Tampa to Chicago Flights (TPA-CHI) from $23

Wander Wisely with exceptional service, 24/7 support

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Selected fares from Tampa to Chicago

The cheapest prices found with in the last 7 days for return flights were $45 and $23 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Wed, May 15 - Sat, May 18
TPA
Tampa Intl.
ORD
O'Hare Intl.
$45 Roundtrip, found 4 hours ago
$45
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, May 15 from Tampa Intl. to O'Hare Intl., returning Sat, May 18, priced at $45 found 4 hours ago
Frontier Airlines
Tue, May 14 - Sat, May 18
TPA
Tampa Intl.
MDW
Midway Intl.
$63 Roundtrip, found 2 days ago
$63
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, May 14 from Tampa Intl. to Midway Intl., returning Sat, May 18, priced at $63 found 2 days ago
Sun Country Airlines
Thu, May 30 - Fri, May 31
TPA
Tampa Intl.
ORD
O'Hare Intl.
$165 Roundtrip, found 4 hours ago
$165
Roundtrip
found 4 hours ago
Select Sun Country Airlines flight, departing Thu, May 30 from Tampa Intl. to O'Hare Intl., returning Fri, May 31, priced at $165 found 4 hours ago

Save more with Chicago Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Tampa to Chicago
View all trips