Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to Cancún from $268

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 9/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to Cancún (MDW-CZM)

Cheap round-trip flights

Delta Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Delta Logo
2:21 pm - 9:23 amCZM-MDW
19h 02m2 stops
$523Delta
Find Deal
Fri, Jan 16 - Fri, Jan 23
Delta Logo
5:59 pm - 2:00 pmMDW-CZM
20h 01m2 stops
Delta Logo
2:21 pm - 9:23 amCZM-MDW
19h 02m2 stops
$532Delta
Find Deal
Sat, Jan 17 - Fri, Jan 23
Aeromexico Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$548Aeromexico
Find Deal
Fri, Jan 16 - Sat, Jan 24
Aeromexico Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$558Aeromexico
Find Deal
Sun, Jan 18 - Fri, Jan 23
Aeromexico Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$563Aeromexico
Find Deal
Wed, Jan 14 - 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
$588Aeromexico
Find Deal
Sat, Jan 31 - Sat, Feb 7
Aeromexico Logo
6:00 am - 2:00 pmMDW-CZM
8h 00m1 stop
Aeromexico Logo
3:15 pm - 9:46 pmCZM-MDW
6h 31m1 stop
$593Aeromexico
Find Deal
Sun, Jan 18 - Sat, Jan 24
Logo
8:39 pm - 7:35 pmMDW-CZM
23h 56m3 stops
Logo
5:42 pm - 7:16 pmCZM-MDW
24h 34m2 stops
$674
Find Deal
Thu, Sep 18 - Thu, Sep 25
Logo
8:39 pm - 5:15 pmMDW-CZM
21h 36m3 stops
Logo
5:42 pm - 7:16 pmCZM-MDW
24h 34m3 stops
$699
Find Deal
Thu, Sep 18 - Thu, Sep 25
Volaris Logo
8:39 pm - 4:52 pmMDW-CZM
21h 13m2 stops
Volaris Logo
5:42 pm - 7:16 pmCZM-MDW
24h 34m2 stops
$844Volaris
Find Deal
Thu, Sep 18 - Thu, Sep 25

Aeromexico flights from Chicago Midway Airport to Cozumel

Our best Aeromexico deals on Chicago Midway Airport to Cozumel flight tickets
Aeromexico
Jan 16
MDW6:00 amChicago Midway
8h 00m
1 stop
CZM2:00 pmCozumel
Jan 24
CZM3:15 pmCozumel
6h 31m
1 stop
MDW9:46 pmChicago Midway
$548
Find similar
Aeromexico
Jan 18
MDW6:00 amChicago Midway
8h 00m
1 stop
CZM2:00 pmCozumel
Jan 23
CZM3:15 pmCozumel
6h 31m
1 stop
MDW9:46 pmChicago Midway
$558
Find similar
Aeromexico
Jan 14
MDW6:00 amChicago Midway
8h 00m
1 stop
CZM2:00 pmCozumel
Jan 18
CZM3:15 pmCozumel
6h 31m
1 stop
MDW9:46 pmChicago Midway
$563
Find similar

Volaris flights from Chicago Midway Airport to Cozumel

Our best Volaris deals on Chicago Midway Airport to Cozumel flight tickets
Volaris
Sep 18
MDW8:39 pmChicago Midway
21h 13m
2 stops
CZM4:52 pmCozumel
Sep 25
CZM5:42 pmCozumel
24h 34m
2 stops
MDW7:16 pmChicago Midway
$844
Find similar
Volaris
Aug 17
MDW8:39 pmChicago Midway
21h 13m
2 stops
CZM4:52 pmCozumel
Aug 22
CZM5:42 pmCozumel
21h 23m
3 stops
MDW4:05 pmChicago Midway
$1,538
Find similar
Volaris
Aug 17
MDW8:39 pmChicago Midway
21h 13m
3 stops
CZM4:52 pmCozumel
Aug 22
CZM5:42 pmCozumel
21h 23m
3 stops
MDW4:05 pmChicago Midway
$1,547
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 August 6, 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

Fri 1/16

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Fri 1/23

2:21 pm-9:23 am

2 stops19h 02m

$523

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sat 1/17

5:59 pm-2:00 pm

2 stops20h 01m

Cozumel

Fri 1/23

2:21 pm-9:23 am

2 stops19h 02m

$532

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Fri 1/16

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Sat 1/24

3:15 pm-9:46 pm

1 stop6h 31m

$548

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sun 1/18

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Fri 1/23

3:15 pm-9:46 pm

1 stop6h 31m

$558

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 1/14

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Sun 1/18

3:15 pm-9:46 pm

1 stop6h 31m

$563

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sat 1/31

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Sat 2/7

3:15 pm-9:46 pm

1 stop6h 31m

$588

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sun 1/18

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Sat 1/24

3:15 pm-9:46 pm

1 stop6h 31m

$593

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Thu 9/18

8:39 pm-7:35 pm

3 stops23h 56m

Cozumel

Thu 9/25

5:42 pm-7:16 pm

2 stops24h 34m

$674

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Thu 9/18

8:39 pm-5:15 pm

3 stops21h 36m

Cozumel

Thu 9/25

5:42 pm-7:16 pm

3 stops24h 34m

$699

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Thu 9/18

8:39 pm-4:52 pm

2 stops21h 13m

Cozumel

Thu 9/25

5:42 pm-7:16 pm

2 stops24h 34m

$844

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Cancún from

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 $648.

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 $648 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

Best Price Found

$268

Fastest flight time

8h 00m

Direct flights

None

Airports in Cozumel

1 airport
The best one-way flight to Cozumel from Chicago Midway Airport in the past 72 hours is $268. The best round-trip flight deal from Chicago Midway Airport to Cozumel found on momondo in the last 72 hours is $523.
The fastest flight from Chicago Midway Airport to Cozumel takes 8h 00m
There are no direct flights from Chicago Midway Airport to Cozumel. Popular non-direct route for this connection is Chicago Midway Airport - Cozumel Airport.
There is 1 airport near Cozumel: Cozumel (CZM)
Search flight deals

  • 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.

An easier way to manage your Cozumel trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 8/11
Mon 8/18
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Mexico