Find Deals on Flights from Tampa to Chicago Midway (TPA - MDW)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Tampa to Chicago Midway

(Round-trip)
Depart: Thu Sep 15 2016 Return: Mon Sep 19 2016 Trip spans 5 days
Depart: Thu Dec 8 2016 Return: Mon Dec 12 2016 Trip spans 5 days
Depart: Sat Sep 17 2016 Return: Tue Sep 20 2016 Trip spans 4 days
Depart: Sun Dec 18 2016 Return: Mon Dec 19 2016 Trip spans 2 days
Depart: Sun Sep 18 2016 Return: Mon Sep 26 2016 Trip spans 9 days
Depart: Tue Dec 20 2016 Return: Fri Dec 30 2016 Trip spans 11 days
Depart: Mon Sep 19 2016 Return: Fri Sep 23 2016 Trip spans 5 days
Depart: Wed Dec 21 2016 Return: Wed Jan 4 2017 Trip spans 15 days
Depart: Tue Sep 20 2016 Return: Tue Sep 27 2016 Trip spans 8 days
Depart: Wed Sep 21 2016 Return: Thu Sep 22 2016 Trip spans 2 days
Depart: Fri Oct 21 2016 Return: Sun Oct 23 2016 Trip spans 3 days
Depart: Thu Sep 22 2016 Return: Fri Sep 23 2016 Trip spans 2 days
Depart: Sun Sep 25 2016 Return: Mon Sep 26 2016 Trip spans 2 days
Depart: Mon Sep 26 2016 Return: Tue Sep 27 2016 Trip spans 2 days
Depart: Wed Sep 28 2016 Return: Sat Oct 1 2016 Trip spans 4 days
Depart: Thu Sep 29 2016 Return: Mon Oct 3 2016 Trip spans 5 days
Depart: Fri Sep 30 2016 Return: Sun Oct 2 2016 Trip spans 3 days
Depart: Sat Oct 1 2016 Return: Tue Oct 4 2016 Trip spans 4 days
Depart: Sun Oct 2 2016 Return: Sat Oct 8 2016 Trip spans 7 days
Depart: Tue Jan 3 2017 Return: Sat Jan 7 2017 Trip spans 5 days
Select an airline:  Southwest
Direct flights TPA to MDW on Southwest
Flight # Depart TPA Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2300 7:05 am 8:40 am Aug 23 - Sep 30
785 7:25 am 9:15 am Oct 2 - Oct 23
884 7:25 am 9:00 am Sep 3 - Sep 3
1799 7:30 am 9:10 am Sep 11 - Sep 25
224 9:15 am 10:55 am Aug 23 - Sep 2
2536 9:15 am 10:55 am Sep 10 - Oct 1
5992 9:15 am 10:55 am Sep 4 - Sep 5
2332 10:20 am 12:00 pm Sep 4 - Sep 4
3029 10:20 am 12:05 pm Oct 2 - Oct 30
3029 10:20 am 12:00 pm Sep 6 - Sep 30
3029 10:20 am 12:00 pm Aug 23 - Sep 2
549 10:20 am 12:00 pm Sep 5 - Sep 5
2939 11:30 am 1:10 pm Sep 3 - Sep 3
3705 11:30 am 1:10 pm Sep 10 - Oct 1
58 3:00 pm 4:40 pm Sep 3 - Sep 3
2089 4:30 pm 6:05 pm Sep 10 - Oct 1
2318 8:15 pm 9:50 pm Sep 5 - Sep 11
2318 8:15 pm 9:50 pm Aug 28 - Sep 4
2318 8:15 pm 9:55 pm Oct 2 - Oct 30
2318 8:15 pm 9:50 pm Aug 23 - Sep 2
2318 8:15 pm 9:50 pm Sep 25 - Sep 25
2318 8:15 pm 9:50 pm Sep 18 - Sep 18
2318 8:15 pm 9:50 pm Sep 6 - Sep 23
2318 8:15 pm 9:50 pm Sep 26 - Sep 30
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Tampa
$184
Destination

Chicago
$184
Airlines