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$66+ 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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — ORD
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap 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 January 20, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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.
Sat 3/79:05 pm
TPA
-
ORD
Nonstop3h 04m
Frontier
Tue 3/102:43 pm
ORD
-
TPA
Nonstop3h 06m
Frontier
Deal found 1/20$87
This CheapOair deal was found by Cheapflights users on 1/20. 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.
Thu 2/59:12 pm
TPA
-
ORD
Nonstop3h 04m
Frontier
Sun 2/84:38 pm
ORD
-
TPA
Nonstop3h 07m
Frontier
Deal found 1/20$92
This Super.com deal was found by Cheapflights users on 1/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/52:57 pm
TPA
-
ORD
Nonstop3h 01m
Spirit Airlines
Tue 2/1010:07 am
ORD
-
TPA
Nonstop2h 47m
Spirit Airlines
Deal found 1/19$96
This Booking.com deal was found by Cheapflights users on 1/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/72:57 pm
TPA
-
ORD
Nonstop3h 01m
Multiple Airlines
Sun 2/84:38 pm
ORD
-
TPA
Nonstop3h 07m
Multiple Airlines
Deal found 1/19$97
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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.
Tue 2/102:57 pm
TPA
-
ORD
Nonstop3h 01m
Spirit Airlines
Tue 2/1710:19 am
ORD
-
TPA
Nonstop2h 47m
Spirit Airlines
Deal found 1/20$100
This Priceline deal was found by Cheapflights users on 1/18. 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.
Thu 2/59:12 pm
TPA
-
ORD
Nonstop3h 04m
Multiple Airlines
Sat 2/710:07 am
ORD
-
TPA
Nonstop2h 47m
Multiple Airlines
Deal found 1/18$101
This Expedia deal was found by Cheapflights users on 1/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/59:12 pm
TPA
-
ORD
Nonstop3h 04m
Multiple Airlines
Mon 2/910:07 am
ORD
-
TPA
Nonstop2h 47m
Multiple Airlines
Deal found 1/19$102
This Super.com deal was found by Cheapflights users on 1/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/59:12 pm
TPA
-
ORD
Nonstop3h 04m
Frontier
Sat 2/79:15 am
ORD
-
TPA
Nonstop2h 57m
Frontier
Deal found 1/18$105
This Frontier deal was found by Cheapflights users on 1/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/72:23 pm
TPA
-
ORD
Nonstop3h 12m
Frontier
Sun 2/84:38 pm
ORD
-
TPA
Nonstop3h 07m
Frontier
Deal found 1/18$106
This Super.com deal was found by Cheapflights users on 1/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/52:57 pm
TPA
-
ORD
Nonstop3h 01m
Spirit Airlines
Sun 2/810:07 am
ORD
-
TPA
Nonstop2h 47m
Spirit Airlines
Deal found 1/19$107
This Expedia deal was found by Cheapflights users on 1/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/52:57 pm
TPA
-
ORD
Nonstop3h 01m
Multiple Airlines
Tue 2/1011:51 am
ORD
-
TPA
1 stop7h 47m
Multiple Airlines
Deal found 1/19$110
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Tue 2/176:15 am
TPA
-
MDW
1 stop13h 52m
Frontier
Tue 2/246:10 am
MDW
-
TPA
1 stop13h 28m
Frontier
Deal found 1/20$131

Find flight deals from Clearwater to Illinois

Keep the following information in mind while searching for Clearwater to Illinois flight deals. Data was last updated January 20, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$87
(Cheapflightsfares)

One-way from

$66
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$187
Provider with most accurate pricing for Tampa-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tampa-Chicago (CHI) flights.
Search Deals
From Clearwater to Illinois
Search Deals
One-way flight from Clearwater to Illinois
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 20, 2026.
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

Thu 3/12

10:25 pm-12:34 am

Nonstop3h 09m

Chicago O'Hare Intl

Tue 3/17

3:28 pm-7:24 pm

Nonstop2h 56m

$117

TampaChicago

TPA - MDW

TPAMDW

Tampa

Sat 2/21

6:50 am-8:35 am

Nonstop2h 45m

Chicago Midway

Tue 2/24

5:40 pm-9:15 pm

Nonstop2h 35m

$157

TampaChicago

TPA - MDW

TPAMDW

Tampa

Thu 2/19

5:25 am-9:54 am

1 stop5h 29m

Chicago Midway

Tue 2/24

12:45 pm-6:49 pm

1 stop5h 04m

$198

TampaSt. Louis

TPA - STL

TPASTL

Tampa

Thu 3/19

10:05 pm-1:34 pm

1 stop16h 29m

Lambert-St Louis

Tue 3/24

11:21 am-12:26 am

1 stop12h 05m

$198

TampaChicago

TPA - MDW

TPAMDW

Tampa

Thu 2/26

5:40 am-12:46 pm

1 stop8h 06m

Chicago Midway

Sun 3/1

1:28 pm-9:46 pm

1 stop7h 18m

$199

TampaChicago

TPA - MDW

TPAMDW

Tampa

Fri 2/13

6:40 am-8:25 am

Nonstop2h 45m

Chicago Midway

Sun 2/15

6:45 am-10:30 am

Nonstop2h 45m

$199

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 2/20

7:59 pm-11:56 pm

1 stop4h 57m

Chicago O'Hare Intl

Sun 2/22

5:25 am-11:33 am

1 stop5h 08m

$199

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 2/26

5:25 am-10:14 am

1 stop5h 49m

Chicago O'Hare Intl

Sun 3/1

5:37 pm-11:38 pm

1 stop5h 01m

$199

TampaChicago

TPA - RFD

TPARFD

Tampa

Wed 4/29

6:39 pm-9:47 am

1 stop16h 08m

Chicago Greater Rockford

Sun 5/3

10:37 am-9:59 pm

1 stop10h 22m

$203

TampaChicago

TPA - MDW

TPAMDW

Tampa

Tue 3/10

4:00 pm-5:50 pm

Nonstop2h 50m

Chicago Midway

Tue 3/17

3:35 pm-9:35 pm

1 stop5h 00m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/18

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, March is the cheapest month in which you can book a flight from Clearwater to Illinois (average of $42). 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 January 20, 2026.

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 10% 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 January 17, 2026.

Travelers seeking maximum savings on their Clearwater to Illinois flight should consider departing on Saturday evenings when fares are most often at their lowest. Friday evenings 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 January 20, 2026.

The most flights from CL9 to USIL are scheduled on a Monday (58 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 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 January 20, 2026.
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
4,266 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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
9,188 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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
11,169 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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
8,359 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

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 2h 45m. Fly via Frontier, Southwest, or Delta to get the fastest option. The distance from Clearwater to Illinois is about 998 mi. This flight may include one or multiple stops.

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

    $40 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Southwest, with prices starting from $46 and $71, 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 Cathay Pacific (87%), Royal Jordanian (82%) or Austrian Airlines (81%) 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 $65. On average you can expect to pay $919. The most popular route, (Tampa - Chicago O'Hare Intl), can usually be booked for $96.

  • 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, March is the cheapest month in which you can book a flight from Clearwater to Illinois (average of $42). 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.

See more FAQs

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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 January 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$46Average$148FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$50Average$189FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$67Average$152FlexibilityNo cancel feeOn-time65%
DeltaCheapest$98Average$349FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$121Average$178FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$145Average$298FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$149Average$358FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$383FlexibilityNo cancel feeOn-time71%

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