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Cheap flights from Midway (MDW) to Central America from $103

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 5/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MDW — SJO
May 19 — May 261
From?
To?
Sun 5/19
Sun 5/26
1 adult, Economy
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How far in advance should I book a flight from Chicago Midway Airport to Central America?

To save up to 142% on this flight, we recommend booking at least 59 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago Midway Airport to Central America from $388 1-2 weeks out and tickets from $537 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago Midway Airport to Central America?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, February can be a great choice for travel to Central America. Flights to Central America from Chicago Midway Airport in February are about $515 on average during February, but can be found for as low as $213.

When is the cheapest time to fly from Chicago Midway Airport to Central America (MDW - CA)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Central America as you normally would.

Cheap Frontier flights from Midway to Central America

Explore cheap flight options specifically provided by Frontier for the route between Midway and Central America. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,632,958 searches. Data last updated May 14, 2024.
Fri 6/78:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/143:50 pmGUA - MDW
1 stop15h 44mFrontier
Deal found 5/13$282
Wed 7/318:13 pmMDW - GUA
1 stop18h 42mFrontier
Sun 8/43:05 pmGUA - MDW
1 stop27h 13mFrontier
Deal found 5/13$283
Wed 8/218:13 pmMDW - GUA
1 stop18h 42mFrontier
Sun 8/253:05 pmGUA - MDW
1 stop27h 13mFrontier
Deal found 5/13$290
Mon 6/108:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/283:50 pmGUA - MDW
1 stop15h 44mFrontier
Deal found 5/13$308
Mon 6/37:53 amMDW - GUA
1 stop7h 10mFrontier
Mon 6/103:50 pmGUA - MDW
1 stop25h 51mFrontier
Deal found 5/14$311
Wed 7/318:13 pmMDW - GUA
1 stop18h 42mFrontier
Sun 8/43:05 pmGUA - MDW
1 stop27h 13mFrontier
Deal found 5/14$319
Fri 6/78:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/143:50 pmGUA - MDW
2 stops18h 05mFrontier
Deal found 5/13$331
Fri 6/218:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/283:50 pmGUA - MDW
1 stop15h 44mFrontier
Deal found 5/13$332
Wed 8/147:27 amMDW - SJO
1 stop25h 58mFrontier
Sun 8/189:40 amSJO - MDW
1 stop24h 15mFrontier
Deal found 5/13$342

Cheap Delta flights from Midway to Central America

Explore cheap flight options specifically provided by Delta for the route between Midway and Central America. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,632,958 searches. Data last updated May 14, 2024.
Tue 9/106:00 amMDW - GUA
1 stop6h 36mDelta
Tue 9/241:06 pmGUA - MDW
1 stop7h 38mDelta
Deal found 5/13$428
Sat 6/296:00 amMDW - PTY
1 stop13h 56mDelta
Sun 7/78:10 amPTY - MDW
1 stop9h 49mDelta
Deal found 5/12$532
Fri 6/2110:41 amMDW - PTY
1 stop9h 15mDelta
Mon 7/12:17 pmPTY - MDW
2 stops18h 32mDelta
Deal found 5/13$536
Fri 6/2112:45 pmMDW - PTY
1 stop7h 11mDelta
Mon 7/12:17 pmPTY - MDW
1 stop21h 38mDelta
Deal found 5/13$541
Sun 10/206:00 amMDW - SJO
1 stop6h 53mDelta
Sun 10/271:13 pmSJO - MDW
1 stop7h 31mDelta
Deal found 5/13$608
Fri 6/2110:41 amMDW - PTY
1 stop9h 15mDelta
Sat 6/298:10 amPTY - MDW
1 stop13h 36mDelta
Deal found 5/13$613
Sat 8/106:00 amMDW - PTY
1 stop6h 55mDelta
Sat 8/242:25 pmPTY - MDW
2 stops22h 06mDelta
Deal found 5/13$617
Tue 10/226:00 amMDW - SJO
1 stop6h 53mDelta
Tue 10/291:13 pmSJO - MDW
1 stop7h 31mDelta
Deal found 5/14$626
Tue 8/136:00 amMDW - SJO
1 stop6h 53mDelta
Thu 8/221:13 pmSJO - MDW
1 stop7h 34mDelta
Deal found 5/13$633

