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Cheap flights from Tampa to Chicago Midway Airport from $27

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 3/1. 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 from Tampa to Chicago

The cheapest plane tickets from Tampa to Chicago found on KAYAK recently.
10:13 am - 12:09 pmTPA-MDW
2h 56mnonstop
8:45 am - 12:31 pmMDW-TPA
2h 46mnonstop
$76Frontier
Find Deal
vie., ene. 31 - dom., feb. 2
10:13 am - 12:09 pmTPA-MDW
2h 56mnonstop
7:15 am - 11:05 amMDW-TPA
2h 50mnonstop
$77Frontier
Find Deal
vie., ene. 31 - lun., feb. 3
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
8:12 am - 1:54 pmMDW-TPA
4h 42m1 stop
$82Frontier
Find Deal
sáb., mar. 1 - mié., mar. 5
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
8:47 am - 2:53 pmMDW-TPA
5h 06m1 stop
$83Frontier
Find Deal
sáb., mar. 1 - mar., mar. 4
8:25 pm - 10:05 pmTPA-MDW
2h 40mnonstop
8:30 pm - 12:05 amMDW-TPA
2h 35mnonstop
$169Southwest
Find Deal
vie., feb. 21 - dom., feb. 23
6:00 am - 1:05 pmTPA-MDW
8h 05m1 stop
12:44 pm - 7:01 pmMDW-TPA
5h 17m1 stop
$197Delta
Find Deal
vie., feb. 28 - lun., mar. 3
7:15 am - 9:05 amTPA-MDW
2h 50mnonstop
11:05 am - 5:40 pmMDW-TPA
5h 35m1 stop
$234Southwest
Find Deal
mié., feb. 19 - mié., feb. 19
7:25 am - 9:10 amTPA-MDW
2h 45mnonstop
8:30 pm - 12:05 amMDW-TPA
2h 35mnonstop
$240Southwest
Find Deal
jue., feb. 20 - dom., feb. 23
7:00 am - 10:12 amTPA-MDW
4h 12m1 stop
5:05 pm - 12:26 amMDW-TPA
6h 21m1 stop
$258Delta
Find Deal
dom., feb. 16 - mié., feb. 19
6:30 am - 12:36 pmTPA-MDW
7h 06m1 stop
2:55 pm - 8:42 pmMDW-TPA
4h 47m1 stop
$275Delta
Find Deal
vie., mar. 14 - lun., mar. 17
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
$27Frontier
Find Deal
sáb., mar. 1
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
$28Frontier
Find Deal
sáb., feb. 22
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
$29Frontier
Find Deal
sáb., feb. 22
10:55 am - 1:55 pmTPA-MDW
4h 00m1 stop
$94Southwest
Find Deal
jue., mar. 13
10:05 am - 3:40 pmTPA-MDW
6h 35m1 stop
$98Southwest
Find Deal
jue., feb. 20
6:30 am - 12:36 pmTPA-MDW
7h 06m1 stop
$99Delta
Find Deal
mar., mar. 18
6:30 am - 12:36 pmTPA-MDW
7h 06m1 stop
$105Delta
Find Deal
mar., mar. 18
11:10 am - 6:41 pmTPA-MDW
8h 31m1 stop
$133Avelo Airlines
Find Deal
jue., may. 29
8:05 am - 9:58 amTPA-MDW
26h 53m3 stops
sáb., may. 10
7:00 am - 8:22 amTPA-MDW
26h 22m3 stops
dom., may. 25
10:44 am - 6:26 pmTPA-MDW
8h 42m1 stop
7:15 am - 11:05 amMDW-TPA
2h 50mnonstop
$193Frontier
Find Deal
jue., ene. 23 - lun., ene. 27
10:13 am - 12:09 pmTPA-MDW
2h 56mnonstop
7:15 am - 11:05 amMDW-TPA
2h 50mnonstop
$200Frontier
Find Deal
vie., ene. 24 - lun., ene. 27
10:13 am - 12:09 pmTPA-MDW
2h 56mnonstop
8:45 am - 12:31 pmMDW-TPA
2h 46mnonstop
$202Frontier
Find Deal
vie., ene. 24 - dom., ene. 26
2:21 pm - 11:29 pmTPA-MDW
10h 08m1 stop
8:12 am - 8:15 pmMDW-TPA
11h 03m1 stop
$209Frontier
Find Deal
sáb., ene. 25 - mié., feb. 12
10:15 am - 12:00 pmTPA-MDW
2h 45mnonstop
1:20 pm - 4:55 pmMDW-TPA
2h 35mnonstop
$572Southwest
Find Deal
mié., ene. 22 - mié., ene. 29
9:40 am - 2:00 pmTPA-MDW
5h 20m1 stop
7:40 am - 11:20 amMDW-TPA
2h 40mnonstop
$577Southwest
Find Deal
sáb., ene. 25 - mar., ene. 28
6:55 am - 12:30 pmTPA-MDW
6h 35m1 stop
1:20 pm - 4:55 pmMDW-TPA
2h 35mnonstop
$582Southwest
Find Deal
mié., ene. 22 - mar., ene. 28
5:47 pm - 10:20 pmTPA-MDW
5h 33m1 stop
10:57 am - 4:42 pmMDW-TPA
4h 45m1 stop
$704Delta
Find Deal
mié., ene. 22 - jue., ene. 23
2:25 pm - 6:14 pmTPA-MDW
4h 49m1 stop
12:44 pm - 7:01 pmMDW-TPA
5h 17m1 stop
$997Delta
Find Deal
mié., ene. 22 - jue., ene. 23
6:00 am - 1:08 pmTPA-MDW
8h 08m1 stop
2:08 pm - 11:22 pmMDW-TPA
8h 14m2 stops
$1,135Delta
Find Deal
dom., ene. 26 - lun., ene. 27
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
4:19 pm - 8:02 pmMDW-TPA
2h 43mnonstop
$58Frontier
Find Deal
sáb., feb. 22 - sáb., mar. 1
10:13 am - 12:09 pmTPA-MDW
2h 56mnonstop
8:45 am - 12:31 pmMDW-TPA
2h 46mnonstop
$76Frontier
Find Deal
vie., ene. 31 - dom., feb. 2
10:13 am - 12:09 pmTPA-MDW
2h 56mnonstop
7:15 am - 11:05 amMDW-TPA
2h 50mnonstop
$77Frontier
Find Deal
vie., ene. 31 - lun., feb. 3
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
4:20 pm - 8:03 pmMDW-TPA
2h 43mnonstop
$82Frontier
Find Deal
sáb., mar. 1 - mié., mar. 5
8:52 pm - 10:46 pmTPA-MDW
2h 54mnonstop
4:19 pm - 8:02 pmMDW-TPA
2h 43mnonstop
$84Frontier
Find Deal
jue., feb. 20 - sáb., feb. 22
8:57 pm - 10:51 pmTPA-MDW
2h 54mnonstop
4:20 pm - 8:03 pmMDW-TPA
2h 43mnonstop
$85Frontier
Find Deal
sáb., mar. 1 - lun., mar. 10
7:29 pm - 9:25 pmTPA-MDW
2h 56mnonstop
4:19 pm - 8:02 pmMDW-TPA
2h 43mnonstop
$90Frontier
Find Deal
vie., feb. 28 - sáb., mar. 1
1:07 pm - 3:02 pmTPA-MDW
2h 55mnonstop
4:20 pm - 8:03 pmMDW-TPA
2h 43mnonstop
$92Frontier
Find Deal
lun., feb. 10 - mié., feb. 12
8:25 pm - 10:05 pmTPA-MDW
2h 40mnonstop
8:30 pm - 12:05 amMDW-TPA
2h 35mnonstop
$169Southwest
Find Deal
vie., feb. 21 - dom., feb. 23
10:15 am - 12:00 pmTPA-MDW
2h 45mnonstop
10:05 am - 1:45 pmMDW-TPA
2h 40mnonstop
$203Southwest
Find Deal
sáb., feb. 22 - mar., feb. 25

