to book a flight from Oaxaca to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Oaxaca with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Oaxaca to Chicago
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Oaxaca to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from State of Oaxaca to Chicago?

    For as low as $867, Volaris can have you in Chicago from State of Oaxaca in 12h 57m. Airlines will cover a distance of 1792 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from State of Oaxaca to Chicago one-way?

    For one-way options, check prices for Viva. According to our data, you can fly for as low as $158. Users have also found prices from $180 and $213 on Volaris and United Airlines, respectively.

  • Can I find deals for flights from Oaxaca to Chicago that include hotel bookings?

    Yes. In addition to deals on Oaxaca to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oaxaca to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oaxaca to Chicago.

  • Can I find deals for business class flights from Oaxaca to Chicago?

    Yes. Cheapflights offers flight deals from Oaxaca to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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