Cheap Midway to Central America flights in May & June 2024

Find cheap flight options from Midway to Central America specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,632,958 searches. Prices were last updated on May 14, 2024.
Fri 6/78:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/143:50 pmGUA - MDW
1 stop15h 44mFrontier
Deal found 5/13$282
Mon 6/108:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/283:50 pmGUA - MDW
1 stop15h 44mFrontier
Deal found 5/13$308
Mon 6/37:53 amMDW - GUA
1 stop7h 10mFrontier
Mon 6/103:50 pmGUA - MDW
1 stop25h 51mFrontier
Deal found 5/14$311
Fri 6/78:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/143:50 pmGUA - MDW
2 stops18h 05mFrontier
Deal found 5/13$331
Fri 6/218:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/283:50 pmGUA - MDW
1 stop15h 44mFrontier
Deal found 5/13$332
Tue 5/146:00 amMDW - GUA
1 stop6h 41mDelta
Wed 5/221:06 pmGUA - MDW
2 stops19h 00mDelta
Deal found 5/12$351
Mon 5/278:43 pmMDW - SJO
2 stops37h 03mMultiple Airlines
Thu 5/309:40 amSJO - MDW
1 stop9h 37mMultiple Airlines
Deal found 5/14$358
Thu 6/137:40 amMDW - SAP
1 stop7h 38mMultiple Airlines
Mon 6/173:09 pmSAP - MDW
1 stop23h 27mMultiple Airlines
Deal found 5/12$365
Thu 6/68:51 pmMDW - SJO
1 stop16h 54mMultiple Airlines
Tue 6/115:10 amSJO - MDW
2 stops25h 21mMultiple Airlines
Deal found 5/12$368

Midway to Central America 2024 flight deals

Discover exclusive flight deals for travel between Midway and Central America in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,632,958 searches. Data last updated May 14, 2024.
Fri 6/78:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/143:50 pmGUA - MDW
1 stop15h 44mFrontier
Deal found 5/13$282
Wed 7/318:13 pmMDW - GUA
1 stop18h 42mFrontier
Sun 8/43:05 pmGUA - MDW
1 stop27h 13mFrontier
Deal found 5/13$283
Wed 8/218:13 pmMDW - GUA
1 stop18h 42mFrontier
Sun 8/253:05 pmGUA - MDW
1 stop27h 13mFrontier
Deal found 5/13$290
Mon 6/108:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/283:50 pmGUA - MDW
1 stop15h 44mFrontier
Deal found 5/13$308
Mon 6/37:53 amMDW - GUA
1 stop7h 10mFrontier
Mon 6/103:50 pmGUA - MDW
1 stop25h 51mFrontier
Deal found 5/14$311
Wed 7/318:13 pmMDW - GUA
1 stop18h 42mFrontier
Sun 8/43:05 pmGUA - MDW
1 stop27h 13mFrontier
Deal found 5/14$319
Fri 6/78:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/143:50 pmGUA - MDW
2 stops18h 05mFrontier
Deal found 5/13$331
Fri 6/218:27 amMDW - GUA
1 stop7h 11mFrontier
Fri 6/283:50 pmGUA - MDW
1 stop15h 44mFrontier
Deal found 5/13$332
Wed 8/218:13 pmMDW - GUA
1 stop18h 42mFrontier
Sun 8/253:05 pmGUA - MDW
2 stops23h 54mFrontier
Deal found 5/13$342

