$181+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
OAX — CHI
Aug 24 — Aug 311
Round-trip
1 adult, Economy
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Cheapest flights from Oaxaca to ChicagoExplore 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 July 25, 2026.
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 July 25, 2026.
This Viva deal was found by Cheapflights users on 7/24. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:39 pm
OAX
- ORD
1 stop22h 13m
Viva
Mon 9/284:22 pm
ORD
- OAX
1 stop23h 47m
Viva
Deal found 7/24![Viva logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Sat 9/267:34 pm
OAX
- ORD
1 stop9h 18m
Multiple Airlines
Mon 9/284:22 pm
ORD
- OAX
2 stops20h 42m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Mon 11/29:53 pm
OAX
- ORD
2 stops23h 41m
Multiple Airlines
Mon 11/911:58 pm
ORD
- OAX
1 stop8h 21m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$404
This Booking.com deal was found by Cheapflights users on 7/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:34 pm
OAX
- ORD
1 stop9h 18m
Multiple Airlines
Sun 8/161:30 am
ORD
- OAX
1 stop20h 05m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$410
This Booking.com deal was found by Cheapflights users on 7/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:29 pm
OAX
- ORD
1 stop13h 12m
Multiple Airlines
Sun 8/161:30 am
ORD
- OAX
1 stop20h 05m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$440
This Booking.com deal was found by Cheapflights users on 7/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:45 pm
OAX
- ORD
1 stop13h 24m
Multiple Airlines
Mon 8/171:30 am
ORD
- OAX
1 stop14h 30m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$462
This Volaris deal was found by Cheapflights users on 7/25. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/102:29 pm
OAX
- ORD
1 stop9h 26m
Volaris
Fri 8/146:21 am
ORD
- OAX
1 stop12h 56m
Volaris
Deal found 7/25![Volaris logo]()
$485
This Volaris deal was found by Cheapflights users on 7/22. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:45 pm
OAX
- ORD
1 stop13h 24m
Volaris
Tue 8/41:49 pm
ORD
- OAX
1 stop8h 20m
Volaris
Deal found 7/22![Volaris logo]()
$510
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Thu 8/138:56 am
OAX
- MDW
2 stops12h 07m
Multiple Airlines
Mon 8/178:23 pm
MDW
- OAX
1 stop22h 54m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$549
This Delta deal was found by Cheapflights users on 7/25. 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.
Tue 10/68:05 am
OAX
- MDW
2 stops13h 20m
Delta
Tue 10/1310:58 am
MDW
- OAX
2 stops12h 41m
Delta
Deal found 7/25![Delta logo]()
$738
This FlightHub deal was found by Cheapflights users on 7/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:56 am
OAX
- MDW
2 stops25h 02m
Frontier
Thu 10/151:02 pm
MDW
- OAX
2 stops31h 31m
Frontier
Deal found 7/21![Frontier logo]()
$779
This Delta deal was found by Cheapflights users on 7/24. 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.
Wed 8/126:00 am
OAX
- MDW
2 stops15h 36m
Delta
Mon 8/1712:46 pm
MDW
- OAX
2 stops10h 53m
Delta
Deal found 7/24![Delta logo]()
$803
Best flights from Oaxaca to ChicagoDiscover carefully curated flight deals from Oaxaca to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 25, 2026.
Discover carefully curated flight deals from Oaxaca to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 25, 2026.
This Viva deal was found by Cheapflights users on 7/24. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:39 pm
OAX
- ORD
1 stop22h 13m
Viva
Mon 9/284:22 pm
ORD
- OAX
1 stop23h 47m
Viva
Deal found 7/24![Viva logo]()
$317
This Volaris deal was found by Cheapflights users on 7/22. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/102:29 pm
OAX
- ORD
1 stop9h 26m
Volaris
Fri 8/146:21 am
ORD
- OAX
1 stop12h 56m
Volaris
Deal found 7/22![Volaris logo]()
$530
This Aeromexico deal was found by Cheapflights users on 7/19. 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 8/2712:06 pm
OAX
- ORD
1 stop10h 47m
Aeromexico
Mon 8/316:40 am
ORD
- OAX
2 stops16h 59m
Aeromexico
Deal found 7/19![Aeromexico logo]()
$560
This Delta deal was found by Cheapflights users on 7/20. 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.
Tue 10/63:12 pm
OAX
- ORD
1 stop7h 41m
Delta
Mon 10/121:50 am
ORD
- OAX
1 stop13h 36m
Delta
Deal found 7/20![Delta logo]()
$573
This FlightHub deal was found by Cheapflights users on 7/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:56 am
OAX
- MDW
2 stops25h 02m
Frontier
Thu 10/151:02 pm
MDW
- OAX
2 stops31h 31m
Frontier
Deal found 7/21![Frontier logo]()
$779
This Volaris deal was found by Cheapflights users on 7/24. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:34 pm
OAX
- ORD
1 stop9h 18m
Volaris
Wed 10/141:40 am
ORD
- OAX
1 stop7h 33m
Volaris
Deal found 7/24![Volaris logo]()
$563
This Delta deal was found by Cheapflights users on 7/22. 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.
