Cheap Flight Tickets from Tampa (TPA) to Chicago (MDW), Starting at $203

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

$544

WN Southwest Airlines • 1 stop • 10h 5m

Jun 24 – Jun 24

The cheapest round trip flight from Tampa to Chicago (TPA-MDW-TPA) is currently $544

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Cheapest Direct Flight

$203

WN Southwest Airlines • nonstop • 4h 5m

Jun 23

The cheapest nonstop flight from Tampa to Chicago (TPA-MDW) is currently $203

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Fastest Flight

4h

The fastest nonstop flight from Tampa to Chicago (TPA-MDW) takes 4h

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.

Jun 24 - Jun 24, Economy
WN
Tampa → Chicago
10h 5m
5:40 AM - 10:45 AM • 1 stop
WN
Tampa → Chicago
20h
9:00 PM - 10:00 AM • 1 stop
$544
Southwest Airlines
Jun 24 - Jun 24, Economy
WN
Tampa → Chicago
10h 25m
6:35 AM - 12:00 PM • 1 stop
WN
Tampa → Chicago
20h
9:00 PM - 10:00 AM • 1 stop
$571
Southwest Airlines
Jun 24 - Jun 24, Economy
WN
Tampa → Chicago
10h 10m
11:55 AM - 5:05 PM • 1 stop
WN
Tampa → Chicago
16h 50m
9:10 PM - 8:20 AM • 1 stop
$596
Southwest Airlines
Jun 24 - Jun 24, Economy
WN
Tampa → Chicago
20h 30m
5:30 AM - 5:00 PM • 2 stops
WN
Tampa → Chicago
16h 50m
9:10 PM - 8:20 AM • 1 stop
$602
Southwest Airlines
Jun 24 - Jun 24, Economy
WN
Tampa → Chicago
13h 30m
8:00 AM - 3:10 PM • 1 stop
WN
Tampa → Chicago
3h 55m
8:15 PM - 11:50 PM • nonstop
$614
Southwest Airlines
Jun 24 - Jun 24, Economy
WN
Tampa → Chicago
15h 15m
5:40 AM - 1:55 PM • 1 stop
WN
Tampa → Chicago
3h 55m
8:15 PM - 11:50 PM • nonstop
$614
Southwest 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 5:30 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 571
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 9:55 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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