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$38+ Cheap flights from Clearwater, FL 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MDW
Nov 9 — Nov 161
1 adult
Sat 11/9
Sat 11/16
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The best prices from Clearwater to Chicago Midway are usually found in April or May, booked 89 days in advance, depart on a Thursday or Tuesday and return on a Tuesday

Cheap flight deals from Clearwater to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Clearwater (CL9) 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 4, 2024.

Popular in

September

Cheapest in

April

Round-trip from

$78
(Frontier)

One-way from

$38
(Cheapflightsfares)
High demand for flights, 19% potential price rise
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Best time to find cheap flights, 28% potential price drop
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From Clearwater to Chicago Midway
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One-way flight from Clearwater to Chicago Midway
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Find flight deals from Clearwater to Midway

Cheapest flights from Clearwater to Midway
Explore the most affordable flight options available from Clearwater to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2024.

This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Tue 12/178:46 pmTPA - MDW
Nonstop2h 47mFrontier
Mon 12/306:00 amMDW - TPA
Nonstop2h 46mFrontier
Deal found 11/3$99
This eDestinos deal was found by Cheapflights users on 11/3. 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.
Tue 12/311:26 amTPA - MDW
1 stop25h 16mMultiple Airlines
Tue 12/1012:57 pmMDW - TPA
1 stop19h 39mMultiple Airlines
Deal found 11/3$154
This Delta deal was found by Cheapflights users on 11/3. 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.
Thu 12/512:33 pmTPA - MDW
1 stop5h 29mDelta
Sun 12/86:00 amMDW - TPA
1 stop4h 14mDelta
Deal found 11/3$206
This Southwest deal was found by Cheapflights users on 11/3. 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.
Wed 11/207:25 amTPA - MDW
Nonstop2h 45mSouthwest
Sun 11/248:45 pmMDW - TPA
Nonstop2h 35mSouthwest
Deal found 11/3$237

Find flights from Clearwater to Midway within your budget

Customize your flight search to find flights from Clearwater 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 2,455,398 searches. Data last updated November 4, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

TampaChicago

TPA - MDW

TPAMDW

Tampa

Wed 2/26

5:05 pm-6:48 pm

Nonstop2h 43m

$46

TampaChicago

TPA - MDW

TPAMDW

Tampa

Wed 12/11

7:25 am-9:10 am

Nonstop2h 45m

$79

TampaChicago

TPA - MDW

TPAMDW

Tampa

Sat 12/14

6:35 pm-10:06 pm

1 stop4h 31m

$98

TampaChicago

TPA - MDW

TPAMDW

Tampa

Thu 1/2

9:35 am-3:06 pm

2 stops30h 31m

$178

TampaChicago

TPA - MDW

TPAMDW

Tampa

Sat 12/14

11:10 am-10:20 am

3 stops24h 10m

$250

TampaChicago

TPA - MDW

TPAMDW

Tampa

Tue 12/17

8:46 pm-10:33 pm

Nonstop2h 47m

Chicago Midway

Mon 12/30

6:00 am-9:46 am

Nonstop2h 46m

$99

TampaChicago

TPA - MDW

TPAMDW

Tampa

Tue 12/3

11:26 am-11:42 am

1 stop25h 16m

Chicago Midway

Tue 12/10

12:57 pm-9:36 am

1 stop19h 39m

$154

TampaChicago

TPA - MDW

TPAMDW

Tampa

Thu 12/5

12:33 pm-5:02 pm

1 stop5h 29m

Chicago Midway

Sun 12/8

6:00 am-11:14 am

1 stop4h 14m

$206

TampaChicago

TPA - MDW

TPAMDW

Tampa

Wed 11/20

7:25 am-9:10 am

Nonstop2h 45m

Chicago Midway

Sun 11/24

8:45 pm-12:20 am

Nonstop2h 35m

$237

Flights are sorted by cheapest first

Deals found on 11/4

Best time to book a flight from Clearwater to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Clearwater 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 Clearwater to Midway

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

How far ahead should I book a flight from Clearwater to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Clearwater to Midway. Price data was last updated on November 1, 2024.

To ensure you get the cheapest price possible for a flight from Clearwater to Chicago Midway Airport, you should look to book at least 89 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, April is the cheapest month in which you can book a flight from Clearwater to Chicago Midway Airport (average of $159). Flying from Clearwater 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.

What is the cheapest time of day to fly from CL9 to MDW?

Find hourly flight availability from Clearwater 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 4, 2024.

When flying from Clearwater 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.

What is the cheapest day to fly from Clearwater to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Clearwater to Midway. Price data was last updated on November 3, 2024.

Travelers seeking maximum savings on their Clearwater to Chicago Midway Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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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 4, 2024.
Peruse reviews from past customers who have flown with Frontier, Southwest and Delta from Clearwater to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Southwest
8.1
Very good
5,089 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Delta
8.0
Very good
8,829 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Porter Airlines
7.7
Good
293 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Frontier
6.1
Okay
3,573 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Related info for your journey

Find useful and relevant information for your journey from Clearwater to Midway. 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 Clearwater to Chicago Midway Airport for under $100 on Cheapflights?

    Yes, there are multiple flights from Clearwater to Chicago Midway Airport for under $100. The cheapest flight booked recently is on Frontier for just $78, but on average you can expect to pay $154.

  • Are there nonstop flights from Clearwater to Chicago Midway Airport for under $100 on Cheapflights?

    Cheapflights has at least 2 direct flights from Clearwater to Chicago Midway Airport under $100. A good price for a nonstop flight from Clearwater to Chicago Midway Airport is less than $129.

  • Are there last-minute flights available from Clearwater to Chicago Midway Airport for under $200?

    There are currently 4+ open flights from Clearwater to Chicago Midway Airport within the next 7 days for less than $200.

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

    One-way options have recently been found by users for as low as $38 on Frontier. Other airlines that offer cheap prices include Southwest from $79 and Delta from $98 one-way.

  • What are the cheapest flights from Clearwater to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $55. While the most popular route (Tampa - Chicago Midway) can be booked for $111 on average our data indicates $202 when flying from Clearwater to Chicago Midway Airport.

  • What does MCO to MDW mean?

    This is defined as Orlando Airport (MCO) and Chicago Midway Airport (MDW). Codes like Chicago Midway Airport are often used to just call airports uniquely. Tampa Airport (TPA), Sarasota Bradenton Intl Airport (SRQ), Orlando Sanford Intl Airport (SFB), Tampa St. Petersburg Airport (PIE), Punta Gorda Airport (PGD) are other airports near this flight route and their unique identifiers/IATA codes.

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

    The amount of baggage you can bring on your Clearwater to Midway 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 Clearwater to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Clearwater to Midway 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 Clearwater to Midway that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Clearwater 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.

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

    Many airlines flying from Clearwater to Midway 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 Clearwater to Midway?

    Yes, you can often find last-minute deals on Clearwater to Midway 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 Clearwater to Chicago Midway Airport flight deals updated?

    The Clearwater to Chicago Midway Airport flight deals you see on this page were last updated on 11/3.

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

    Currently, April is the cheapest month in which you can book a flight from Clearwater to Chicago Midway Airport (average of $159). Flying from Clearwater 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.

See more FAQs

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Alternative routes for Clearwater to Midway

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Top 5 airlines flying from Clearwater to Midway

Discover the top 5 airlines that operate flights from Clearwater to Midway. 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 2,455,398 searches. Data last updated November 4, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$67Average$155FlexibilityNo cancel feeOn-time65%
FrontierCheapest$70Average$142FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$92Average$157FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$170Average$333FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$354FlexibilityNo cancel feeOn-timeN/A
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