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Cheap flights from Tampa to Chicago Midway Airport from $39

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Tampa to Chicago Midway Airport departing on 2/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Tampa to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Tampa to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Tampa to Chicago.

Cheap last minute flights

Planning a quick getaway from Tampa to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Tampa to Chicago

Find recent round-trip train or bus tickets from Tampa to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
10:13 am - 12:09 pmTPA-MDW
2h 56mnonstop
8:45 am - 12:31 pmMDW-TPA
2h 46mnonstop
$88Frontier
Find Deal
Fri, Jan 31 - Sun, Feb 2
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
8:47 am - 2:53 pmMDW-TPA
5h 06m1 stop
$91Frontier
Find Deal
Sat, Feb 22 - Tue, Feb 25
11:52 am - 8:43 pmTPA-MDW
9h 51m1 stop
4:19 pm - 8:02 pmMDW-TPA
2h 43mnonstop
$93Frontier
Find Deal
Mon, Jan 13 - Sat, Feb 15
1:08 pm - 2:58 pmTPA-MDW
2h 50mnonstop
4:19 pm - 8:02 pmMDW-TPA
2h 43mnonstop
$98Frontier
Find Deal
Mon, Jan 13 - Sat, Feb 15
7:15 am - 9:05 amTPA-MDW
2h 50mnonstop
2:50 pm - 6:25 pmMDW-TPA
2h 35mnonstop
$164Southwest
Find Deal
Wed, Jan 22 - Sat, Jan 25
5:55 pm - 7:45 pmTPA-MDW
2h 50mnonstop
5:25 am - 9:05 amMDW-TPA
2h 40mnonstop
$170Southwest
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Thu, Jan 23 - Sun, Jan 26
7:15 am - 9:05 amTPA-MDW
2h 50mnonstop
7:10 pm - 10:45 pmMDW-TPA
2h 35mnonstop
$174Southwest
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Tue, Jan 14 - Sat, Feb 15
8:40 am - 1:08 pmTPA-MDW
5h 28m1 stop
3:41 pm - 10:01 pmMDW-TPA
5h 20m1 stop
$202Delta
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Wed, Jan 15 - Sat, Jan 18
7:00 am - 10:12 amTPA-MDW
4h 12m1 stop
6:00 am - 11:15 amMDW-TPA
4h 15m1 stop
$252Delta
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Tue, Jan 7 - Tue, Jan 14
7:00 am - 10:12 amTPA-MDW
4h 12m1 stop
5:07 pm - 11:22 pmMDW-TPA
5h 15m1 stop
$263Delta
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Tue, Jan 7 - Wed, Jan 8
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
$39Frontier
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Sat, Feb 15
8:52 pm - 10:46 pmTPA-MDW
2h 54mnonstop
$44Frontier
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Thu, Feb 13
9:08 pm - 11:00 pmTPA-MDW
2h 52mnonstop
$54Frontier
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Wed, Feb 19
10:41 am - 12:29 pmTPA-MDW
2h 48mnonstop
$56Frontier
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Tue, Jan 7
7:15 am - 9:05 amTPA-MDW
2h 50mnonstop
$79Southwest
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Wed, Feb 5
7:15 am - 9:05 amTPA-MDW
2h 50mnonstop
$85Southwest
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Wed, Jan 22
2:25 pm - 6:14 pmTPA-MDW
4h 49m1 stop
$98Delta
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Fri, Jan 17
