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Cheap flights from Chicago Midway Airport to Cancún from $269

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Cancún departing on 1/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Cancún

Cheap round-trip flights

Enter your travel dates to find the best prices.
Aeromexico Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$439Aeromexico
Find Deal
Tue, Jan 6 - Tue, Jan 13
Delta Logo
5:59 pm - 2:00 pmMDW-CZM
20h 01m2 stops
Delta Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$443Delta
Find Deal
Mon, Jan 5 - Fri, Jan 16
Aeromexico Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$459Aeromexico
Find Deal
Sun, Jan 11 - Sun, Jan 18
Aeromexico Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$469Aeromexico
Find Deal
Wed, Jan 28 - Wed, Feb 11
Aeromexico Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$475Aeromexico
Find Deal
Wed, Jan 21 - Sun, Jan 25
Aeromexico Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$476Aeromexico
Find Deal
Wed, Jan 21 - Sun, Jan 25
Aeromexico Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$484Aeromexico
Find Deal
Thu, Jan 8 - Wed, Jan 14
Delta Logo
5:59 pm - 2:00 pmMDW-CZM
20h 01m2 stops
Delta Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$488Delta
Find Deal
Thu, Jan 8 - Fri, Jan 16
Aeromexico Logo
6:00 am - 2:15 pmMDW-CZM
8h 15m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$494Aeromexico
Find Deal
Sat, Jan 3 - Wed, Jan 14
Volaris Logo
6:54 pm - 5:16 pmMDW-CZM
22h 22m2 stops
Volaris Logo
6:21 pm - 5:34 pmCZM-MDW
23h 13m2 stops
$665Volaris
Find Deal
Fri, Nov 7 - Tue, Nov 11

Aeromexico flights from Chicago Midway Airport to Cozumel

Our best Aeromexico deals on Chicago Midway Airport to Cozumel flight tickets
Aeromexico
Jan 6
MDW6:00 amChicago Midway
8h 00m
1 stop
CZM2:00 pmCozumel
Jan 13
CZM3:15 pmCozumel
6h 31m
1 stop
MDW9:46 pmChicago Midway
$439
Find similar
Aeromexico
Jan 11
MDW6:00 amChicago Midway
8h 00m
1 stop
CZM2:00 pmCozumel
Jan 18
CZM3:15 pmCozumel
6h 31m
1 stop
MDW9:46 pmChicago Midway
$459
Find similar
Aeromexico
Jan 28
MDW6:00 amChicago Midway
8h 00m
1 stop
CZM2:00 pmCozumel
Feb 11
CZM3:15 pmCozumel
6h 31m
1 stop
MDW9:46 pmChicago Midway
$469
Find similar

Delta flights from Chicago Midway Airport to Cozumel

Our best Delta deals on Chicago Midway Airport to Cozumel flight tickets
Delta
Jan 5
MDW5:59 pmChicago Midway
20h 01m
2 stops
CZM2:00 pmCozumel
Jan 16
CZM3:15 pmCozumel
6h 31m
1 stop
MDW9:46 pmChicago Midway
$443
Find similar
Delta
Jan 8
MDW5:59 pmChicago Midway
20h 01m
2 stops
CZM2:00 pmCozumel
Jan 16
CZM3:15 pmCozumel
6h 31m
1 stop
MDW9:46 pmChicago Midway
$488
Find similar
Delta
Jan 3
MDW6:00 amChicago Midway
8h 15m
1 stop
CZM2:15 pmCozumel
Jan 13
CZM3:15 pmCozumel
21h 20m
2 stops
MDW12:35 pmChicago Midway
$498
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Cozumel 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, momondo users made 832,500 searches. Data last updated October 16, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Cozumel that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Tue 1/6

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Tue 1/13

3:15 pm-9:46 pm

1 stop6h 31m

$439

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Mon 1/5

5:59 pm-2:00 pm

2 stops20h 01m

Cozumel

Fri 1/16

3:15 pm-9:46 pm

1 stop6h 31m

$443

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sun 1/11

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Sun 1/18

3:15 pm-9:46 pm

1 stop6h 31m

$459

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 1/28

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Wed 2/11

3:15 pm-9:46 pm

1 stop6h 31m

$469

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 1/21

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Sun 1/25

3:15 pm-9:46 pm

1 stop6h 31m

$475

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 1/21

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Sun 1/25

3:15 pm-9:46 pm

1 stop6h 31m

$476

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Thu 1/8

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Wed 1/14

3:15 pm-9:46 pm

1 stop6h 31m

$484

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Thu 1/8

5:59 pm-2:00 pm

2 stops20h 01m

Cozumel

Fri 1/16

3:15 pm-9:46 pm

1 stop6h 31m

$488

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sat 1/3

6:00 am-2:15 pm

1 stop8h 15m

Cozumel

Wed 1/14

3:15 pm-9:46 pm

1 stop6h 31m

$494

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Fri 11/7

6:54 pm-5:16 pm

2 stops22h 22m

Cozumel

Tue 11/11

6:21 pm-5:34 pm

2 stops23h 13m

$665

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago Midway Airport to Cozumel

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Cozumel?

On average, the least expensive day to fly to Cozumel from Chicago Midway Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $385. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Cozumel for around $634.

What is the cheapest time of day to depart on your flight to Cozumel?

Our data shows that the cheapest Chicago Midway Airport to Cozumel flights are usually those with departure times in the afternoon. Our users have found flights to Cozumel in the afternoon for as low as $424. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $634 on average. Flights to Cozumel from Chicago Midway Airport in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Chicago Midway Airport to Cozumel

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Cozumel according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Cozumel (MDW to CZM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Cozumel

Direct flights

None
There are no direct flights from Chicago Midway Airport to Cozumel. There are no popular flight routes from Chicago Midway Airport to Cozumel.
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  • How far is Chicago Midway to Cozumel by plane?

    There are 1470.6 mi between Chicago Midway and Cozumel. A reasonable flight in good conditions will take 8h 00m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Cozumel Airport?

    Prices for flights from Chicago Midway Airport to Cozumel Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Cozumel Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Cozumel Airport.

  • What documentation or ID do you need to fly to Cozumel Airport?

    The travel and health documents you'll need for your trip to Cozumel Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cozumel Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cozumel?

Finding the right flight to Cozumel from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cozumel quick and easy, saving you time and money.

Can I find flights from Chicago to Cozumel with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Cozumel flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Cozumel?

momondo provides multiple filters to help you find the best flight to Cozumel from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Cozumel right now. Can momondo alert me if prices change?

Price alerts on flights to Cozumel from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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