Cheap Flight Tickets from Tampa (TPA) to Chicago (MDW), Starting at $431

Good to Know: Cheapest and Fastest TPA - MDW Flights

Useful information for finding best airline tickets from Tampa International to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$441

WN Southwest Airlines • 1 stop • 8h 25m

Aug 10 – Aug 17

The cheapest round trip flight from Tampa to Chicago (TPA-MDW-TPA) is currently $441

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Cheapest Direct Flight

$431

WN Southwest Airlines • nonstop • 4h

Aug 10

The cheapest nonstop flight from Tampa to Chicago (TPA-MDW) is currently $431

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Fastest Flight

3h 55m

The fastest nonstop flight from Tampa to Chicago (TPA-MDW) takes 3h 55m

Top Airlines Flying from Tampa to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Latest Flight Deals from Tampa (TPA) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Tampa to Chicago. Ideal for travelers with confirmed return itineraries.

Aug 10 - Aug 17, Economy
WN
Tampa → Chicago
8h 25m
2:10 PM - 6:15 PM • 1 stop
WN
Tampa → Chicago
3h 55m
6:20 PM - 9:55 PM • nonstop
$441
Southwest Airlines
Aug 10 - Aug 17, Economy
WN
Tampa → Chicago
9h 10m
10:35 AM - 3:25 PM • 1 stop
WN
Tampa → Chicago
3h 55m
6:20 PM - 9:55 PM • nonstop
$441
Southwest Airlines
Aug 10 - Aug 17, Economy
WN
Tampa → Chicago
10h 55m
6:20 AM - 12:15 PM • 1 stop
WN
Tampa → Chicago
3h 55m
6:20 PM - 9:55 PM • nonstop
$441
Southwest Airlines
Aug 10 - Aug 17, Economy
WN
Tampa → Chicago
13h 45m
9:40 AM - 5:05 PM • 1 stop
WN
Tampa → Chicago
3h 55m
6:20 PM - 9:55 PM • nonstop
$441
Southwest Airlines
Aug 10 - Aug 17, Economy
WN
Tampa → Chicago
13h 20m
8:30 AM - 3:30 PM • 1 stop
WN
Tampa → Chicago
3h 55m
12:10 PM - 3:45 PM • nonstop
$441
Southwest Airlines
Aug 10 - Aug 17, Economy
DL
Tampa → Chicago
8h 41m
7:30 AM - 11:51 AM • 1 stop
DL
Tampa → Chicago
8h 28m
12:46 PM - 6:54 PM • 1 stop
$458
Delta Airlines

Fly from Tampa to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Tampa to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Tampa to Chicago Flights

What are the airports in Tampa?
TPA
What’s the most popular airline flying from TPA to MDW?
The most popular airline flying from Tampa to Chicago are
Can I fly from TPA to MDW non-stop?
Yes, you can fly TPA to MDW non-stop on
Which airlines fly nonstop between Tampa and Chicago?
The non-stop flights between Tampa and Chicago are .
What’s the earliest departure time from TPA to MDW Airport?
The earliest flight leaves TPA at 5:15 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Tampa to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from TPA to MDW?
Read the fare rules of the Tampa to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Tampa and Chicago?
operate flights between Tampa and Chicago
How long does a flight from Tampa to Chicago take?
It takes approximately 3 hour to fly non-stop from TPA to MDW, which is 996.59 miles by air.
Which airlines provide the cheapest flights from Tampa (TPA) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from TPA were found on WN : USD 441
Do I need a passport to fly between TPA and MDW?
No
What’s the latest departure time from TPA to MDW ?
The last flight leaves TPA at 5:35 pm

Tampa (TPA) to Chicago (MDW): Airport Information

Origin Airport Tampa International , Tampa, US
Destination Airport Chicago Midway International , Chicago, US
Distance 997 miles

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