6:00 am - 10:12 amTPA-MDW
5h 12m1 stop
$104Delta
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Wed, Jan 15
8:53 pm - 5:42 pmTPA-MDW
21h 49m2 stops
Mon, Feb 24
6:20 pm - 5:32 pmTPA-MDW
24h 12m3 stops
Wed, Feb 19
10:41 am - 12:29 pmTPA-MDW
2h 48mnonstop
2:20 pm - 9:24 pmMDW-TPA
6h 04m1 stop
$188Frontier
Find Deal
Mon, Dec 23 - Mon, Jan 6
10:41 am - 12:29 pmTPA-MDW
2h 48mnonstop
8:20 am - 12:24 amMDW-TPA
15h 04m1 stop
$250Frontier
Find Deal
Mon, Dec 23 - Fri, Jan 3
8:46 pm - 10:33 pmTPA-MDW
2h 47mnonstop
2:20 pm - 9:24 pmMDW-TPA
6h 04m1 stop
$256Frontier
Find Deal
Sat, Dec 21 - Mon, Jan 6
10:41 am - 12:29 pmTPA-MDW
2h 48mnonstop
6:25 am - 5:58 pmMDW-TPA
10h 33m1 stop
$260Frontier
Find Deal
Mon, Dec 23 - Wed, Jan 1
12:15 pm - 4:17 pmTPA-MDW
5h 02m1 stop
5:51 pm - 11:44 pmMDW-TPA
4h 53m1 stop
$604Delta
Find Deal
Sun, Dec 22 - Tue, Dec 24
12:20 pm - 4:45 pmTPA-MDW
5h 25m1 stop
4:30 pm - 11:30 pmMDW-TPA
6h 00m1 stop
$818Southwest
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Sun, Dec 22 - Thu, Dec 26
9:20 am - 11:10 amTPA-MDW
2h 50mnonstop
2:45 pm - 6:20 pmMDW-TPA
2h 35mnonstop
$823Southwest
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Sun, Dec 22 - Sun, Dec 22
6:15 am - 10:55 amTPA-MDW
5h 40m1 stop
1:15 pm - 7:50 pmMDW-TPA
5h 35m1 stop
$836Southwest
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Sun, Dec 22 - Sun, Dec 22
6:35 pm - 10:06 pmTPA-MDW
4h 31m1 stop
6:00 am - 2:06 pmMDW-TPA
7h 06m1 stop
$1,092Delta
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Sun, Dec 22 - Thu, Dec 26
5:30 am - 9:23 amTPA-MDW
4h 53m1 stop
11:48 am - 10:42 pmMDW-TPA
9h 54m2 stops
$1,127Delta
Find Deal
Sat, Dec 21 - Wed, Dec 25
10:13 am - 12:09 pmTPA-MDW
2h 56mnonstop
8:45 am - 12:31 pmMDW-TPA
2h 46mnonstop
$88Frontier
Find Deal
Fri, Jan 31 - Sun, Feb 2
1:08 pm - 2:58 pmTPA-MDW
2h 50mnonstop
4:19 pm - 8:02 pmMDW-TPA
2h 43mnonstop
$98Frontier
Find Deal
Mon, Jan 13 - Sat, Feb 15
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
2:41 pm - 6:23 pmMDW-TPA
2h 42mnonstop
$101Frontier
Find Deal
Sat, Feb 22 - Mon, Feb 24
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
4:20 pm - 8:03 pmMDW-TPA
2h 43mnonstop
$102Frontier
Find Deal
Sat, Mar 1 - Mon, Mar 10
10:13 am - 12:09 pmTPA-MDW
2h 56mnonstop
8:45 am - 12:31 pmMDW-TPA
2h 46mnonstop
$114Frontier
Find Deal
Fri, Jan 17 - Sun, Jan 19
7:29 pm - 9:25 pmTPA-MDW
2h 56mnonstop
2:41 pm - 6:23 pmMDW-TPA
2h 42mnonstop
$115Frontier
Find Deal
Fri, Feb 28 - Mon, Mar 3
10:23 am - 12:11 pmTPA-MDW
2h 48mnonstop
8:45 am - 12:29 pmMDW-TPA
2h 44mnonstop
$116Frontier
Find Deal
Fri, Jan 10 - Sun, Jan 12
1:08 pm - 2:58 pmTPA-MDW
2h 50mnonstop
8:45 am - 12:31 pmMDW-TPA
2h 46mnonstop
$117Frontier
Find Deal
Mon, Jan 13 - Sun, Jan 19
7:15 am - 9:05 amTPA-MDW
2h 50mnonstop
2:50 pm - 6:25 pmMDW-TPA
2h 35mnonstop
$164Southwest
Find Deal
Wed, Jan 22 - Sat, Jan 25
5:55 pm - 7:45 pmTPA-MDW
2h 50mnonstop
5:25 am - 9:05 amMDW-TPA
2h 40mnonstop
$170Southwest
Find Deal
Thu, Jan 23 - Sun, Jan 26

