Cheap flights from Clearwater Beach to Chicago (CHI)
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The best prices from Clearwater Beach to Chicago are usually found in September or October, booked 41 days in advance, depart on a Saturday or Thursday and return on a Tuesday
How to find the cheapest flight from
Clearwater Beach to Chicago (CHI)
All the information you need to plan the best null to CHI flight in 2022: compare Clearwater Beach to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
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CW9 - CHI Price
|
$97 - $276
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CHI Temperature
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23 - 73.4 °F
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CHI Rainfall
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1.7 - 4.9 inches
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Popular in June High demand for flights, 36% potential price rise |
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Cheapest in September Best time to find cheap flights, 45% potential price drop |
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Round-trip from $97 From Clearwater Beach to Chicago (CHI) |
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One-way from $59 One-way flight from Clearwater Beach to Chicago (CHI) |
What is the cheapest month to fly from Clearwater Beach to Chicago?
Due to multiple factors, expect to potentially pay more when booking in June. For low rates, September can be a great choice for travel to Chicago. Flights to Chicago from Clearwater Beach in September are about $177 on average during September, but can be found for as low as $49.
How far in advance should I book a flight from Clearwater Beach to Chicago?
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 36 days in advance, which can save you up to 39% on flights from Clearwater Beach to Chicago compared to booking the week you need them. Waiting 36 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $181. For sooner than that we have options available in the next 3 days from $248.
When is the cheapest time to fly from Clearwater Beach to Chicago (CW9 - CHI)?
When flying from Clearwater Beach to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Cheap flights from Clearwater Beach to Chicago in August, September 2022
The best prices found for Clearwater Beach to CHI flights for August, September
16 Aug - 17 Aug
$54pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
17 Aug - 31 Aug
$59pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
17 Aug - 23 Aug
$60pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
Clearwater Beach to Chicago 2022 flight deals
Cheap flights to Chicago from Clearwater Beach found for this year
16 Aug - 17 Aug
$54pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
17 Aug - 31 Aug
$59pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
17 Aug - 23 Aug
$60pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
Cheap Spirit Airlines flights from Clearwater Beach to Chicago
3 Sep - 7 Sep
$67pp
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
30 Aug - 3 Sep
$70pp
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
3 Sep - 4 Sep
$75pp
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
Cheap Frontier flights from Clearwater Beach to Chicago
23 Aug - 24 Aug
$54pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
18 Aug - 30 Aug
$59pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
27 Aug - 29 Aug
$60pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
Non-stop flights to Chicago from Clearwater Beach
Save time with Clearwater Beach to Chicago direct flight deals
23 Aug - 24 Aug
$54pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
27 Aug - 29 Aug
$60pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
23 Aug - 27 Aug
$64pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
Last minute flights from Clearwater Beach to Chicago
Late deals on round-trip flights to Chicago from Clearwater Beach, departing today and this week
16 Aug - 17 Aug
$54pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
17 Aug - 31 Aug
$59pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
17 Aug - 23 Aug
$60pp
TPA
Tampa
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
TPA
Tampa
One-way flights to Chicago from Clearwater Beach
The cheapest one-way flights from Clearwater Beach to Chicago
3:50 pm - 2:38 am
Multiple Airlines
2 Stops
11h 48m
TPA - MDW
$59
Kiwi.com
5:00 am - 6:38 am
Frontier
Nonstop
2h 38m
TPA - MDW
$61
Kiwi.com
Related info for your journey
Useful info, stats and facts about <span class="emphasized">Clearwater Beach</span> to <span class="emphasized">Chicago</span> flights.
COVID Restrictions
View COVID Travel Restrictions for Chicago, IL
Hide COVID Travel Restrictions for Chicago, IL
Alternative routes for Clearwater Beach to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Jacksonville to Moline Quad-City
from $378 pp
Daytona Beach to Bloomington-Normal
from $416 pp
Fort Lauderdale to Bloomington-Normal
from $490 pp
Key West to Bloomington-Normal
from $518 pp
Palm Beach Intl to Bloomington-Normal
from $653 pp
Miami to Bloomington-Normal
from $878 pp
Top 7 airlines flying from Clearwater Beach to Chicago
The chart below displays the airlines Cheapflights users traveling from Clearwater Beach to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
| Airline | Cheapest | Average | Flexibility | On-time | COVID-19 safety | |
|---|---|---|---|---|---|---|
|
$12 | $22 | No cancel fee | 66% |
We couldn't confirm the COVID-19 safety measures taken by Juneyao Airlines. Please check directly on their website for additional information. |
|
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$23 | $188 | No cancel fee | 62% | ||
|
$43 | $157 | No cancel fee | 65% | ||
|
$58 | $248 | No cancel fee | 69% | ||
|
$63 | $302 | No cancel fee | 71% | ||
|
$72 | $238 | No cancel fee | 88% | ||
|
$81 | $373 | No cancel fee | N/A |
Popular flight searches
Check out other popular destinations found by fellow travelers in 2022.
Hourly flight availability from Clearwater Beach to Chicago
See what time of day planes typically take off from Clearwater Beach towards Chicago.
| Morning 6 AM to noon | 53% of Clearwater Beach to CHI departures |
| Afternoon Noon to 6 PM | 34% of Clearwater Beach to CHI departures |
| Evening 6 PM to midnight | 7% of Clearwater Beach to CHI departures |
| Early morning Midnight to 6 AM | 6% of Clearwater Beach to CHI departures |
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Clearwater Beach to ChicagoSee how many times per day planes take to the skies headed from Clearwater Beach to Chicago.
Sunday
53 daily flights
Monday
53 daily flights
Tuesday
49 daily flights
Wednesday
52 daily flights
Thursday
52 daily flights
Friday
52 daily flights
Saturday
46 daily flights