
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $158 (Kiwi.com) |
One-way from | $84 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $228 |
Good round-trip deal | $162 or less |
Good one-way deal | $86 or less |
Fly from
Fly to
Route
Depart
Return
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
MDW - TPA
MDWTPA
Chicago Midway
Sat 5/30
5:55 pm-9:30 pm
Nonstop2h 35m
Tampa
Thu 6/4
10:30 pm-12:05 am
Nonstop2h 35m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 6/3
7:50 am-3:15 pm
2 stops6h 25m
Tampa
Sat 6/6
4:05 pm-7:30 pm
1 stop4h 25m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Sat 5/30
1:55 pm-8:05 pm
1 stop5h 10m
Tampa
Wed 6/3
6:20 am-12:50 pm
1 stop7h 30m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Tue 7/7
8:15 pm-11:50 pm
Nonstop2h 35m
Tampa
Fri 7/10
10:30 pm-12:05 am
Nonstop2h 35m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Thu 6/11
5:15 pm-8:50 pm
Nonstop2h 35m
Tampa
Tue 6/16
9:55 pm-11:35 pm
Nonstop2h 40m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Tue 8/4
7:30 am-11:00 am
Nonstop2h 30m
Tampa
Fri 8/7
11:30 am-2:30 pm
1 stop4h 00m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Sat 5/23
5:10 pm-12:29 am
1 stop6h 19m
Tampa
Wed 5/27
12:39 pm-4:12 pm
1 stop4h 33m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Sat 6/27
7:55 am-3:25 pm
1 stop6h 30m
Tampa
Sat 6/27
7:50 pm-11:15 pm
1 stop4h 25m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Wed 6/10
6:35 am-12:45 pm
1 stop5h 10m
Tampa
Sun 6/14
5:15 am-10:13 am
1 stop5h 58m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
To ensure you get the cheapest price possible for a flight from Chicago to Tampa, you should look to book at least 29 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, January is the cheapest month in which you can book a flight from Chicago to Tampa (average of $183). Flying from Chicago to Tampa in March is currently the most expensive (average of $351). 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.
One of the essential ways to save on airfare from Chicago to Tampa is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 22% on airfare.
Travelers seeking maximum savings on their Chicago to Tampa flight should consider departing on Sunday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to TPA are scheduled on a Friday (49 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (30 on average).
About 19% of weekly flights between Chicago and Tampa have experienced delays in the past year, with the average delay time being 139 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 14% of flights being delayed.
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Scott,Feb 2026
HOU - FLL
When you need an escape from the Windy City, head to Tampa for a balmy South Florida getaway complete with dolphin viewing cruises, amusement parks, and animal rescue centers. Numerous direct flights travel from Chicago to Tampa daily, and with a flight of around two and a half hours, the sunny streets of Tampa are practically on your doorstep already.
Most flights headed to the South Florida city land in Tampa International Airport, the area's major airport located just west of downtown Tampa. You can also find a few options when flying to nearby international airports such as Sarasota-Bradenton International Airport and St. Petersburg-Clearwater International Airport. A number of regional and municipal airports also serve the Tampa Bay area, but choices are generally more limited.
While Chicago is a symbol of big-city entertainment, Tampa offers up its own appeal with bay cruises and Art Deco buildings along palm tree-lined streets. Enjoy family-friendly thrills at Busch Gardens Tampa Bay, explore the Big Cat Rescue, or stroll down Bayshore Boulevard. Plus, when the temperatures drop in Chicago, Tampa is the perfect escape with January temps hovering around 70 degrees F. Wondering how to get around Tampa? Chicago may have its Metro train system, but the TECO Line streetcar system offers a fun, nostalgic way to travel between Tampa attractions.
The bay paradise of Tampa boasts a warm climate and entertainment for all ages, so what's stopping you? Use our smart search engine to find your ideal flight from Chicago to Tampa.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$57 | Average$179 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$79 | Average$188 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$119 | Average$288 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$156 | Average$300 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$311 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$158 | Average$320 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$169 | Average$288 | FlexibilityNo cancel fee | On-timeN/A |