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
Jan 31
TPA10:13 amTampa
2h 56m
MDW12:09 pmChicago Midway
Feb 3
MDW7:15 amChicago Midway
2h 50m
TPA11:05 amTampa
Frontier
Mar 1
TPA8:57 pmTampa
2h 54m
MDW10:51 pmChicago Midway
Mar 5
MDW8:12 amChicago Midway
4h 42m
1 stop
TPA1:54 pmTampa

Southwest flights from Tampa to Chicago Midway Airport

Our best Southwest deals on Tampa to Chicago Midway Airport flight tickets
Southwest
Feb 21
TPA8:25 pmTampa
2h 40m
MDW10:05 pmChicago Midway
Feb 23
MDW8:30 pmChicago Midway
2h 35m
TPA12:05 amTampa
Southwest
Feb 19
TPA7:15 amTampa
2h 50m
MDW9:05 amChicago Midway
Feb 19
MDW11:05 amChicago Midway
5h 35m
1 stop
TPA5:40 pmTampa
Southwest
Feb 20
TPA7:25 amTampa
2h 45m
MDW9:10 amChicago Midway
Feb 23
MDW8:30 pmChicago Midway
2h 35m
TPA12:05 amTampa

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 $133. 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 $136.

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

According to our data, Friday is the cheapest day to fly to Chicago Midway Airport from Tampa. The lowest ticket price found for a Friday departure recently was $153. 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 $211.

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?

You are more likely to see cheaper flights to Chicago Midway Airport from Tampa when booking 13 weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $186 when searching 13 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Tampa for as low as $126 on momondo.

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.

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

As of January 2025, prices for Tampa to Chicago Midway Airport flights are approximately 25% cheaper 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

$27

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 $27. The best round-trip flight deal from Tampa to Chicago Midway Airport found on momondo in the last 72 hours is $76.
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 40m 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
8,115 reviews
Search Spirit Airlines flights
FrontierPriceFrom $80Free CancellationRating
6.0
3,443 reviews
Search Frontier flights
SouthwestPriceFrom $158Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,521 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 30 flights on this route every week with an average price of $297. 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 $154, however, with flight time and availability significantly affecting the price. Frontier (6.0/10 from 3,443 user reviews) flies into Chicago Midway Airport from Tampa 1 time in an average week so prices can vary.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

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.


An easier way to manage your Chicago Midway Airport trip

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