Midway to Central America flights leaving soon

Find last-minute flight options from Midway to Central America for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,632,958 searches. Data last updated May 14, 2024.
Mon 5/278:43 pmMDW - SJO
2 stops37h 03mMultiple Airlines
Thu 5/309:40 amSJO - MDW
1 stop9h 37mMultiple Airlines
Deal found 5/14$358
Thu 5/168:55 pmMDW - SJO
2 stops36h 51mMultiple Airlines
Fri 5/249:36 amSJO - MDW
1 stop26h 45mMultiple Airlines
Deal found 5/13$421
Mon 5/276:30 pmMDW - MGA
2 stops31h 06mMultiple Airlines
Fri 5/319:25 amMGA - MDW
1 stop8h 02mMultiple Airlines
Deal found 5/14$429
Fri 5/247:23 pmMDW - SAL
1 stop20h 37mMultiple Airlines
Mon 5/2712:59 amSAL - MDW
2 stops28h 55mMultiple Airlines
Deal found 5/13$447
Mon 5/276:30 pmMDW - SJO
1 stop15h 51mMultiple Airlines
Thu 5/309:40 amSJO - MDW
1 stop9h 37mMultiple Airlines
Deal found 5/14$452
Thu 5/167:49 amMDW - SJO
1 stop29h 58mMultiple Airlines
Fri 5/249:36 amSJO - MDW
1 stop26h 45mMultiple Airlines
Deal found 5/13$481
Fri 5/247:23 pmMDW - SJO
2 stops24h 27mMultiple Airlines
Tue 5/281:42 pmSJO - MDW
1 stop16h 12mMultiple Airlines
Deal found 5/13$511
Fri 5/247:23 pmMDW - SAL
1 stop20h 37mMultiple Airlines
Tue 5/281:46 pmSAL - MDW
2 stops16h 08mMultiple Airlines
Deal found 5/13$523
Thu 5/232:28 pmMDW - SJO
2 stops34h 36mMultiple Airlines
Tue 5/281:42 pmSJO - MDW
1 stop16h 12mMultiple Airlines
Deal found 5/13$545

One-way flights to Central America from Midway

Search for one-way flight options from Midway to Central America. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,632,958 searches. Data last updated May 14, 2024.
Mon 5/207:53 amMDW - GUA
1 stop7h 10mFrontier
Deal found 5/13$103
Sat 9/1410:00 amMDW - GUA
2 stops15h 41mMultiple Airlines
Deal found 5/13$122
Tue 5/2110:16 amMDW - SAP
2 stops14h 48mMultiple Airlines
Deal found 5/14$125
Thu 6/132:36 pmMDW - GUA
1 stop25h 02mFrontier
Deal found 5/13$129
Sun 5/267:23 pmMDW - SJO
1 stop29h 41mMultiple Airlines
Deal found 5/13$131
Mon 6/248:27 amMDW - SJO
3 stops15h 48mMultiple Airlines
Deal found 5/13$135
Sat 6/12:35 pmMDW - SAP
2 stops10h 29mMultiple Airlines
Deal found 5/13$136
Thu 5/239:12 pmMDW - GUA
1 stop17h 39mFrontier
Deal found 5/13$138
Wed 7/248:13 pmMDW - GUA
1 stop18h 42mFrontier
Deal found 5/13$143

Find flights from Midway to Central America within your budget

Customize your flight search to find flights from Midway to Central America 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 2,632,958 searches. Data last updated May 14, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$282 - $742

