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$56+ Cheap flights from Clearwater, FL to Illinois

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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — ORD
nov. 19 — nov. 261
mer. 11/19
mer. 11/26
1 adult, Economy
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Cheap flight deals from Clearwater to Illinois

Keep the following information in mind while searching for Clearwater to Illinois flight deals. Data was last updated octobre 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$99
(CheapOair)

One-way from

$56
(Trip.com)

Popular in

June

Cheapest in

January

Average price

$220
Provider with most accurate pricing for Tampa-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Tampa-Chicago (CHI) flights.
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From Clearwater to Illinois
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One-way flight from Clearwater to Illinois
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Highest demand for flights based on searches. 9% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Clearwater to Illinois

Cheapest flights from Clearwater to Illinois
Explore the most affordable flight options available from Clearwater to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octobre 20, 2025.

This CheapOair deal was found by Cheapflights users on 10/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 11/96:37 amTPA - MDW
1 stop29h 53mFrontier
dim. 11/166:06 pmMDW - TPA
Nonstop2h 35mFrontier
Deal found 10/20$99
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 11/127:50 amTPA - ORD
1 stop8h 49mFrontier
dim. 11/167:05 amORD - TPA
Nonstop2h 44mFrontier
Deal found 10/20$99
This CheapOair deal was found by Cheapflights users on 10/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 11/1410:53 amTPA - ORD
Nonstop2h 58mSpirit Airlines
lun. 11/1710:52 amORD - TPA
1 stop10h 59mSpirit Airlines
Deal found 10/18$101
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 11/611:59 amTPA - ORD
Nonstop3h 00mFrontier
lun. 11/106:00 amORD - TPA
1 stop22h 22mFrontier
Deal found 10/19$102
This Trip.com deal was found by Cheapflights users on 10/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 11/73:10 pmTPA - ORD
Nonstop3h 00mMultiple Airlines
lun. 11/101:56 pmORD - TPA
Nonstop2h 43mMultiple Airlines
Deal found 10/18$103
This Priceline deal was found by Cheapflights users on 10/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 10/258:30 amTPA - MDW
1 stop9h 43mFrontier
lun. 10/279:45 amMDW - TPA
Nonstop2h 37mFrontier
Deal found 10/18$104
This CheapOair deal was found by Cheapflights users on 10/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/117:35 pmTPA - ORD
Nonstop3h 16mFrontier
dim. 12/148:45 amORD - TPA
Nonstop3h 04mFrontier
Deal found 10/19$104
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 11/58:25 amTPA - MDW
1 stop5h 16mFrontier
lun. 11/106:06 pmMDW - TPA
Nonstop2h 35mFrontier
Deal found 10/20$105
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 12/59:00 amTPA - ORD
Nonstop3h 05mMultiple Airlines
lun. 12/812:29 pmORD - TPA
Nonstop2h 43mMultiple Airlines
Deal found 10/19$105
This Priceline deal was found by Cheapflights users on 10/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 11/712:34 pmTPA - MDW
Nonstop2h 48mFrontier
lun. 11/106:06 pmMDW - TPA
Nonstop2h 35mFrontier
Deal found 10/19$106
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/288:25 amTPA - ORD
1 stop27h 49mFrontier
dim. 11/27:05 amORD - TPA
Nonstop2h 44mFrontier
Deal found 10/18$106
This CheapOair deal was found by Cheapflights users on 10/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 11/712:34 pmTPA - MDW
Nonstop2h 48mFrontier
dim. 11/96:06 pmMDW - TPA
Nonstop2h 35mFrontier
Deal found 10/19$107

Cheapflights Fare Finder

 
Customize your flight search to find flights from Clearwater to Illinois 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 octobre 20, 2025.
Use the filters below to find and compare flights from Clearwater to Illinois that are best for you.

