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O'Hare Intl

$70+ Cheap flights from Clearwater, FL to O'Hare Intl (ORD)

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — ORD
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheapflights Tip: The best prices from Clearwater to Chicago O'Hare Intl are usually found in February or January, booked 85 days in advance, depart on a Friday or Thursday and return on a Wednesday

Cheap flight deals from Clearwater to O'Hare Intl

Cheapest flights from Clearwater to O'Hare Intl
Explore the most affordable flight options available from Clearwater to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This Orbitz deal was found by Cheapflights users on 12/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:28 pmTPA - ORD
1 stop22h 12mFrontier
Wed 1/74:49 pmORD - TPA
1 stop5h 39mFrontier
Deal found 12/15$131
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:00 amTPA - ORD
1 stop15h 06mFrontier
Thu 1/88:00 amORD - TPA
Nonstop3h 04mFrontier
Deal found 12/16$132
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/311:28 pmTPA - ORD
1 stop22h 12mMultiple Airlines
Wed 1/77:30 amORD - TPA
1 stop8h 38mMultiple Airlines
Deal found 12/16$145
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/249:03 pmTPA - ORD
1 stop18h 59mMultiple Airlines
Wed 1/77:30 amORD - TPA
1 stop8h 38mMultiple Airlines
Deal found 12/16$146
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/249:03 pmTPA - ORD
1 stop18h 59mMultiple Airlines
Tue 1/63:26 pmORD - TPA
1 stop15h 10mMultiple Airlines
Deal found 12/16$152
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Wed 12/311:28 pmTPA - ORD
1 stop22h 12mMultiple Airlines
Mon 1/1910:07 amORD - TPA
Nonstop2h 47mMultiple Airlines
Deal found 12/15$159
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/239:03 pmTPA - ORD
1 stop15h 11mMultiple Airlines
Sun 1/187:58 pmORD - TPA
Nonstop3h 01mMultiple Airlines
Deal found 12/14$161
This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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.
Wed 12/311:28 pmTPA - ORD
1 stop22h 12mFrontier
Mon 1/51:44 pmORD - TPA
1 stop5h 39mFrontier
Deal found 12/16$164
This CheapOair deal was found by Cheapflights users on 12/16. 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.
Wed 12/311:28 pmTPA - ORD
1 stop22h 12mFrontier
Fri 1/26:00 amORD - TPA
1 stop11h 48mFrontier
Deal found 12/16$165

Find flight deals from Clearwater to O'Hare Intl

Keep the following information in mind while searching for Clearwater to O'Hare Intl flight deals. Data was last updated December 16, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$83
(Frontier)

One-way from

$70
(Spirit)

Popular in

June

Cheapest in

February

Average price

$251
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 Chicago O'Hare Intl
Search Deals
One-way flight from Clearwater to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
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 December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Clearwater to O'Hare Intl 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 December 16, 2025.
Use the filters below to find and compare flights from Clearwater to Chicago O'Hare Intl Airport that are best for you.