Route

Depart

Return

Price

Chicago MidwayGuatemala City La Aurora

MDW - GUA

MDWGUA

Chicago Midway

Fri 6/7

1 stop7h 11m

Guatemala City La Aurora

Fri 6/14

1 stop15h 44m

$282

Chicago MidwayGuatemala City La Aurora

MDW - GUA

MDWGUA

Chicago Midway

Wed 7/31

1 stop18h 42m

Guatemala City La Aurora

Sun 8/4

1 stop27h 13m

$283

Chicago MidwayGuatemala City La Aurora

MDW - GUA

MDWGUA

Chicago Midway

Wed 8/21

1 stop18h 42m

Guatemala City La Aurora

Sun 8/25

1 stop27h 13m

$290

Chicago MidwayGuatemala City La Aurora

MDW - GUA

MDWGUA

Chicago Midway

Mon 6/10

1 stop7h 11m

Guatemala City La Aurora

Fri 6/28

1 stop15h 44m

$308

Chicago MidwaySan José Juan Santamaria Intl

MDW - SJO

MDWSJO

Chicago Midway

Mon 5/27

2 stops37h 03m

San José Juan Santamaria Intl

Thu 5/30

1 stop9h 37m

$358

Chicago MidwaySan Pedro Sula Ramon Villeda

MDW - SAP

MDWSAP

Chicago Midway

Thu 6/13

1 stop7h 38m

San Pedro Sula Ramon Villeda

Mon 6/17

1 stop23h 27m

$365

Chicago MidwaySan José Juan Santamaria Intl

MDW - SJO

MDWSJO

Chicago Midway

Thu 6/6

1 stop16h 54m

San José Juan Santamaria Intl

Tue 6/11

2 stops25h 21m

$368

Chicago MidwayGuatemala City La Aurora

MDW - GUA

MDWGUA

Chicago Midway

Tue 9/10

1 stop6h 36m

Guatemala City La Aurora

Tue 9/24

1 stop7h 38m

$428

Chicago MidwayGuatemala City La Aurora

MDW - GUA

MDWGUA

Chicago Midway

Sun 5/26

2 stops19h 04m

Guatemala City La Aurora

Wed 5/29

2 stops16h 58m

$742

Flights are sorted by cheapest first

Deals found on 5/13

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Central America

Get insights into the airlines that provide service to Central America. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Central America. Reviews last updated May 14, 2024.
Delta
8.0
Very good
10,706 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.0
Very good
10,706 reviews
Delta
8.0
Very good
10,706 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Aeromexico
7.6
Good
2,537 reviews
Delta
8.0
Very good
10,706 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

LATAM Airlines
7.6
Good
2,415 reviews
Delta
8.0
Very good
10,706 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

WestJet
7.5
Good
2,925 reviews
Delta
8.0
Very good
10,706 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Volaris
6.7
Okay
1,500 reviews
Delta
8.0
Very good
10,706 reviews
Check prices

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

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

  • Can I find flights from Chicago Midway Airport to Central America for under $300 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Central America for under $300. The cheapest flight booked recently is on Frontier for just $282, but on average you can expect to pay $341.

  • Are there last-minute flights available from Chicago Midway Airport to Central America for under $400?

    There are currently 20+ open flights from Chicago Midway Airport to Central America within the next 7 days for less than $400.

  • What are the most popular routes from Chicago Midway Airport to Central America?

    Most travelers choose Chicago Midway - San José Juan Santamaria Intl, Chicago Midway - Guatemala City La Aurora or Chicago Midway - Liberia when deciding on the best route from Chicago Midway Airport to Central America.

  • What does MDW to SJO mean?

    Great question - MDW to SJO just means Chicago Midway Airport to San José Juan Santamaria Intl Airport. Now you’ll know what these unique codes when you look for flights! Guatemala City La Aurora Airport (GUA), San Salvador El Salvador Intl Airport (SAL), Panama City Tocumen Intl Airport (PTY), San Pedro Sula Ramon Villeda Airport (SAP), Managua Augusto C Sandino Airport (MGA) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Midway to Central America that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Central America flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to Central America with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Central America flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

  • How can I find direct flights from Midway to Central America?

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

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

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

  • Can I find deals for flights from Midway to Central America that allow pets onboard?

    Many airlines flying from Midway to Central America offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to Central America?

    Yes, you can often find last-minute deals on Midway to Central America flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to Central America flight deals updated?

    The Chicago Midway Airport to Central America flight deals you see on this page were last updated on 5/14.

See more FAQs

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Alternative routes for Midway to Central America
See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from Midway to Central America

Discover the top airline that operate flights from Midway to Central America. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,632,958 searches. Data last updated May 14, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$492Average$863FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Miami to Toronto flights
Los Angeles to Salt Lake City flights
Atlanta to Orlando flights
Chicago to Atlanta flights
Newark Airport to Nashville flights
Boston to Detroit flights
Boston to Baltimore flights
Phoenix to Denver flights
Fort Lauderdale to Denver flights
Seattle to San Francisco flights
Los Angeles to Denver flights
Chicago Midway Airport to Caribbean flights

Search flights from Midway to Central America by cabin class

Find flights from Midway to Central America, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Can Cheapflights find flights from Midway to Central America with no change fees?

Need flexible booking options for your flight to Central America from Midway? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Midway to Central America become cheaper?

Yes! Start tracking prices for Midway to Central America flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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