Consider extra comfort seats for more legroom, ideal for taller passengers.
Early check-in can secure your place onboard due to frequent overbooking.

Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $93 (Frontier) |
One-way from | $68 (Trip.com) |
Popular in | December |
Cheapest in | January |
Average price | $255 |
Good round-trip deal | $178 or less |
Good one-way deal | $119 or less |
Fly from
Fly to
Route
Depart
Return
Price
TampaChicago
TPA - ORD
TPAORD
Tampa
Wed 12/31
7:20 am-9:22 am
Nonstop3h 02m
Chicago O'Hare Intl
Thu 1/1
11:05 am-3:03 pm
Nonstop2h 58m
TampaChicago
TPA - ORD
TPAORD
Tampa
Wed 12/24
12:45 pm-2:45 pm
Nonstop3h 00m
Chicago O'Hare Intl
Thu 1/1
11:55 am-3:35 pm
Nonstop2h 40m
TampaChicago
TPA - MDW
TPAMDW
Tampa
Wed 1/28
4:45 pm-6:35 pm
Nonstop2h 50m
Chicago Midway
Sun 2/1
1:25 pm-5:00 pm
Nonstop2h 35m
TampaChicago
TPA - ORD
TPAORD
Tampa
Thu 1/22
12:25 pm-2:28 pm
Nonstop3h 03m
Chicago O'Hare Intl
Sun 1/25
10:56 am-2:55 pm
Nonstop2h 59m
TampaChicago
TPA - MDW
TPAMDW
Tampa
Thu 1/29
7:15 am-9:05 am
Nonstop2h 50m
Chicago Midway
Sun 2/1
9:45 am-1:25 pm
Nonstop2h 40m
TampaChicago
TPA - MDW
TPAMDW
Tampa
Thu 1/29
7:15 am-9:05 am
Nonstop2h 50m
Chicago Midway
Mon 2/2
10:10 am-1:50 pm
Nonstop2h 40m
TampaChicago
TPA - MDW
TPAMDW
Tampa
Fri 1/23
7:15 am-9:05 am
Nonstop2h 50m
Chicago Midway
Sun 1/25
6:05 pm-9:40 pm
Nonstop2h 35m
TampaChicago
TPA - MDW
TPAMDW
Tampa
Wed 1/28
8:00 am-1:10 pm
1 stop6h 10m
Chicago Midway
Sat 1/31
2:30 pm-6:05 pm
Nonstop2h 35m
TampaChicago
TPA - MDW
TPAMDW
Tampa
Wed 1/21
4:45 pm-6:35 pm
Nonstop2h 50m
Chicago Midway
Wed 1/28
1:50 pm-9:10 pm
1 stop6h 20m
TampaChicago
TPA - ORD
TPAORD
Tampa
Thu 1/8
7:30 am-9:32 am
Nonstop3h 02m
Chicago O'Hare Intl
Thu 1/8
3:45 pm-7:38 pm
Nonstop2h 53m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
Booking 86 days in advance of your planned departure date is, on average, the best time to get cheap flights from Tampa to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, January is the cheapest month in which you can book a flight from Tampa to Chicago (average of $30). Flying from Tampa to Chicago 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.
One of the essential ways to save on airfare from Tampa to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 60% on airfare.
Travelers seeking maximum savings on their Tampa to Chicago flight should consider departing on Friday evenings 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 TPA to CHI are scheduled on a Monday (50 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).
Comfort
Crew
Entertainment
Food
Boarding
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
Comfort
Crew
Entertainment
Food
Boarding
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
Comfort
Crew
Entertainment
Food
Boarding
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
Comfort
Crew
Entertainment
Food
Boarding
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
Comfort
Crew
Entertainment
Food
Boarding
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
Comfort
Crew
Entertainment
Food
Boarding
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$46 | Average$158 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$82 | Average$156 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$98 | Average$446 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$143 | Average$277 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$158 | Average$309 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$159 | Average$275 | FlexibilityNo cancel fee | On-time71% |