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Cheap flights from Worldwide to Chicago from $149

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Worldwide to Chicago departing on 3/14. 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 Worldwide to Chicago

Recent round-trip international flight deals to Chicago

Enter your travel dates to find the best prices.
Delta Logo
12:40 pm - 10:28 pm
CUN
-
MDW
9h 48m
1 stop
Delta Logo
6:00 am - 4:40 pm
MDW
-
CUN
10h 40m
2 stops
$276Delta
Thu, Apr 23 - Tue, Apr 28
Delta Logo
1:50 pm - 10:28 pm
CUN
-
MDW
8h 38m
1 stop
Delta Logo
6:00 am - 12:40 pm
MDW
-
CUN
6h 40m
1 stop
$279Delta
Tue, Apr 14 - Tue, Apr 21
Delta Logo
12:40 pm - 10:28 pm
CUN
-
MDW
9h 48m
1 stop
Delta Logo
6:00 am - 4:40 pm
MDW
-
CUN
10h 40m
2 stops
$280Delta
Thu, Apr 23 - Mon, Apr 27
Frontier Logo
1:47 pm - 8:54 pm
CUN
-
MDW
7h 07m
1 stop
Frontier Logo
2:41 pm - 12:37 pm
MDW
-
CUN
21h 56m
1 stop
$286Frontier
Tue, Mar 17 - Mon, Mar 23
Frontier Logo
12:04 pm - 10:22 pm
CUN
-
MDW
10h 18m
1 stop
Frontier Logo
6:10 am - 2:56 pm
MDW
-
CUN
8h 46m
1 stop
$288Frontier
Thu, Apr 16 - Tue, Apr 21
Multiple Airlines Logo
6:20 am - 6:37 pm
MEX
-
MDW
11h 17m
2 stops
Multiple Airlines Logo
4:09 pm - 10:45 pm
MDW
-
MEX
7h 36m
1 stop
$306Multiple Airlines
Sat, May 2 - Thu, May 7
Multiple Airlines Logo
1:35 pm - 6:34 pm
MEX
-
MDW
27h 59m
1 stop
Multiple Airlines Logo
7:54 pm - 11:35 pm
MDW
-
MEX
28h 41m
1 stop
$310Multiple Airlines
Thu, Mar 12 - Mon, Mar 16
Volaris Logo
6:00 am - 6:34 pm
MEX
-
MDW
11h 34m
1 stop
Volaris Logo
7:54 pm - 7:45 am
MDW
-
MEX
12h 51m
1 stop
$335Volaris
Thu, Mar 12 - Mon, Mar 16
Volaris Logo
8:10 am - 6:40 pm
MEX
-
MDW
9h 30m
1 stop
Volaris Logo
8:09 pm - 7:25 am
MDW
-
MEX
12h 16m
1 stop
$338Volaris
Fri, May 22 - Sun, May 24
Virgin Atlantic Logo
9:00 am - 10:28 pm
CPH
-
MDW
20h 28m
2 stops
Virgin Atlantic Logo
5:21 pm - 6:45 am
MDW
-
CPH
30h 24m
2 stops
$531Virgin Atlantic
Sat, Apr 18 - Sat, Apr 25

Frontier flights from Worldwide to Chicago Midway Airport

Our best Frontier deals on Worldwide to Chicago Midway Airport flight tickets
Frontier
Apr 16
DFW8:04 pmDallas/Fort Worth
2h 18m
MDW10:22 pmChicago Midway
Apr 20
MDW4:14 pmChicago Midway
2h 54m
DFW7:08 pmDallas/Fort Worth
$75
Frontier
Apr 16
DFW8:04 pmDallas/Fort Worth
2h 18m
MDW10:22 pmChicago Midway
Apr 30
MDW8:25 amChicago Midway
2h 49m
DFW11:14 amDallas/Fort Worth
$77
Frontier
Apr 23
DFW8:04 pmDallas/Fort Worth
2h 18m
MDW10:22 pmChicago Midway
Apr 27
MDW6:20 amChicago Midway
2h 49m
DFW9:09 amDallas/Fort Worth
$78