Fly from

Clearwater

Fly to

O'Hare Intl

Route

Depart

Return

Price

TampaChicago

TPA - ORD

TPAORD

Tampa

Mon 1/12

2:57 pm-4:58 pm

Nonstop3h 01m

Chicago O'Hare Intl

Mon 1/19

8:43 pm-8:20 am

1 stop10h 37m

$115

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 1/20

12:40 pm-2:45 pm

Nonstop3h 05m

Chicago O'Hare Intl

Wed 1/21

11:55 am-3:40 pm

Nonstop2h 45m

$157

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 3/5

6:00 am-11:48 am

1 stop6h 48m

Chicago O'Hare Intl

Sun 3/8

12:41 pm-8:57 pm

1 stop7h 16m

$179

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 2/6

11:00 am-7:45 pm

1 stop9h 45m

Chicago O'Hare Intl

Sun 2/8

8:45 am-6:40 pm

1 stop8h 55m

$179

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 1/15

11:00 am-7:36 pm

1 stop9h 36m

Chicago O'Hare Intl

Fri 1/23

9:15 am-6:12 pm

1 stop7h 57m

$179

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 1/15

8:30 am-1:40 pm

1 stop6h 10m

Chicago O'Hare Intl

Tue 1/20

9:55 am-5:52 pm

1 stop6h 57m

$198

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 12/25

4:26 pm-6:29 pm

Nonstop3h 03m

Chicago O'Hare Intl

Wed 12/31

1:24 pm-8:03 pm

1 stop5h 39m

$202

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 1/7

8:30 am-1:08 pm

1 stop5h 38m

Chicago O'Hare Intl

Sat 1/17

5:30 am-1:46 pm

1 stop7h 16m

$205

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 1/10

8:30 am-1:08 pm

1 stop5h 38m

Chicago O'Hare Intl

Sat 1/17

11:05 am-6:39 pm

1 stop6h 34m

$205

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 1/10

3:55 pm-7:35 pm

1 stop4h 40m

Chicago O'Hare Intl

Wed 1/21

2:50 pm-8:36 pm

1 stop4h 46m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 22 results
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Best time to book a flight from Clearwater to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl 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 Chicago O'Hare Intl Airport

How far ahead should I book a flight from Clearwater to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Clearwater to O'Hare Intl. Price data was last updated on December 12, 2025.

The price you pay for your flight from Clearwater to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 85 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Clearwater to Chicago O'Hare Intl Airport?

Currently, January is the cheapest month in which you can book a flight from Clearwater to Chicago O'Hare Intl Airport (average of $30). Flying from Clearwater to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $114). 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 ORD?

Find hourly flight availability from Clearwater to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Clearwater to Chicago O'Hare Intl Airport in the evening. If you’re flexible enough to do this you can expect to save up to 56% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Clearwater to Chicago O'Hare Intl Airport?

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

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

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated December 16, 2025.
Read through reviews of airlines operating flights from Clearwater to Chicago O'Hare Intl Airport, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Boarding

8.1

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Boarding

8.1

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
9,092 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Boarding

8.1

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
11,049 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Boarding

8.1

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
8,186 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Boarding

8.1

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
3,082 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Boarding

8.1

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 O'Hare Intl. 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 Chicago O'Hare Intl Airport?

    Spirit Airlines, Southwest, and JetBlue can get you from Clearwater to Chicago O'Hare Intl Airport in just under 3h 01m. Your travel time can differ by up to 3h 47m. The distance from Clearwater to Chicago O'Hare Intl Airport is about 1013 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Clearwater to Chicago O'Hare Intl Airport one-way?

    $38 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 $43 and $71, respectively.

  • What are the most reliable airlines from Clearwater to Chicago O'Hare Intl Airport?

    The top 3 most reliable airlines when flying from Clearwater to Chicago O'Hare Intl Airport are Cathay Pacific (89%), Austrian Airlines (84%) and Volaris (83%).

  • What are the cheapest flights from Clearwater to Chicago O'Hare Intl Airport?

    On average you can expect to pay $882 for a flight from Clearwater to Chicago O'Hare Intl Airport. The cheapest flight overall is $49 while the most popular route, (Tampa - Chicago O'Hare Intl) is currently priced at $60.

  • Can I find deals for flights from Clearwater to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Clearwater to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Clearwater to O'Hare Intl?

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

  • Can I find deals for business class flights from Clearwater to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Clearwater to O'Hare Intl 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 Chicago O'Hare Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Clearwater to Chicago O'Hare Intl Airport (average of $30). Flying from Clearwater to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $114). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Gurnee
Elgin
Naperville
Hoffman Estates
Beloit
Delavan
Oak Brook
Downers Grove
Des Plaines
Elk Grove Village
Skokie
Lake Geneva
Bridgeview
Warrenville
Waukegan
Aurora
Kenosha
Evanston

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Clearwater to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Clearwater to O'Hare Intl

Discover the top 6 airlines that operate flights from Clearwater to O'Hare Intl. 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$153FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$76Average$155FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$148Average$261FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$154Average$345FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$312FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$512FlexibilityNo cancel feeOn-timeN/A

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