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Business Class Flight Deals from Tampa to Chicago from $371

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Top flight deals from leading airlines:

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... and +100s more

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Free cancellation for many rates

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Stops

  • Nonstop
    from $769
  • Up to 1 stop
    $712

Airlines

  • American Airlines
    $712

Cabin Class

  • First
    $712

Departure Airports

  • Tampa International Airport
    $712

Arrival Airports

  • Chicago O Hare Airport
    $712

Layover Airports

  • Charlotte Douglas International Airport
    $758
  • Dallas Fort Worth International Airport
    $758
  • Nashville International Airport
    $712
  • New York LaGuardia Airport
    $765
  • Philadelphia International Airport
    $758
  • Reagan Washington National Airport
    $743

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On average save $240 per traveler
American Airlines Logo
American Airlines

05/30/25

TPA
11h 18m
BNA

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$712
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
5h 47m
BNA

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$720
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
3h 5m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$721
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
13h 3m
BNA

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$738
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
13h
DCA

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$743
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
3h 5m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$748
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
3h 5m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$748
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
7h 17m
CLT

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
7h 56m
DFW

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
6h
CLT

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
6h 46m
CLT

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
6h 45m
DFW

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
6h 47m
PHL

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
8h 13m
PHL

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
6h 34m
PHL

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
5h 20m
CLT

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
5h 40m
CLT

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
6h 8m
PHL

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
7h 4m
CLT

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$758
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
5h 52m
LGA

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
14h 22m
BNA

06/07/25

TPA
$765
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
3h 5m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 48m
Direct

06/06/25

TPA
$769
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
3h 5m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 44m
Direct

06/06/25

TPA
$769
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
3h 5m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 35m
Direct

06/06/25

TPA
$769
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
11h 18m
BNA

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
4h 50m
CLT

06/06/25

TPA
$770
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
11h 18m
BNA

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
6h 37m
CLT

06/06/25

TPA
$770
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
11h 18m
BNA

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
5h 25m
PHL

06/06/25

TPA
$770
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
11h 18m
BNA

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
5h 35m
DCA

06/06/25

TPA
$770
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
5h 47m
BNA

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
5h 35m
DCA

06/06/25

TPA
$778
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
5h 47m
BNA

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
5h 25m
PHL

06/06/25

TPA
$778
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
3h 5m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
5h 25m
PHL

06/06/25

TPA
$779
Free cancellation within 83 hours of booking

Top Deals on flights Business Class from Tampa to Chicago

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
3h 5m
Direct

May 29

ORD

as low as

$371

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
3h 5m
Direct

May 29

ORD

as low as

$371

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
11h 18m
BNA

May 30

ORD

as low as

$394

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
13h 3m
BNA

May 30

ORD

as low as

$394

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
5h 34m
MIA

May 29

ORD

as low as

$408

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
7h 10m
LGA

May 29

ORD

as low as

$408

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
5h 20m
CLT

May 29

ORD

as low as

$408

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
7h 40m
MIA

May 29

ORD

as low as

$408

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
5h 52m
LGA

May 29

ORD

as low as

$408

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
6h 34m
PHL

May 29

ORD

as low as

$408

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
5h 49m
CLT

May 30

ORD

as low as

$408

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

TPA
27h 47m
DCA

May 30

ORD

as low as

$448

Frequently Asked Questions

Is there a direct flight from Tampa to Chicago?
Yes, there are direct flights from Tampa to Chicago. Airlines offering non-stop flights include Frontier Airlines at $91, Spirit Airlines at $159, American Airlines at $217, and United Airlines at $238.
Are there convenient layover flights from Tampa to Chicago?
Yes, there are convenient one-stop flights: Delta Air Lines at $190, Spirit Airlines at $191, Virgin Atlantic at $227, American Airlines at $227, and Frontier Airlines at $232. Additionally, two-stop flights are available: American Airlines at $432, JetBlue at $449, and Alaska Airlines at $663.
What are the most convenient layover airports for a flight from Tampa to Chicago?
Consider these convenient layover airports: Detroit Metropolitan Airport (Delta), Fort Lauderdale Hollywood International Airport (Spirit), Hartsfield Jackson Atlanta International Airport (Virgin Atlantic), Miami International Airport (American), and Philadelphia International Airport (Frontier).
What is the cheapest and fastest flight from Tampa to Chicago?
The cheapest flight is with Frontier Airlines at $91, taking 2 hours 3 minutes. The fastest flight is also with Frontier Airlines at $133, taking 1 hour 48 minutes.
What are all possible destination arrival airports?
The possible destination arrival airports are Chicago O'Hare Airport and Chicago Midway Airport.
What is the time difference between destination and arrival?
The time difference between Tampa and Chicago is one hour, with Chicago being one hour behind Tampa due to the Central Time Zone.