
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $159 (Kiwi.com) |
One-way from | $84 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $252 |
Fly from
Fly to
Route
Depart
Return
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 9/2
7:30 am-11:00 am
Nonstop2h 30m
Tampa
Wed 9/9
2:45 pm-7:05 pm
1 stop5h 20m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 8/5
7:40 am-2:50 pm
2 stops6h 10m
Tampa
Wed 8/12
7:00 pm-10:20 pm
1 stop4h 20m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Wed 9/2
1:15 pm-8:04 pm
1 stop5h 49m
Tampa
Wed 9/30
7:59 pm-11:57 pm
1 stop4h 58m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Tue 6/30
8:40 am-3:25 pm
1 stop5h 45m
Tampa
Tue 7/7
7:42 pm-9:53 pm
Nonstop3h 11m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Tue 6/9
9:48 am-3:27 pm
1 stop4h 39m
Tampa
Tue 6/16
7:57 pm-11:59 pm
1 stop5h 02m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Sat 8/29
4:20 pm-8:16 pm
Nonstop2h 56m
Tampa
Sat 9/5
7:30 am-9:33 am
Nonstop3h 03m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 6/17
8:15 pm-11:50 pm
Nonstop2h 35m
Tampa
Wed 6/24
9:55 pm-11:35 pm
Nonstop2h 40m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Tue 6/2
11:26 am-5:41 pm
1 stop5h 15m
Tampa
Mon 6/8
7:57 pm-11:59 pm
1 stop5h 02m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Thu 5/28
11:26 am-6:51 pm
1 stop6h 25m
Tampa
Tue 6/2
5:46 pm-10:27 pm
1 stop5h 41m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Wed 9/2
11:00 am-2:56 pm
Nonstop2h 56m
Tampa
Wed 9/9
5:32 pm-11:17 pm
1 stop6h 45m
Unlike in the evening, when flights are generally more expensive, you can save up to 14% on flights from Chicago to Clearwater Beach by exploring options for tickets in the afternoon.
Travelers seeking maximum savings on their Chicago to Clearwater Beach flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to CW9 are scheduled on a Saturday (79 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (39 on average).
Comfort
Crew
Entertainment
Overall
Boarding
Food
Reviews
Scott,Feb 2026
HOU - FLL
Comfort
Crew
Entertainment
Overall
Boarding
Food
Reviews
Scott,Feb 2026
HOU - FLL
Comfort
Crew
Entertainment
Overall
Boarding
Food
Reviews
Scott,Feb 2026
HOU - FLL
Comfort
Crew
Entertainment
Overall
Boarding
Food
Reviews
Scott,Feb 2026
HOU - FLL
Comfort
Crew
Entertainment
Overall
Boarding
Food
Reviews
Scott,Feb 2026
HOU - FLL
Comfort
Crew
Entertainment
Overall
Boarding
Food
Reviews
Scott,Feb 2026
HOU - FLL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$48 | Average$199 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$77 | Average$178 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$98 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$105 | Average$220 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$147 | Average$288 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$356 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$156 | Average$356 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$358 | FlexibilityNo cancel fee | On-time69% |