Cheap flights from Chicago to Oaxaca

Flights overview

Useful information for finding cheap flights from Chicago to Oaxaca and booking your next trip
Cheapest round-trip flights $309
Volaris 1 stop 13 hr Fri, Jul 3 — Thu, Jul 9
The cheapest round-trip flight from Chicago to Oaxaca is currently $309
Cheapest one-way flight $115
Volaris 1 stop 13 hr Wed, Jul 8
The cheapest one-way flight from Chicago to Oaxaca is currently $115
Last-minute weekend getaway $352
Volaris 1 stop 8 hr Thu, Apr 23 — Sun, Apr 26
The cheapest last-minute weekend getaway from Chicago to Oaxaca is currently $352
Cheapest business class flights $877
United 1 stop 13 hr Mon, Jun 1 — Mon, Jun 8
The cheapest business class round-trip flight from Chicago to Oaxaca is currently $877
Fastest flight 6 hr 17 min The fastest flight with stops from Chicago to Oaxaca takes 6 hr 17 min
Nonstop flights None There are no direct flights on this route.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Oaxaca is typically September. The most expensive month to fly is typically July.
September
Cheapest
Typical prices: $280–440
July
Most expensive
Typical prices: $450–630

Popular airlines from Chicago to Oaxaca

  • United
    from $587
    Typical price: $540–950
    258 weekly connecting flights
    ORD - OAX Every day
  • Aeromexico
    from $560
    Typical price: $530–1,100
    53 weekly connecting flights
    ORD - OAX Every day
  • American
    from $605
    Typical price: $560–1,150
    44 weekly connecting flights
    ORD - OAX Every day
  • Volaris
    from $311
    Typical price: $320–660
    44 weekly connecting flights
    MDW, ORD - OAX Every day
  • Viva
    from $337
    Typical price: $330–710
    25 weekly connecting flights
    ORD - OAX Every day

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 25 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 24 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Oaxaca

  • Oaxaca International Airport (OAX)
    Oaxaca Mexico 30 min 5 mi
  • Mexico City International Airport Benito Juárez (MEX)
    Mexico City Mexico 5 hr 43 min 224 mi
  • Puerto Escondido International Airport (PXM)
    Puerto Escondido Mexico 3 hr 11 min 86 mi

Frequently asked questions about flying from Chicago to Oaxaca

The cheapest flights from Chicago to Oaxaca are usually in September. Typical ticket prices in September range from $280 to $440.
The cheapest round-trip flight from Chicago to Oaxaca recently found on Google Flights was with Volaris from $309. The cheapest one-way flight was with Volaris from $115.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Chicago to Oaxaca is $587, flying from Jun 8 to Jun 15.
  • The cheapest Aeromexico flight from Chicago to Oaxaca is $560, flying from Jun 18 to Jun 24.
  • The cheapest American flight from Chicago to Oaxaca is $605, flying from Jun 27 to Jul 3.
  • The cheapest Volaris flight from Chicago to Oaxaca is $311, flying from May 15 to May 21.
  • The cheapest Viva flight from Chicago to Oaxaca is $337, flying from May 2 to May 8.
The cheapest round-trip flight from Chicago to Oaxaca starts at $309 from Fri, Jul 3 to Thu, Jul 9. The cheapest one-way flight starts at $115 and departs on Wed, Jul 8.
6 hr 17 min is the shortest flight time from Chicago to Oaxaca.
Oaxaca is a year-round destination, though Dec–Jan is an especially popular time to visit. Oaxaca enjoys consistently warm temperatures, with a dry season Oct–Apr. Major festivals include Easter (Mar/Apr), when religious processions take place. The Guelaguetza (Jul/Aug) centers on traditional dancing. On Día de los Muertos (Oct–Nov), families visit cemeteries and decorate the graves of loved ones. The Noche de Rábanos, or Night of the Radishes (Dec), features elaborate displays and carvings made from the vegetable.
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Oaxaca.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Chicago to Oaxaca really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Oaxaca.

In terms of flights, United is the most popular. United offers 258 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Oaxaca International Airport (OAX) .

Other popular airlines flying from Chicago to Oaxaca are:
  • Aeromexico offers 53 connecting flights per week. Aeromexico flies from Chicago O'Hare International Airport (ORD) to Oaxaca International Airport (OAX) .
  • American offers 44 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Oaxaca International Airport (OAX) .
  • Volaris offers 44 connecting flights per week. Volaris flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Oaxaca International Airport (OAX) .
  • Viva offers 25 connecting flights per week. Viva flies from Chicago O'Hare International Airport (ORD) to Oaxaca International Airport (OAX) .
The number of connecting flights refers to distinct flights with at least one stop between Chicago and Oaxaca.
The cheapest round-trip flight from Chicago to Oaxaca recently found on Google Flights was with Volaris from $309. The cheapest one-way flight was with Volaris from $115.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Chicago to Oaxaca is $587, flying from Jun 8 to Jun 15.
  • The cheapest Aeromexico flight from Chicago to Oaxaca is $560, flying from Jun 18 to Jun 24.
  • The cheapest American flight from Chicago to Oaxaca is $605, flying from Jun 27 to Jul 3.
  • The cheapest Volaris flight from Chicago to Oaxaca is $311, flying from May 15 to May 21.
  • The cheapest Viva flight from Chicago to Oaxaca is $337, flying from May 2 to May 8.
No airline flies direct from Chicago to Oaxaca.
  • There are 258 United connecting flights from Chicago to Oaxaca per week. Flights are available every day.
  • There are 53 Aeromexico connecting flights from Chicago to Oaxaca per week. Flights are available every day.
  • There are 44 American connecting flights from Chicago to Oaxaca per week. Flights are available every day.
  • There are 44 Volaris connecting flights from Chicago to Oaxaca per week. Flights are available every day.
  • There are 25 Viva connecting flights from Chicago to Oaxaca per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Chicago and Oaxaca at price $352 is offered by Volaris from Thu, Apr 23 to Sun, Apr 26.
No airline flies direct from Chicago to Oaxaca.
  • There are 258 United connecting flights from Chicago to Oaxaca per week. Flights are available every day.
  • There are 53 Aeromexico connecting flights from Chicago to Oaxaca per week. Flights are available every day.
  • There are 44 American connecting flights from Chicago to Oaxaca per week. Flights are available every day.
  • There are 44 Volaris connecting flights from Chicago to Oaxaca per week. Flights are available every day.
  • There are 25 Viva connecting flights from Chicago to Oaxaca per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are no direct flights from Chicago to Oaxaca.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Oaxaca, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and Oaxaca start at $877 from Mon, Jun 1 to Mon, Jun 8 with United.
The cheapest economy class round-trip flights between Chicago and Oaxaca start at $309 from Fri, Jul 3 to Thu, Jul 9.
To book business class trips from Chicago to Oaxaca, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and Oaxaca starts at $352 from Thu, Apr 23 to Sun, Apr 26 with Volaris.
The cheapest last-minute deal between Chicago and Oaxaca at price $352 is offered by Volaris from Thu, Apr 23 to Sun, Apr 26.
To find last-minute flight deals from Chicago to Oaxaca, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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