$68+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — ORD
Feb 28 — Mar 71
1 adult, Economy
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Find cheap flights from Clearwater to O'Hare Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Clearwater to Chicago O'Hare Intl are usually found in February or October, booked 84 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 IntlExplore 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 January 29, 2026.
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 January 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/36:38 pm
TPA
- ORD
1 stop6h 09m
Multiple Airlines
Sun 3/85:05 pm
ORD
- TPA
Nonstop3h 00m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$89
This CheapOair deal was found by Cheapflights users on 1/27. 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 2/123:01 pm
TPA
- ORD
Nonstop3h 02m
Spirit Airlines
Tue 2/1710:19 am
ORD
- TPA
Nonstop2h 47m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$90
This Priceline deal was found by Cheapflights users on 1/27. 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.
Tue 2/246:38 pm
TPA
- ORD
1 stop6h 09m
Spirit Airlines
Wed 2/2510:19 am
ORD
- TPA
Nonstop2h 47m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$91
This Super.com deal was found by Cheapflights users on 1/29. 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.
Fri 2/273:01 pm
TPA
- ORD
Nonstop3h 02m
Spirit Airlines
Sat 2/288:16 pm
ORD
- TPA
1 stop10h 19m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 2/248:30 am
TPA
- ORD
1 stop11h 41m
Spirit Airlines
Tue 3/310:19 am
ORD
- TPA
Nonstop2h 47m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$94
This Expedia deal was found by Cheapflights users on 1/29. 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 2/263:01 pm
TPA
- ORD
Nonstop3h 02m
Spirit Airlines
Sun 3/18:16 pm
ORD
- TPA
1 stop10h 19m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$95
This CheapOair deal was found by Cheapflights users on 1/27. 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 2/253:01 pm
TPA
- ORD
Nonstop3h 02m
Spirit Airlines
Thu 2/268:16 pm
ORD
- TPA
1 stop10h 19m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$96
This Super.com deal was found by Cheapflights users on 1/28. 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 1/28![Frontier logo]()
$97
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 2/266:38 pm
TPA
- ORD
1 stop6h 09m
Spirit Airlines
Mon 3/210:19 am
ORD
- TPA
Nonstop2h 47m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$98
This Frontier deal was found by Cheapflights users on 1/27. 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.
Thu 2/265:23 pm
TPA
- ORD
Nonstop3h 14m
Frontier
Sat 2/284:42 pm
ORD
- TPA
1 stop6h 43m
Frontier
Deal found 1/27![Frontier logo]()
$99
This Expedia deal was found by Cheapflights users on 1/28. 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.
Sat 2/146:38 pm
TPA
- ORD
1 stop6h 09m
Spirit Airlines
Mon 2/1610:19 am
ORD
- TPA
Nonstop2h 47m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$100
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 January 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $89 (Kiwi.com) |
One-way from | $68 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $223 |
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 January 29, 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
Clearwater
Fly to
O'Hare Intl
Route
Depart
Return
Price
TampaChicago
TPA - ORD
TPAORD
Tampa
Wed 2/25
3:01 pm-5:03 pm
Nonstop3h 02m
Chicago O'Hare Intl
Wed 3/4
5:15 am-5:33 pm
1 stop11h 18m
$90
TampaChicago
TPA - ORD
TPAORD
Tampa
Thu 2/26
8:30 am-7:11 pm
1 stop11h 41m
Chicago O'Hare Intl
Mon 3/2
5:15 am-5:33 pm
1 stop11h 18m
$117
TampaChicago
TPA - ORD
TPAORD
Tampa
Wed 3/25
3:11 pm-5:11 pm
Nonstop3h 00m
Chicago O'Hare Intl
Mon 3/30
8:41 pm-7:19 am
1 stop9h 38m
$118
TampaChicago
TPA - ORD
TPAORD
Tampa
Thu 2/26
8:30 am-7:11 pm
1 stop11h 41m
Chicago O'Hare Intl
Sun 3/1
8:16 pm-7:35 am
1 stop10h 19m
$120
TampaChicago
TPA - ORD
TPAORD
Tampa
Thu 3/12
8:14 am-6:21 pm
1 stop11h 07m
Chicago O'Hare Intl
Mon 3/16
10:15 am-1:53 pm
Nonstop2h 38m
$124
TampaChicago
TPA - ORD
TPAORD
Tampa
Fri 2/13
6:38 pm-11:47 pm
1 stop6h 09m
Chicago O'Hare Intl
Mon 2/16
1:44 pm-5:44 pm
Nonstop3h 00m
$141
TampaChicago
TPA - ORD
TPAORD
Tampa
Sat 2/14
7:20 am-9:26 am
Nonstop3h 06m
Chicago O'Hare Intl
Tue 2/17
6:07 pm-10:00 pm
Nonstop2h 53m
$227
TampaChicago
TPA - ORD
TPAORD
Tampa
Wed 3/18
4:47 pm-6:55 pm
Nonstop3h 08m
Chicago O'Hare Intl
Wed 3/25
6:10 pm-9:59 pm
Nonstop2h 49m
$242
TampaChicago
TPA - ORD
TPAORD
Tampa
Fri 2/27
8:00 am-9:50 pm
2 stops14h 50m
Chicago O'Hare Intl
Sun 3/1
5:15 pm-12:05 am
1 stop5h 50m
$248
TampaChicago
TPA - ORD
TPAORD
Tampa
Fri 2/27
7:20 am-9:26 am
Nonstop3h 06m
$90
Showing 1-10 of 19 results
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 January 23, 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 84 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, March is the cheapest month in which you can book a flight from Clearwater to Chicago O'Hare Intl Airport (average of $51). 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 January 29, 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 62% 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 January 24, 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. Monday at noon 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 January 29, 2026.
The most flights from CL9 to ORD are scheduled on a Monday (55 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (21 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 January 29, 2026.
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.
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Feb 2025
MCO - STL
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Feb 2025
MCO - STL
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Feb 2025
MCO - STL
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Feb 2025
MCO - STL
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Feb 2025
MCO - STL
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Feb 2025
MCO - STL
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.
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 locationsSchaumburg
Rosemont
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora
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.
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 January 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$48 | Average$155 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$68 | Average$153 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$98 | Average$479 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$145 | Average$255 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$150 | Average$342 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$157 | Average$308 | FlexibilityNo cancel fee | On-time71% |