$331 Cheap Flights from Oaxaca Intl. (OAX) to Chicago (MDW)

View $331 flight on Thu, Oct 30, 2025Opens in a new window

Popular airlines from Oaxaca Intl. Airport to Chicago Midway Airport (MDW)

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Cheap Flights from Oaxaca Intl. to Chicago (OAX-MDW)

Prices were available within the past 7 days and start at $331 for one-way flights and $420 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Aeromexico
Tue, Sep 30 - Tue, Oct 7
OAX
Oaxaca
MDW
Chicago
$420 Roundtrip, found 3 days ago
$420
Roundtrip
found 3 days ago
Select Aeromexico flight, departing Tue, Sep 30 from Oaxaca to Chicago, returning Tue, Oct 7, priced at $420 found 3 days ago
Delta
Thu, Oct 30 - Mon, Nov 10
OAX
Oaxaca
MDW
Chicago
$534 Roundtrip, found 1 day ago
$534
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 30 from Oaxaca to Chicago, returning Mon, Nov 10, priced at $534 found 1 day ago
Delta
Thu, Oct 30 - Mon, Nov 10
OAX
Oaxaca
MDW
Chicago
$604 Roundtrip, found 1 day ago
$604
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 30 from Oaxaca to Chicago, returning Mon, Nov 10, priced at $604 found 1 day ago
Aeromexico
Tue, Sep 30 - Tue, Oct 7
OAX
Oaxaca
MDW
Chicago
$617 Roundtrip, found 3 days ago
$617
Roundtrip
found 3 days ago
Select Aeromexico flight, departing Tue, Sep 30 from Oaxaca to Chicago, returning Tue, Oct 7, priced at $617 found 3 days ago
Aeromexico
Tue, Sep 30 - Sun, Oct 12
OAX
Oaxaca
MDW
Chicago
$627 Roundtrip, found 4 days ago
$627
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Tue, Sep 30 from Oaxaca to Chicago, returning Sun, Oct 12, priced at $627 found 4 days ago
Delta
Thu, Oct 30 - Mon, Nov 10
OAX
Oaxaca
MDW
Chicago
$648 Roundtrip, found 1 day ago
$648
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 30 from Oaxaca to Chicago, returning Mon, Nov 10, priced at $648 found 1 day ago
Delta
Tue, Sep 30 - Tue, Oct 7
OAX
Oaxaca
MDW
Chicago
$654 Roundtrip, found 3 days ago
$654
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 30 from Oaxaca to Chicago, returning Tue, Oct 7, priced at $654 found 3 days ago
Aeromexico
Tue, Sep 30 - Sun, Oct 12
OAX
Oaxaca
MDW
Chicago
$666 Roundtrip, found 4 days ago
$666
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Tue, Sep 30 from Oaxaca to Chicago, returning Sun, Oct 12, priced at $666 found 4 days ago
Delta
Wed, Oct 1 - Tue, Nov 4
OAX
Oaxaca
MDW
Chicago
$682 Roundtrip, found 3 days ago
$682
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 1 from Oaxaca to Chicago, returning Tue, Nov 4, priced at $682 found 3 days ago
Delta
Tue, Sep 30 - Tue, Oct 7
OAX
Oaxaca
MDW
Chicago
$690 Roundtrip, found 3 days ago
$690
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 30 from Oaxaca to Chicago, returning Tue, Oct 7, priced at $690 found 3 days ago

Frequently asked questions

How much does a flight from Xoxocotlan Intl. Airport (OAX) to Midway Intl. Airport (MDW) cost?
Secure a cheap one-way flight from $331 or cheap return flight from $420 from Xoxocotlan Intl. Airport (OAX) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Xoxocotlan Intl. Airport (OAX) to Midway Intl. Airport (MDW)?
September is the most affordable month to fly from OAX to MDW. Timing your trip outside of the busy season is often the key to better flight prices.
What is the cheapest airline that flies from Xoxocotlan Intl. Airport (OAX) to Midway Intl. Airport (MDW)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll take you from OAX to MDW. Then, sort your results by "Price (lowest to highest)" to snag the best deal available.
How many flights per day from Xoxocotlan Intl. Airport (OAX) to Midway Intl. Airport (MDW)?
There are no daily nonstop flights available from Xoxocotlan Intl. Airport (OAX) to Midway Intl. Airport (MDW). But you can book flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way in no time.
What day of the week has the most flights from OAX to MDW?
Generally you'll find the largest variety of flight choices on a Friday. Tuesdays tend to be the quietest.* However, this can vary based on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Xoxocotlan Intl. Airport (OAX) to Midway Intl. Airport (MDW)?
Opt for a flight from Xoxocotlan Intl. Airport (OAX) to Midway Intl. Airport (MDW) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures later than this are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Xoxocotlan Intl. Airport (OAX) to Midway Intl. Airport (MDW) last-minute?
Last-minute bookings from OAX to MDW are typically more expensive. For the best rates, start searching for flights well ahead of time. That said, if you're flexible with your travel dates, you may land a cheap fare right before your trip.
Is it cheaper to book an OAX to MDW flight and hotel package?
Securing an OAX to MDW flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Choose from our impressive range of stays and then add car rentals, activities and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Xoxocotlan Intl. Airport (OAX) to Midway Intl. Airport (MDW)?
If you reserved your OAX to MDW flight within the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Travel information

Travel information

Origin airport
Oaxaca Intl.
Destination airport
Midway Intl.
Airlines serving
Aeromexico, Delta
Roundtrip price
$419
Distance
1793 mi

Book with confidence

Book with confidence

Oaxaca Intl. to Chicago Flights

The cheapest times to fly from Oaxaca Intl. to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Oaxaca Intl. to Chicago are during the month of September. You can find some of the cheapest flights from Oaxaca Intl. to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Oaxaca Intl. to Chicago

Sunday is one of the best days to book for cheap flights from Oaxaca Intl. to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Oaxaca Intl. to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Oaxaca Intl. to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $331 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Oaxaca Intl. to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Oaxaca Intl. to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Oaxaca Intl. to Chicago Flights

Explore a world of travel with Expedia

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*Available to One Key members.