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$104+ Cheap flights from Midway (MDW) to Guatemala

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GUA
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Midway to Guatemala

Keep the following information in mind while searching for Midway to Guatemala flight deals. Data was last updated September 16, 2025.

Round-trip from

$264
(Kiwi.com)

One-way from

$104
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$371
From Chicago Midway to Guatemala
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One-way flight from Chicago Midway to Guatemala
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Highest demand for flights based on searches. 19% potential increase in price ($98 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to Guatemala

Cheapest flights from Midway to Guatemala
Explore the most affordable flight options available from Midway to Guatemala. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/158:05 amMDW - GUA
2 stops28h 17mMultiple Airlines
Wed 10/2211:25 amGUA - MDW
1 stop21h 22mMultiple Airlines
Deal found 9/15$264
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:37 pmMDW - GUA
1 stop23h 27mMultiple Airlines
Thu 11/61:22 pmGUA - MDW
2 stops32h 46mMultiple Airlines
Deal found 9/15$274
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:15 amMDW - GUA
1 stop6h 49mFrontier
Mon 11/102:25 pmGUA - MDW
1 stop7h 46mFrontier
Deal found 9/14$277
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/101:37 pmMDW - GUA
2 stops11h 18mMultiple Airlines
Fri 11/142:19 pmGUA - MDW
1 stop7h 49mMultiple Airlines
Deal found 9/15$282
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/139:00 amMDW - GUA
2 stops27h 31mMultiple Airlines
Mon 10/201:36 pmGUA - MDW
1 stop23h 02mMultiple Airlines
Deal found 9/15$287
This Travelocity deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/136:15 amMDW - GUA
1 stop6h 59mFrontier
Mon 10/201:36 pmGUA - MDW
1 stop23h 02mFrontier
Deal found 9/15$294
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/239:26 pmMDW - GUA
1 stop15h 48mMultiple Airlines
Thu 11/131:22 pmGUA - MDW
2 stops29h 17mMultiple Airlines
Deal found 9/13$305
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1710:33 amMDW - GUA
2 stops13h 38mMultiple Airlines
Fri 10/241:45 pmGUA - MDW
1 stop9h 01mMultiple Airlines
Deal found 9/14$311
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/69:34 pmMDW - GUA
2 stops15h 30mFrontier
Mon 11/102:25 pmGUA - MDW
1 stop7h 46mFrontier
Deal found 9/14$323
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:24 pmMDW - GUA
2 stops18h 50mFrontier
Mon 10/271:36 pmGUA - MDW
1 stop9h 10mFrontier
Deal found 9/14$330

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Guatemala 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, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Guatemala that are best for you.

Fly from

Midway

Fly to

Guatemala

Route

Depart

Return

Price

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Fri 11/7

6:15 am-1:04 pm

1 stop6h 49m

Guatemala City La Aurora

Mon 11/10

2:25 pm-10:11 pm

1 stop7h 46m

$277

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Thu 10/23

9:26 pm-12:14 pm

1 stop15h 48m

Guatemala City La Aurora

Thu 11/13

3:10 pm-12:37 pm

1 stop21h 27m

$361

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Sun 9/28

6:00 am-11:30 am

1 stop6h 30m

Guatemala City La Aurora

Wed 10/1

1:05 pm-9:36 pm

1 stop7h 31m

$439

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Tue 10/7

6:00 am-11:31 am

1 stop6h 31m

Guatemala City La Aurora

Mon 12/22

2:09 pm-10:16 pm

1 stop8h 07m

$512

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Sat 10/4

6:15 am-12:04 pm

1 stop6h 49m

Guatemala City La Aurora

Sat 12/20

11:42 am-9:28 pm

1 stop9h 46m

$522

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Tue 10/7

6:00 am-11:31 am

1 stop6h 31m

Guatemala City La Aurora

Sat 12/20

2:09 pm-10:16 pm

1 stop8h 07m

$532

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Thu 1/22

6:00 am-12:45 pm

1 stop6h 45m

Guatemala City La Aurora

Sat 1/31

2:10 pm-9:46 pm

1 stop7h 36m

$543

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Tue 10/21

6:00 am-11:31 am

1 stop6h 31m

Guatemala City La Aurora

Fri 10/24

12:56 pm-10:14 pm

1 stop8h 18m

$543

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Mon 12/1

6:05 am-1:05 pm

1 stop7h 00m

Guatemala City La Aurora

Mon 12/8

2:33 pm-11:05 pm

1 stop8h 32m

$544

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Wed 11/19

6:00 am-12:35 pm

1 stop6h 35m

Guatemala City La Aurora

Tue 11/25

2:00 pm-11:32 pm

1 stop9h 32m

$572

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 18 results
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Best time to book a flight from Midway to Guatemala

Have a flexible travel schedule? Discover the best time to fly to Guatemala from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Guatemala
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway to Guatemala. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Guatemala?

    Airlines like Frontier and Delta fly from Chicago Midway Airport to Guatemala in about 6h 30m. The time it takes to get you to your destination can typically vary by up to 19m. The distance between Chicago Midway Airport and Guatemala is about 1886 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Midway to Guatemala that include hotel bookings?

    Yes. In addition to deals on Midway to Guatemala flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Guatemala?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Guatemala.

  • Can I find deals for business class flights from Midway to Guatemala?

    Yes. Cheapflights offers flight deals from Midway to Guatemala by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Guatemala?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Guatemala (average of $291). Flying from Chicago Midway Airport to Guatemala in December is currently the most expensive (average of $615). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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