
Keep the following information in mind while searching for Tampa to Illinois flight deals. Data was last updated November 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $211 (Cheapflightsfares) |
One-way from | $130 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $288 |
Good round-trip deal | $119 or less |
Good one-way deal | $115 or less |
Fly from
Fly to
Route
Depart
Return
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Sat 12/26
7:15 am-9:10 am
Nonstop2h 55m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TampaChicago
TPA Tampa - ORD Chicago O'Hare Intl
TPAORD
Tampa
Tue 12/22
7:45 am-1:30 pm
1 stop6h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Wed 12/23
5:15 am-7:00 am
Nonstop2h 45m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TampaChicago
TPA Tampa - ORD Chicago O'Hare Intl
TPAORD
Tampa
Tue 12/29
7:45 am-1:30 pm
1 stop6h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Tue 12/22
5:15 am-7:00 am
Nonstop2h 45m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TampaChicago
TPA Tampa - ORD Chicago O'Hare Intl
TPAORD
Tampa
Tue 12/1
6:37 pm-8:40 pm
Nonstop3h 03m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Fri 12/18
8:05 pm-10:00 pm
Nonstop2h 55m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Sat 12/5
1:30 pm-3:15 pm
Nonstop2h 45m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Fri 12/25
1:20 pm-3:00 pm
Nonstop2h 40m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TampaChicago
TPA Tampa - ORD Chicago O'Hare Intl
TPAORD
Tampa
Sat 4/24
6:20 am-10:02 am
1 stop4h 42m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Everything you need to know about your flight from Tampa to Illinois
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Find useful and relevant information for your journey from Tampa to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$241 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$331 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$146 | Average$329 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$179 | Average$337 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$194 | Average$338 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$390 | FlexibilityNo cancel fee | On-time69% |