Southwest flights from Worldwide to Chicago Midway Airport

Our best Southwest deals on Worldwide to Chicago Midway Airport flight tickets
Southwest
Apr 18
LGA6:05 pmNew York LaGuardia
2h 25m
MDW7:30 pmChicago Midway
Apr 20
MDW5:15 amChicago Midway
2h 00m
LGA8:15 amNew York LaGuardia
$137
Southwest
Apr 18
LGA6:05 pmNew York LaGuardia
2h 25m
MDW7:30 pmChicago Midway
Apr 20
MDW7:50 pmChicago Midway
2h 05m
LGA10:55 pmNew York LaGuardia
$157
Southwest
Apr 18
LGA6:05 amNew York LaGuardia
9h 15m
1 stop
MDW2:20 pmChicago Midway
Apr 20
MDW7:50 pmChicago Midway
2h 05m
LGA10:55 pmNew York LaGuardia
$167

momondo Fare Finder

 
Customize your flight search to find flights from Worldwide to Chicago Midway Airport 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 March 5, 2026.
Use the filters below to find and compare flights from Worldwide to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 4/23

12:40 pm-10:28 pm

1 stop9h 48m

Chicago Midway

Tue 4/28

6:00 am-4:40 pm

2 stops10h 40m

$276
Quickest round-trip

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 4/14

1:50 pm-10:28 pm

1 stop8h 38m

Chicago Midway

Tue 4/21

6:00 am-12:40 pm

1 stop6h 40m

$279

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 4/23

12:40 pm-10:28 pm

1 stop9h 48m

Chicago Midway

Mon 4/27

6:00 am-4:40 pm

2 stops10h 40m

$280

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 3/17

1:47 pm-8:54 pm

1 stop7h 07m

Chicago Midway

Mon 3/23

2:41 pm-12:37 pm

1 stop21h 56m

$286

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 4/16

12:04 pm-10:22 pm

1 stop10h 18m

Chicago Midway

Tue 4/21

6:10 am-2:56 pm

1 stop8h 46m

$288

Mexico CityChicago

MEX - MDW

MEXMDW

Mexico City Benito Juarez

Sat 5/2

6:20 am-6:37 pm

2 stops11h 17m

Chicago Midway

Thu 5/7

4:09 pm-10:45 pm

1 stop7h 36m

$306

Mexico CityChicago

MEX - MDW

MEXMDW

Mexico City Benito Juarez

Thu 3/12

1:35 pm-6:34 pm

1 stop27h 59m

Chicago Midway

Mon 3/16

7:54 pm-11:35 pm

1 stop28h 41m

$310

Mexico CityChicago

MEX - MDW

MEXMDW

Mexico City Benito Juarez

Thu 3/12

6:00 am-6:34 pm

1 stop11h 34m

Chicago Midway

Mon 3/16

7:54 pm-7:45 am

1 stop12h 51m

$335

Mexico CityChicago

MEX - MDW

MEXMDW

Mexico City Benito Juarez

Fri 5/22

8:10 am-6:40 pm

1 stop9h 30m

Chicago Midway

Sun 5/24

8:09 pm-7:25 am

1 stop12h 16m

$338

CopenhagenChicago

CPH - MDW

CPHMDW

Kastrup Copenhagen

Sat 4/18

9:00 am-10:28 pm

2 stops20h 28m

Chicago Midway

Sat 4/25

5:21 pm-6:45 am

2 stops30h 24m

$531

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 Chicago from

How to get the cheapest flight ticket from Worldwide to Chicago Midway Airport

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 Worldwide to Chicago Midway flight route?

Fly from Newark to Chicago Midway for the best Worldwide - Chicago Midway flight prices

What cabin class options are available on Worldwide to Chicago Midway flights?

There are 4 cabin classes available to choose from on Worldwide to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Worldwide to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Worldwide to Chicago Midway Airport.

Cheap Worldwide to Chicago Midway Airport flight deals and tips

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

Best Price Found

$28

Fastest flight time

0h 45m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Worldwide in the past 72 hours is $28. The best round-trip flight deal from Worldwide to Chicago Midway Airport found on momondo in the last 72 hours is $56.
The fastest flight from Worldwide to Chicago Midway Airport takes 0h 45m
Direct flights go from Worldwide to Chicago Midway Airport every day.
Search flight deals

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

    Prices for flights from Worldwide to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Worldwide to Chicago Midway Airport?

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

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

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Worldwide to Chicago Midway Airport?

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Worldwide to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Worldwide to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Worldwide to Chicago.

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

Yes. momondo can track prices for Worldwide to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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