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O'Hare Intl

$77+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — ORD
Apr 15 — Apr 221
Wed 4/15
Wed 4/22
1 adult, Economy
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Cheapflights Tip: The best prices from Clearwater to Chicago O'Hare Intl are usually found in October or September, booked 52 days in advance, depart on a Thursday or Friday 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 March 16, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Wed 4/154:45 pm
TPA
-
ORD
Nonstop3h 02m
Multiple Airlines
Mon 4/205:48 pm
ORD
-
TPA
Nonstop3h 02m
Multiple Airlines
Deal found 3/14$116
This Booking.com deal was found by Cheapflights users on 3/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/174:18 pm
TPA
-
ORD
Nonstop3h 02m
Multiple Airlines
Mon 4/205:48 pm
ORD
-
TPA
Nonstop3h 02m
Multiple Airlines
Deal found 3/15$117
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Fri 4/179:51 pm
TPA
-
ORD
Nonstop3h 07m
Frontier
Sat 4/254:28 pm
ORD
-
TPA
1 stop14h 06m
Frontier
Deal found 3/12$118
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Thu 4/164:18 pm
TPA
-
ORD
Nonstop3h 02m
Multiple Airlines
Sun 4/193:08 pm
ORD
-
TPA
Nonstop2h 59m
Multiple Airlines
Deal found 3/12$121
This Super.com deal was found by Cheapflights users on 3/11. 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.
Sat 4/188:30 am
TPA
-
ORD
Nonstop3h 07m
Frontier
Sat 4/257:59 pm
ORD
-
TPA
Nonstop3h 00m
Frontier
Deal found 3/11$122
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/158:44 am
TPA
-
ORD
1 stop9h 16m
Frontier
Sun 4/193:08 pm
ORD
-
TPA
Nonstop2h 59m
Frontier
Deal found 3/11$124
This Expedia deal was found by Cheapflights users on 3/11. 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 4/2311:38 am
TPA
-
ORD
Nonstop3h 15m
Multiple Airlines
Mon 4/2711:28 am
ORD
-
TPA
1 stop4h 29m
Multiple Airlines
Deal found 3/11$125
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Fri 4/177:50 pm
TPA
-
ORD
1 stop16h 43m
Frontier
Mon 4/205:48 pm
ORD
-
TPA
Nonstop3h 02m
Frontier
Deal found 3/15$126
This Cheapflightsfares deal was found by Cheapflights users on 3/13. 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.
Thu 4/234:18 pm
TPA
-
ORD
Nonstop3h 02m
Spirit Airlines
Sun 4/268:52 pm
ORD
-
TPA
Nonstop2h 37m
Spirit Airlines
Deal found 3/13$127
This Spirit deal was found by Cheapflights users on 3/12. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/153:10 pm
TPA
-
ORD
Nonstop3h 00m
Spirit Airlines
Mon 5/1810:26 am
ORD
-
TPA
Nonstop2h 39m
Spirit Airlines
Deal found 3/12$128

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 March 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$116
(Kiwi.com)

One-way from

$77
(Kiwi.com)

Popular in

June

Cheapest in

October

Average price

$283
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 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. 6% potential increase in price ($17 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 March 2026
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 March 16, 2026.
Use the filters below to find and compare flights from Clearwater to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 5/9

7:10 am-9:15 am

Nonstop3h 05m

Chicago O'Hare Intl

Sat 5/9

6:20 pm-10:17 pm

Nonstop2h 57m

$197

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 5/9

9:00 am-11:05 am

Nonstop3h 05m

Chicago O'Hare Intl

Sat 5/9

1:55 pm-8:05 pm

1 stop5h 10m

$207

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 5/5

6:10 am-10:19 am

1 stop5h 09m

Chicago O'Hare Intl

Fri 5/8

6:00 am-11:34 am

1 stop4h 34m

$237
Quickest round-trip

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 5/1

2:00 pm-4:05 pm

Nonstop3h 05m

Chicago O'Hare Intl

Mon 5/4

2:00 pm-5:50 pm

Nonstop2h 50m

$237

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 5/15

8:30 am-9:55 pm

2 stops14h 25m

Chicago O'Hare Intl

Mon 5/18

2:40 pm-9:10 pm

1 stop5h 30m

$268

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 5/8

5:10 am-1:15 pm

1 stop9h 05m

Chicago O'Hare Intl

Sun 5/10

2:40 pm-9:20 am

2 stops17h 40m

$273

TampaChicago

TPA - ORD

TPAORD

Tampa

Mon 4/6

5:38 pm-11:50 am

1 stop19h 12m

Chicago O'Hare Intl

Thu 4/9

11:25 am-3:09 pm

Nonstop2h 44m

$280

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 5/14

6:44 pm-8:49 pm

Nonstop3h 05m

Chicago O'Hare Intl

Tue 5/19

6:20 pm-10:17 pm

Nonstop2h 57m

$297

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 5/16

6:25 am-11:30 am

1 stop6h 05m

Chicago O'Hare Intl

Mon 5/18

2:40 pm-9:00 am

2 stops17h 20m

$305

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 5/6

6:20 am-12:50 pm

1 stop7h 30m

Chicago O'Hare Intl

Thu 5/7

2:40 pm-9:10 pm

1 stop5h 30m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Showing 1-10 of 22 resultsSorted by cheapest first
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3

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 March 13, 2026.

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 52 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 $58). Flying from Clearwater to Chicago O'Hare Intl Airport 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 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 March 16, 2026.

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 52% 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 March 14, 2026.

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

Weekly flight availability from Clearwater to Chicago O'Hare Intl Airport

Explore weekly flight availability from Clearwater to O'Hare Intl. 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 March 16, 2026.

The most flights from CL9 to ORD are scheduled on a Friday (75 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (49 on average).

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 March 16, 2026.
Read through reviews of airlines operating flights from Clearwater to Chicago O'Hare Intl Airport, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,318 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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
4,318 reviews
Southwest
8.0
Very good
4,318 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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
9,428 reviews
Southwest
8.0
Very good
4,318 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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
7.1
Good
11,466 reviews
Southwest
8.0
Very good
4,318 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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
8,520 reviews
Southwest
8.0
Very good
4,318 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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
5.7
Fair
3,030 reviews
Southwest
8.0
Very good
4,318 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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 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?

    United Airlines, Southwest, and Delta can get you from Clearwater to Chicago O'Hare Intl Airport in just under 3h 05m. Your travel time can differ by up to 2h 04m. 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?

    $45 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 $48 and $78, 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 ANA (86%), Azul (80%) and Japan Airlines (79%).

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

    On average you can expect to pay $963 for a flight from Clearwater to Chicago O'Hare Intl Airport. The cheapest flight overall is $71 while the most popular route, (Tampa - Chicago O'Hare Intl) is currently priced at $108.

  • 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 $58). Flying from Clearwater to Chicago O'Hare Intl Airport 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

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
Naperville
Lake Geneva
Hoffman Estates
Delavan
Downers Grove
Des Plaines
Elgin
Oak Brook
South Holland
Elk Grove Village
Libertyville
Waukegan
Beloit
Warrenville
Oakbrook Terrace
Bridgeview
Great Lakes

Browse thousands of different options on Cheapflights for your next trip

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Top 7 airlines flying from Clearwater to O'Hare Intl

Discover the top 7 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 March 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$178FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$68Average$156FlexibilityNo cancel feeOn-time65%
DeltaCheapest$98Average$510FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$146Average$328FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$148Average$266FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$153Average$345FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$303FlexibilityNo cancel feeOn-time71%

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