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Cheap flights from Chicago Midway Airport to Cancún from $313

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 10/5. 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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0 bags

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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.
Volaris Logo
8:23 pm - 3:57 pm
MDW
-
CZM
19h 34m
2 stops
Volaris Logo
4:47 pm - 7:04 pm
CZM
-
MDW
26h 17m
2 stops
$719Volaris
Fri, Oct 2 - Tue, Oct 6
Volaris Logo
8:23 pm - 3:57 pm
MDW
-
CZM
19h 34m
2 stops
Volaris Logo
4:47 pm - 7:04 pm
CZM
-
MDW
26h 17m
3 stops
$748Volaris
Fri, Oct 2 - Tue, Oct 6
Volaris Logo
8:23 pm - 3:57 pm
MDW
-
CZM
19h 34m
2 stops
Volaris Logo
4:47 pm - 6:05 pm
CZM
-
MDW
25h 18m
3 stops
$820Volaris
Fri, Sep 4 - Mon, Sep 7
Volaris Logo
2:32 pm - 3:57 pm
MDW
-
CZM
25h 25m
3 stops
Volaris Logo
4:47 pm - 7:04 pm
CZM
-
MDW
26h 17m
3 stops
$827Volaris
Fri, Oct 2 - Tue, Oct 6
Volaris Logo
8:23 pm - 3:57 pm
MDW
-
CZM
19h 34m
2 stops
Volaris Logo
4:47 pm - 6:05 pm
CZM
-
MDW
25h 18m
3 stops
$870Volaris
Mon, Jul 6 - Mon, Jul 13
Volaris Logo
8:23 pm - 3:57 pm
MDW
-
CZM
19h 34m
2 stops
Volaris Logo
4:47 pm - 7:04 pm
CZM
-
MDW
26h 17m
2 stops
$960Volaris
Wed, Jul 8 - Tue, Jul 14
Volaris Logo
8:23 pm - 3:57 pm
MDW
-
CZM
19h 34m
2 stops
Volaris Logo
4:47 pm - 7:04 pm
CZM
-
MDW
26h 17m
2 stops
$976Volaris
Sun, Jul 5 - Sun, Jul 12
Volaris Logo
2:32 pm - 3:57 pm
MDW
-
CZM
25h 25m
3 stops
Volaris Logo
4:47 pm - 6:05 pm
CZM
-
MDW
25h 18m
3 stops
$1,015Volaris
Fri, Sep 4 - Mon, Sep 7
Volaris Logo
2:32 pm - 3:57 pm
MDW
-
CZM
25h 25m
3 stops
Volaris Logo
4:47 pm - 7:04 pm
CZM
-
MDW
26h 17m
2 stops
$1,083Volaris
Sun, Jul 5 - Sun, Jul 12
Aeromexico Logo
10:54 am - 2:11 pm
MDW
-
CZM
27h 17m
2 stops
Aeromexico Logo
4:18 pm - 10:36 pm
CZM
-
MDW
30h 18m
2 stops
$1,100Aeromexico
Mon, Aug 24 - Wed, Aug 26

WestJet flights from Chicago Midway Airport to Cozumel

Our best WestJet deals on Chicago Midway Airport to Cozumel flight tickets
WestJet
Nov 17
MDW6:45 pmChicago Midway
42h 19m
2 stops
CZM2:04 pmCozumel Intl
Dec 5
CZM2:50 pmCozumel Intl
22h 43m
2 stops
MDW12:33 pmChicago Midway
$3,612
WestJet
Oct 29
MDW1:00 pmChicago Midway
48h 04m
2 stops
CZM1:04 pmCozumel Intl
Nov 5
CZM2:50 pmCozumel Intl
18h 55m
2 stops
MDW8:45 amChicago Midway
$3,681
WestJet
Oct 28
MDW6:45 pmChicago Midway
18h 19m
2 stops
CZM1:04 pmCozumel Intl
Oct 31
CZM1:50 pmCozumel Intl
19h 55m
2 stops
MDW9:45 amChicago Midway
$3,693