Wed 10/73:12 pm
OAX
- ORD
1 stop7h 41m
Delta
Sun 10/111:50 am
ORD
- OAX
1 stop13h 36m
Delta
Deal found 7/22![Delta logo]()
$580
This Volaris deal was found by Cheapflights users on 7/21. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:29 pm
OAX
- ORD
1 stop9h 26m
Volaris
Tue 10/131:40 am
ORD
- OAX
1 stop7h 33m
Volaris
Deal found 7/21![Volaris logo]()
$588
This Delta deal was found by Cheapflights users on 7/25. 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.
Tue 10/68:05 am
OAX
- MDW
2 stops13h 20m
Delta
Tue 10/1310:58 am
MDW
- OAX
2 stops12h 41m
Delta
Deal found 7/25![Delta logo]()
$738
This FlightHub deal was found by Cheapflights users on 7/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:56 am
OAX
- MDW
2 stops25h 02m
Frontier
Wed 10/141:02 pm
MDW
- OAX
2 stops55h 31m
Frontier
Deal found 7/23![Frontier logo]()
$841
This Delta deal was found by Cheapflights users on 7/24. 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.
Wed 8/126:00 am
OAX
- MDW
2 stops15h 36m
Delta
Mon 8/1712:46 pm
MDW
- OAX
2 stops10h 53m
Delta
Deal found 7/24![Delta logo]()
$803
Last-minute flights from Oaxaca to ChicagoDiscover last-minute flight deals from Oaxaca to Chicago. Data last updated July 25, 2026 and is based on user searches.
Discover last-minute flight deals from Oaxaca to Chicago. Data last updated July 25, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 7/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:45 pm
OAX
- ORD
1 stop13h 24m
Multiple Airlines
Mon 8/171:30 am
ORD
- OAX
1 stop14h 30m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$462
This Volaris deal was found by Cheapflights users on 7/22. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:45 pm
OAX
- ORD
1 stop13h 24m
Volaris
Tue 8/41:49 pm
ORD
- OAX
1 stop8h 20m
Volaris
Deal found 7/22![Volaris logo]()
$510
This Volaris deal was found by Cheapflights users on 7/22. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/102:29 pm
OAX
- ORD
1 stop9h 26m
Volaris
Fri 8/146:21 am
ORD
- OAX
1 stop12h 56m
Volaris
Deal found 7/22![Volaris logo]()
$530
This Delta deal was found by Cheapflights users on 7/23. 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 8/108:12 am
OAX
- MDW
2 stops13h 24m
Delta
Mon 8/1710:54 am
MDW
- OAX
2 stops12h 45m
Delta
Deal found 7/23![Delta logo]()
$1,128
This Booking.com deal was found by Cheapflights users on 7/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:34 pm
OAX
- ORD
1 stop9h 18m
Multiple Airlines
Sun 8/161:30 am
ORD
- OAX
1 stop20h 05m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$410
This Delta deal was found by Cheapflights users on 7/24. 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.
Wed 8/126:00 am
OAX
- MDW
2 stops15h 36m
Delta
Mon 8/1712:46 pm
MDW
- OAX
2 stops10h 53m
Delta
Deal found 7/24![Delta logo]()
$803
This Booking.com deal was found by Cheapflights users on 7/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:29 pm
OAX
- ORD
1 stop13h 12m
Multiple Airlines
Sun 8/161:30 am
ORD
- OAX
1 stop20h 05m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$440
This Mytrip deal was found by Cheapflights users on 7/24. 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.
Thu 8/136:20 am
OAX
- ORD
3 stops21h 21m
Volaris
Sun 8/161:40 am
ORD
- OAX
1 stop7h 33m
Volaris
Deal found 7/24![Volaris logo]()
$522
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Thu 8/138:56 am
OAX
- MDW
2 stops12h 07m
Multiple Airlines
Mon 8/178:23 pm
MDW
- OAX
1 stop22h 54m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$549
This Delta deal was found by Cheapflights users on 7/24. 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.
Thu 8/136:05 am
OAX
- MDW
2 stops15h 31m
Delta
Mon 8/1712:46 pm
MDW
- OAX
2 stops10h 53m
Delta
Deal found 7/24![Delta logo]()
$840
This Aeromexico deal was found by Cheapflights users on 7/19. 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 8/2712:06 pm
OAX
- ORD
1 stop10h 47m
Aeromexico
Mon 8/316:40 am
ORD
- OAX
2 stops16h 59m
Aeromexico
Deal found 7/19![Aeromexico logo]()
$560
One-way flights from Oaxaca to ChicagoSearch for one-way flight options from Oaxaca to Chicago. Find affordable one-way fares based on user searches. Data last updated July 25, 2026.
Search for one-way flight options from Oaxaca to Chicago. Find affordable one-way fares based on user searches. Data last updated July 25, 2026.
