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$186+ Cheap flights from Costa Rica to Midway (MDW)

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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MDW
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Costa Rica to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Costa Rica (CR0) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Find flight deals from Costa Rica to Midway

Cheapest flights from Costa Rica to Midway
Explore the most affordable flight options available from Costa Rica to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This eDestinos deal was found by Cheapflights users on 11/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2611:38 amSJO - MDW
1 stop25h 46mMultiple Airlines
Mon 12/309:59 pmMDW - SJO
2 stops26h 55mMultiple Airlines
Deal found 11/18$484
This Booking.com deal was found by Cheapflights users on 11/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2911:38 amSJO - MDW
1 stop25h 46mFrontier
Wed 1/18:25 amMDW - SJO
1 stop25h 53mFrontier
Deal found 11/20$567
This Southwest deal was found by Cheapflights users on 11/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/69:55 amSJO - MDW
1 stop7h 35mSouthwest
Mon 12/99:00 amMDW - SJO
2 stops11h 40mSouthwest
Deal found 11/19$579
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/252:12 pmSJO - MDW
1 stop7h 34mDelta
Sat 11/3010:41 amMDW - SJO
1 stop11h 12mDelta
Deal found 11/19$639

Find flights from Costa Rica to Midway within your budget

Customize your flight search to find flights from Costa Rica to Midway 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Mon 2/3

1:57 am-7:06 pm

2 stops41h 09m

Chicago Midway

Mon 2/10

4:41 pm-12:59 am

3 stops32h 18m

$349

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Fri 12/6

1:40 pm-7:20 am

2 stops17h 40m

Chicago Midway

Mon 12/9

7:15 am-8:40 pm

2 stops13h 25m

$515

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Sun 12/29

11:38 am-1:24 pm

1 stop25h 46m

Chicago Midway

Wed 1/1

8:25 am-10:18 am

1 stop25h 53m

$567

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Sat 12/7

7:00 am-4:12 pm

1 stop9h 12m

Chicago Midway

Thu 2/27

12:44 pm-9:52 pm

1 stop9h 08m

$639

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 2/4

1:57 am-6:26 pm

2 stops40h 29m

$204

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Wed 2/5

1:55 pm-10:40 pm

1 stop8h 45m

$298

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Thu 3/6

10:40 am-8:49 pm

1 stop10h 09m

$323

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 12/10

2:13 pm-10:06 pm

1 stop7h 53m

$346

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Sat 11/30

12:27 pm-6:40 pm

2 stops30h 13m

$754

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Best time to book a flight from Costa Rica to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Costa Rica 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.

Travel insights for flights from Costa Rica to Midway

Get recent, data-driven insights about flights from Costa Rica to Midway including ideal travel times, pricing trends, and more.

What is the cheapest time of day to fly from CR to MDW?

Find hourly flight availability from Costa Rica to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

When flying from Costa Rica to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated November 20, 2024.
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Volaris
6.7
Okay
1,287 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Frontier
6.1
Okay
3,539 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

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

  • What are the cheapest airlines to fly from Costa Rica to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $298 on Southwest. Other airlines that offer cheap prices include Frontier from $323 and Delta from $346 one-way.

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

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

  • How can I find direct flights from Costa Rica to Midway?

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

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

    Yes. Cheapflights offers flight deals from Costa Rica to Midway 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 Costa Rica to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Costa Rica to Chicago Midway Airport (average of $159). Flying from Costa Rica to Chicago Midway Airport in July is currently the most expensive (average of $231). 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.

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