Cheap Flight Tickets from Tampa (TPA) to Chicago (MDW), Starting at $168

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

$190

WN Southwest Airlines • nonstop • 4h

Sep 24 – Sep 28

The cheapest round trip flight from Tampa to Chicago (TPA-MDW-TPA) is currently $190

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Cheapest One way Flight

$371

WN Southwest Airlines • 2 stops • 33h 55m

Oct 20

The cheapest one way flight from Tampa to Chicago (TPA-MDW) is currently $371

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Cheapest Direct Flight

$168

WN Southwest Airlines • nonstop • 4h 5m

Sep 19

The cheapest nonstop flight from Tampa to Chicago (TPA-MDW) is currently $168

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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

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.

Sep 24 - Sep 28, Economy
WN
Tampa → Chicago
4h
11:00 AM - 12:40 PM • nonstop
WN
Tampa → Chicago
5h 50m
12:20 PM - 5:10 PM • 1 stop
$190
Southwest Airlines
Sep 24 - Sep 28, Economy
WN
Tampa → Chicago
3h 55m
5:10 PM - 6:45 PM • nonstop
WN
Tampa → Chicago
5h 50m
12:20 PM - 5:10 PM • 1 stop
$190
Southwest Airlines
Sep 24 - Sep 28, Economy
F9
Tampa → Chicago
18h 51m
7:15 AM - 5:46 PM • 1 stop
F9
Tampa → Chicago
16h 40m
6:25 AM - 5:25 PM • 1 stop
$192
Frontier Airlines
Sep 24 - Sep 28, Economy
F9
Tampa → Chicago
9h 7m
12:59 PM - 5:46 PM • 1 stop
F9
Tampa → Chicago
16h 40m
6:25 AM - 5:25 PM • 1 stop
$192
Frontier Airlines
Sep 24 - Sep 28, Economy
WN
Tampa → Chicago
7h 30m
11:40 AM - 3:30 PM • 1 stop
WN
Tampa → Chicago
4h
6:20 PM - 10:00 PM • nonstop
$192
Southwest Airlines
Sep 24 - Sep 28, Economy
DL
Tampa → Chicago
7h 9m
6:20 AM - 9:49 AM • 1 stop
DL
Tampa → Chicago
7h 33m
1:00 PM - 6:53 PM • 1 stop
$610
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 418
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 7:10 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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