$204 Find Cheap Flights from Cancun to Chicago Midway Airport - Compare and Save

Among airlines operating Cancún to Chicago Midway Airport flights:

• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Only Southwest operates flights between Cancún and Chicago Midway Airport.

Flights from Cancún to Chicago Midway Airport usually depart from Cancun (CUN) and arrive at Chicago Midway (MDW).

Here are some options for this route, based on selected ticket types and cabin classes:

• Southwest: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Only Economy Class is available on flights from Cancún to Chicago Midway Airport.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $393 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $415 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Airbus A321 (sharklets) family is used most often on this route, operated mainly by Spirit Airlines. Other aircraft seen on the route include Airbus A320-100/200 variants.

Connecting flights from Cancún to Chicago Midway Airport most commonly pass through:

• Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections
• Houston Hobby (HOU) - 50% of one-stop connections
Together, these airports account for 100% of one-stop bookings on this route.

On the Cancún to Chicago Midway Airport route, being flexible with your departure day can save you up to 49%. Saturday is the cheapest day at $340 round-trip on average, while Tuesday is the most expensive at $665: a $325 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Cancún to Chicago Midway Airport route, 20% of flights were delayed in the past 3 months, with delays averaging 3 hours 19 minutes.

Afternoon is the busiest departure period on Cancún to Chicago Midway Airport flights, with 100% of flights leaving in that window. Morning departures account for 0%, evening flights for 0%, and night flights for 0%.

Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.

These are the earliest and latest flight times available from Cancún to Chicago Midway Airport:

• Earliest: departs at 8:20 am and lands at 11:59 am
• Latest: departs at 6:00 pm and lands at 9:39 pm.

The flight takes about 3h 39m.

A nonstop flight from Cancún to Chicago Midway Airport takes 3h 39m, covering 1,434 miles.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $333 to $1,884. That means the highest observed fare was about 6x higher than the lowest one.

One-way fares from Cancún to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $210, which is 38% below the typical average for this route.

Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 6h 27m, compared with 6h 56m via Houston Hobby (HOU).

Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Round-trip flights from Cancún to Chicago Midway Airport range from $398 to $615, with an average of $474 over the past 12 months. Anything below $398 counts as a good deal.