Frontier flights from Tampa to Chicago Midway Airport

Our best Frontier deals on Tampa to Chicago Midway Airport flight tickets
Frontier
Jan 31
TPA10:13 amTampa
2h 56m
MDW12:09 pmChicago Midway
Feb 2
MDW8:45 amChicago Midway
2h 46m
TPA12:31 pmTampa
Frontier
Feb 22
TPA8:57 pmTampa
2h 54m
MDW10:51 pmChicago Midway
Feb 25
MDW8:47 amChicago Midway
5h 06m
1 stop
TPA2:53 pmTampa
Frontier
Jan 13
TPA11:52 amTampa
9h 51m
1 stop
MDW8:43 pmChicago Midway
Feb 15
MDW4:19 pmChicago Midway
2h 43m
TPA8:02 pmTampa

Delta flights from Tampa to Chicago Midway Airport

Our best Delta deals on Tampa to Chicago Midway Airport flight tickets
Delta
Jan 15
TPA8:40 amTampa
5h 28m
1 stop
MDW1:08 pmChicago Midway
Jan 18
MDW3:41 pmChicago Midway
5h 20m
1 stop
TPA10:01 pmTampa
Delta
Jan 7
TPA7:00 amTampa
4h 12m
1 stop
MDW10:12 amChicago Midway
Jan 14
MDW6:00 amChicago Midway
4h 15m
1 stop
TPA11:15 amTampa
Delta
Jan 7
TPA7:00 amTampa
4h 12m
1 stop
MDW10:12 amChicago Midway
Jan 8
MDW5:07 pmChicago Midway
5h 15m
1 stop
TPA11:22 pmTampa

See travel insights to Chicago from

How to get the cheapest flight ticket from Tampa to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of April is, on average, the cheapest month to fly to Chicago Midway Airport from Tampa, with most prices found around $128. If you are unable to visit Chicago Midway Airport during the month of April, then departing from Tampa during the month May is also very affordable. Most momondo users find prices during this month for around $135.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Tampa. The lowest ticket price found for a Tuesday departure recently was $162. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Tampa because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $275.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Tampa in the evening is the least expensive time of day to depart. momondo users have found prices as low as $158 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $231. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Tampa to Chicago Midway flight route?

Fly from Tampa to Chicago Midway for the best Tampa - Chicago Midway flight prices

How far in advance should I book a flight to Chicago Midway Airport?

We recommend purchasing flights from Tampa to Chicago Midway Airport 15 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago Midway Airport for $182. In the past 72 hours, momondo users found flights from Tampa to Chicago Midway Airport for as low as $98.

What cabin class options are available on Tampa to Chicago Midway flights?

There are 1 cabin classes available to choose from on Tampa to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Tampa to Chicago Midway Airport flights?

You could potentially save up to 43% on your flight if you consider stops on a Tampa to Chicago Midway Airport flight.

How have Tampa to Chicago Midway Airport flight prices changed over time?

As of December 2024, prices for Tampa to Chicago Midway Airport flights are approximately 23% more expensive when compared to flights at the same time last year.

When to book flights from Tampa to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Tampa to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Tampa to Chicago Midway Airport (TPA to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Tampa to Chicago Midway Airport

Best Price Found

$39

Fastest flight time

2h 40m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Tampa in the past 72 hours is $39. The best round-trip flight deal from Tampa to Chicago Midway Airport found on momondo in the last 72 hours is $88.
The fastest flight from Tampa to Chicago Midway Airport takes 2h 40m
Direct flights go from Tampa to Chicago Midway Airport every day.

  • How far is Tampa to Chicago Midway by plane?

    There are 1000.5 mi between Tampa and Chicago Midway. Typically, this will take 2h 45m by plane in normal conditions.

  • When did momondo last update prices for flights from Tampa Airport to Chicago Midway Airport?

    Prices for flights from Tampa Airport to Chicago Midway Airport refresh daily.

  • How many operators does momondo search for flights from Tampa Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Tampa Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Tampa Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Tampa to Chicago Midway Airport?

  • What is the most popular airline from Tampa to Chicago Midway Airport?


Best airlines flying from Tampa to Chicago Midway Airport

Compare and see reviews for airlines that fly from Tampa to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $67Free CancellationRating
6.3
8,119 reviews
Search Spirit Airlines flights
FrontierPriceFrom $80Free CancellationRating
6.1
3,479 reviews
Search Frontier flights
SouthwestPriceFrom $158Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,604 reviews
Search Delta flights
  • Southwest Flights From Tampa to Chicago Midway Airport

    The lowest priced Southwest flight from Tampa to Chicago Midway Airport from the last 72 hours was $158. Generally, Southwest has 12 flights on this route every week with an average price of $298. Southwest is rated 8.1/10 by our users.

  • Frontier Flights From Tampa to Chicago Midway Airport

    $80 is the best Frontier flight deal from Tampa to Chicago Midway Airport found on momondo over the last 72 hours. The average Frontier ticket price found was closer to $155, however, with flight time and availability significantly affecting the price. Frontier (6.1/10 from 3,479 user reviews) flies into Chicago Midway Airport from Tampa 2 times in an average week so prices can vary.


Why use momondo?

Why should I use momondo to find a flight deal from Tampa to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Tampa to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Tampa to Chicago with flexible booking policies on momondo?

Flights from Tampa to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Tampa to Chicago?

Once you have performed a search for Tampa to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Tampa to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Tampa to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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