Fly from

Clearwater

Fly to

Illinois

Route

Depart

Return

Price

TampaChicago

TPA - ORD

TPAORD

Tampa

mar. 11/25

10:53 am-8:27 pm

1 stop10h 34m

Chicago O'Hare Intl

ven. 11/28

2:28 pm-6:16 pm

Nonstop2h 48m

$151

TampaChicago

TPA - MDW

TPAMDW

Tampa

sam. 11/8

8:30 am-6:39 pm

1 stop11h 09m

Chicago Midway

mar. 11/11

1:56 pm-7:27 pm

1 stop4h 31m

$156

TampaSt. Louis

TPA - STL

TPASTL

Tampa

mar. 11/11

2:31 pm-9:07 am

1 stop19h 36m

Lambert-St Louis

ven. 11/14

4:56 pm-5:37 pm

1 stop23h 41m

$156

TampaChicago

TPA - ORD

TPAORD

Tampa

sam. 12/6

12:45 pm-2:45 pm

Nonstop3h 00m

Chicago O'Hare Intl

mar. 12/9

11:55 am-3:35 pm

Nonstop2h 40m

$157

TampaChicago

TPA - ORD

TPAORD

Tampa

ven. 12/5

7:30 am-9:29 am

Nonstop2h 59m

Chicago O'Hare Intl

dim. 12/7

7:30 am-11:20 am

Nonstop2h 50m

$159

TampaChicago

TPA - MDW

TPAMDW

Tampa

jeu. 11/13

9:40 am-11:25 am

Nonstop2h 45m

Chicago Midway

lun. 11/17

6:00 pm-9:35 pm

Nonstop2h 35m

$179

TampaChicago

TPA - ORD

TPAORD

Tampa

sam. 2/28

7:00 am-1:23 pm

1 stop7h 23m

Chicago O'Hare Intl

mar. 3/3

9:30 am-5:52 pm

1 stop7h 22m

$197

TampaChicago

TPA - MDW

TPAMDW

Tampa

sam. 1/24

5:50 pm-9:46 pm

1 stop4h 56m

Chicago Midway

lun. 1/26

10:35 am-5:52 pm

1 stop6h 17m

$198

TampaSt. Louis

TPA - STL

TPASTL

Tampa

jeu. 11/6

6:10 am-10:12 am

1 stop5h 02m

Lambert-St Louis

sam. 11/8

7:45 pm-11:17 pm

2 stops26h 32m

$202

TampaChicago

TPA - MDW

TPAMDW

Tampa

ven. 11/7

9:30 pm-11:10 pm

Nonstop2h 40m

Chicago Midway

sam. 11/15

5:35 pm-9:10 pm

Nonstop2h 35m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Showing 1-10 of 60 results
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Best time to book a flight from Clearwater to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois 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.

Cheapflights Insights

Everything you need to know about your flight from Clearwater to Illinois

What is the cheapest month to book a flight from Clearwater to Illinois?

Currently, January is the cheapest month in which you can book a flight from Clearwater to Illinois (average of $31). Flying from Clearwater to Illinois in June is currently the most expensive (average of $107). 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 IL?

Find hourly flight availability from Clearwater to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octobre 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Clearwater to Illinois in the morning. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Clearwater to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Clearwater to Illinois. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Clearwater to Illinois flight should consider departing on Sunday evenings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Clearwater to Illinois

Explore weekly flight availability from Clearwater to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated octobre 20, 2025.

The most flights from CL9 to USIL are scheduled on a Monday (60 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (44 on average).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated octobre 20, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Clearwater to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,239 reviews
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
8,991 reviews
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
11,024 reviews
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Spirit Airlines
6.3
Okay
8,095 reviews
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Frontier
5.8
Fair
3,130 reviews
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Clearwater to Illinois. 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 Clearwater to Illinois?

    There are many flights that can get you from Clearwater to Illinois in 3h. Fly via Spirit Airlines, Frontier, or Southwest to get the fastest option. The distance from Clearwater to Illinois is about 1013 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Clearwater to Illinois one-way?

    $73 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $79 and $126, respectively.

  • What are the most popular routes from Clearwater to Illinois?

    When deciding which route to take from Clearwater to Illinois consider Tampa - Chicago O'Hare Intl, Tampa - Chicago Midway or Tampa - Lambert-St Louis as they are the most popular.

  • What are the most reliable airlines from Clearwater to Illinois?

    Consider ITA Airways (97%), Japan Airlines (87%) or SWISS (86%) when booking your flight. These represent the most reliable airlines when flying from Clearwater to Illinois.

  • What are the cheapest flights from Clearwater to Illinois?

    The cheapest flight price from Clearwater to Illinois is $44. On average you can expect to pay $976. The most popular route, (Tampa - Chicago O'Hare Intl), can usually be booked for $70.

  • Can I find deals for flights from Clearwater to Illinois that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Clearwater to Illinois 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 Clearwater to Illinois?

    Currently, January is the cheapest month in which you can book a flight from Clearwater to Illinois (average of $31). Flying from Clearwater to Illinois in June is currently the most expensive (average of $107). 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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Alternative routes for Clearwater to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Clearwater to Illinois

Discover the top 8 airlines that operate flights from Clearwater to Illinois. 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 2,558,603 searches. Data last updated octobre 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$46Average$159FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$50Average$169FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$74Average$144FlexibilityNo cancel feeOn-time65%
DeltaCheapest$98Average$361FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$121Average$178FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$143Average$305FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$158Average$352FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$159Average$400FlexibilityNo cancel feeOn-time71%

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