Volaris flights from Chicago Midway Airport to Cozumel

Our best Volaris deals on Chicago Midway Airport to Cozumel flight tickets
Volaris
Oct 2
MDW8:23 pmChicago Midway
19h 34m
2 stops
CZM3:57 pmCozumel Intl
Oct 6
CZM4:47 pmCozumel Intl
26h 17m
2 stops
MDW7:04 pmChicago Midway
$719
Volaris
Oct 2
MDW8:23 pmChicago Midway
19h 34m
2 stops
CZM3:57 pmCozumel Intl
Oct 6
CZM4:47 pmCozumel Intl
26h 17m
3 stops
MDW7:04 pmChicago Midway
$748
Volaris
Sep 4
MDW8:23 pmChicago Midway
19h 34m
2 stops
CZM3:57 pmCozumel Intl
Sep 7
CZM4:47 pmCozumel Intl
25h 18m
3 stops
MDW6:05 pmChicago Midway
$820

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 May 25, 2026.
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

Cheapest round-trip

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Fri 10/2

8:23 pm-3:57 pm

2 stops19h 34m

Cozumel Intl

Tue 10/6

4:47 pm-7:04 pm

2 stops26h 17m

$719

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Fri 10/2

8:23 pm-3:57 pm

2 stops19h 34m

Cozumel Intl

Tue 10/6

4:47 pm-7:04 pm

3 stops26h 17m

$748
Quickest round-trip

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Fri 9/4

8:23 pm-3:57 pm

2 stops19h 34m

Cozumel Intl

Mon 9/7

4:47 pm-6:05 pm

3 stops25h 18m

$820

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Fri 10/2

2:32 pm-3:57 pm

3 stops25h 25m

Cozumel Intl

Tue 10/6

4:47 pm-7:04 pm

3 stops26h 17m

$827

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Mon 7/6

8:23 pm-3:57 pm

2 stops19h 34m

Cozumel Intl

Mon 7/13

4:47 pm-6:05 pm

3 stops25h 18m

$870

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 7/8

8:23 pm-3:57 pm

2 stops19h 34m

Cozumel Intl

Tue 7/14

4:47 pm-7:04 pm

2 stops26h 17m

$960

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sun 7/5

8:23 pm-3:57 pm

2 stops19h 34m

Cozumel Intl

Sun 7/12

4:47 pm-7:04 pm

2 stops26h 17m

$976

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Fri 9/4

2:32 pm-3:57 pm

3 stops25h 25m

Cozumel Intl

Mon 9/7

4:47 pm-6:05 pm

3 stops25h 18m

$1,015

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sun 7/5

2:32 pm-3:57 pm

3 stops25h 25m

Cozumel Intl

Sun 7/12

4:47 pm-7:04 pm

2 stops26h 17m

$1,083

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Mon 8/24

10:54 am-2:11 pm

2 stops27h 17m

Cozumel Intl

Wed 8/26

4:18 pm-10:36 pm

2 stops30h 18m

$1,100

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 airline that flies from Chicago Midway to Cozumel Intl?

Delta and Aeromexico are the most popular carriers operating from Chicago Midway to Cozumel Intl

What airlines fly to Cozumel?

Southwest, Delta and Frontier are the top three most popular airlines that fly to Cozumel from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 82% of people opting to fly with this airline when traveling to Cozumel. Keep in mind that there are 4 different airlines that fly to Cozumel on a routine basis, so you have a few additional options to choose from.

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

Fastest flight time

19h 34m

Direct flights

None
The fastest flight from Chicago Midway Airport to Cozumel takes 19h 34m
There are no direct flights from Chicago Midway Airport to Cozumel. There are no popular flight routes from Chicago Midway Airport to Cozumel.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Cozumel

  • How far is Chicago Midway to Cozumel Intl by plane?

    There are 1470.6 mi between Chicago Midway and Cozumel Intl. A reasonable flight in good conditions will take 19h 34m.

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

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

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

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

    The travel and health documents you'll need for your trip to Cozumel Intl 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 Intl 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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