This Mytrip deal was found by Cheapflights users on 7/21. 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.
Sat 10/37:34 pm
OAX
- ORD
1 stop9h 18m
Volaris
Deal found 7/21![Volaris logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Sat 11/147:31 pm
OAX
- ORD
1 stop9h 05m
Volaris
Deal found 7/21![Volaris logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Sun 11/12:20 pm
OAX
- ORD
1 stop8h 35m
Viva
Deal found 7/24![Viva logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Sat 10/317:46 pm
OAX
- ORD
1 stop8h 50m
Volaris
Deal found 7/24![Volaris logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Thu 11/57:31 pm
OAX
- ORD
1 stop9h 05m
Volaris
Deal found 7/24![Volaris logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 10/3010:47 pm
OAX
- ORD
2 stops13h 23m
Viva
Deal found 7/24![Viva logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Mon 11/29:53 pm
OAX
- ORD
2 stops23h 41m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Sun 11/12:20 pm
OAX
- ORD
2 stops31h 14m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sun 11/298:41 pm
OAX
- ORD
2 stops26h 58m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$266
This Volaris deal was found by Cheapflights users on 7/23. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/297:31 pm
OAX
- ORD
1 stop9h 05m
Volaris
Deal found 7/23![Volaris logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Sat 10/313:39 pm
OAX
- ORD
2 stops12h 59m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Sat 10/313:39 pm
OAX
- MDW
2 stops44h 28m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$281
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 July 25, 2026.
Round-trip from | $317 (Viva) |
|---|---|
One-way from | $181 (Mytrip) |
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 July 25, 2026.
Use the filters below to find and compare flights from Oaxaca to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaxacaChicago
OAX - ORD
OAXORD
Oaxaca Xoxocotlan
Sat 9/26
3:39 pm-2:52 pm
1 stop22h 13m
Chicago O'Hare Intl
Mon 9/28
4:22 pm-3:09 pm
1 stop23h 47m
$317
OaxacaChicago
OAX - ORD
OAXORD
Oaxaca Xoxocotlan
Mon 8/10
2:29 pm-12:55 am
1 stop9h 26m
Chicago O'Hare Intl
Fri 8/14
6:21 am-6:17 pm
1 stop12h 56m
$530
OaxacaChicago
OAX - ORD
OAXORD
Oaxaca Xoxocotlan
Thu 8/27
12:06 pm-11:53 pm
1 stop10h 47m
Chicago O'Hare Intl
Mon 8/31
6:40 am-10:39 pm
2 stops16h 59m
$560
Quickest round-trip
OaxacaChicago
OAX - ORD
OAXORD
Oaxaca Xoxocotlan
Fri 10/9
7:34 pm-5:52 am
1 stop9h 18m
Chicago O'Hare Intl
Wed 10/14
1:40 am-8:13 am
1 stop7h 33m
$563
OaxacaChicago
OAX - ORD
OAXORD
Oaxaca Xoxocotlan
Tue 10/6
3:12 pm-11:53 pm
1 stop7h 41m
Chicago O'Hare Intl
Mon 10/12
1:50 am-2:26 pm
1 stop13h 36m
$573
OaxacaChicago
OAX - ORD
OAXORD
Oaxaca Xoxocotlan
Wed 10/7
3:12 pm-11:53 pm
1 stop7h 41m
Chicago O'Hare Intl
Sun 10/11
1:50 am-2:26 pm
1 stop13h 36m
$580
OaxacaChicago
OAX - ORD
OAXORD
Oaxaca Xoxocotlan
Thu 10/8
2:29 pm-12:55 am
1 stop9h 26m
Chicago O'Hare Intl
Tue 10/13
1:40 am-8:13 am
1 stop7h 33m
$588
OaxacaChicago
OAX - MDW
OAXMDW
Oaxaca Xoxocotlan
Tue 10/6
8:05 am-10:25 pm
2 stops13h 20m
Chicago Midway
Tue 10/13
10:58 am-10:39 pm
2 stops12h 41m
$738
OaxacaChicago
OAX - MDW
OAXMDW
Oaxaca Xoxocotlan
Thu 10/8
8:56 am-10:58 am
2 stops25h 02m
Chicago Midway
Thu 10/15
1:02 pm-7:33 pm
2 stops31h 31m
$779
OaxacaChicago
OAX - MDW
OAXMDW
Oaxaca Xoxocotlan
Wed 8/12
6:00 am-10:36 pm
2 stops15h 36m
Chicago Midway
Mon 8/17
12:46 pm-10:39 pm
2 stops10h 53m
$803
Showing 1-10 of 27 resultsSorted by cheapest first
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OAX-ORD
OAX-MDW
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MXOA-CHI
OAX-ORD
OAX-MDW
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Oaxaca and Chicago flights
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Top airline flying from Oaxaca to Chicago
Discover the top airline that operate flights from Oaxaca to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$288 | Average$293 | FlexibilityNo cancel fee | On-time79% |