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Cheap flights from Tampa to Chicago from $55

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 departing on 11/2. 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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Cheap round-trip flights

Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
Frontier Logo
6:21 am - 9:57 amMDW-TPA
2h 36mnonstop
$100Frontier
Find Deal
Sun, Oct 5 - Mon, Oct 6
Spirit Airlines Logo
8:15 am - 10:18 amTPA-ORD
3h 03mnonstop
Spirit Airlines Logo
6:18 pm - 9:57 pmORD-TPA
2h 39mnonstop
$100Spirit Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
Multiple Airlines Logo
11:59 am - 1:59 pmTPA-ORD
3h 00mnonstop
Multiple Airlines Logo
1:56 pm - 5:38 pmORD-TPA
2h 42mnonstop
$101Multiple Airlines
Find Deal
Sun, Nov 2 - Tue, Nov 4
Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
Frontier Logo
6:21 am - 9:57 amMDW-TPA
2h 36mnonstop
$102Frontier
Find Deal
Fri, Sep 26 - Fri, Oct 3
Spirit Airlines Logo
8:13 am - 10:08 amTPA-ORD
2h 55mnonstop
Spirit Airlines Logo
2:25 pm - 6:02 pmORD-TPA
2h 37mnonstop
$103Spirit Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
United Airlines Logo
9:30 am - 11:29 amTPA-ORD
2h 59mnonstop
United Airlines Logo
7:30 am - 11:20 amORD-TPA
2h 50mnonstop
$147United Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
Southwest Logo
7:15 am - 9:00 amTPA-MDW
2h 45mnonstop
Southwest Logo
8:40 am - 3:45 pmMDW-TPA
6h 05m1 stop
$147Southwest
Find Deal
Tue, Nov 4 - Tue, Nov 11
Southwest Logo
8:10 pm - 9:50 pmTPA-MDW
2h 40mnonstop
Southwest Logo
6:55 am - 10:25 amMDW-TPA
2h 30mnonstop
$148Southwest
Find Deal
Fri, Oct 24 - Tue, Oct 28
American Airlines Logo
2:04 pm - 4:05 pmTPA-ORD
3h 01mnonstop
American Airlines Logo
6:00 pm - 9:51 pmORD-TPA
2h 51mnonstop
$149American Airlines
Find Deal
Wed, Dec 3 - Mon, Dec 8
United Airlines Logo
9:30 am - 11:29 amTPA-ORD
2h 59mnonstop
United Airlines Logo
6:00 pm - 9:52 pmORD-TPA
2h 52mnonstop
$157United Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 15

Spirit Airlines flights from Tampa to Chicago

Our best Spirit Airlines deals on Tampa to Chicago flight tickets
Spirit Airlines
Oct 2
TPA8:15 amTampa
3h 03m
ORD10:18 amChicago O'Hare Intl
Oct 6
ORD6:18 pmChicago O'Hare Intl
2h 39m
TPA9:57 pmTampa
$100
Find similar
Spirit Airlines
Oct 24
TPA8:13 amTampa
2h 55m
ORD10:08 amChicago O'Hare Intl
Oct 27
ORD2:25 pmChicago O'Hare Intl
2h 37m
TPA6:02 pmTampa
$103
Find similar
Spirit Airlines
Oct 4
TPA8:14 amTampa
3h 03m
ORD10:17 amChicago O'Hare Intl
Oct 7
ORD6:18 pmChicago O'Hare Intl
2h 39m
TPA9:57 pmTampa
$109
Find similar

Frontier flights from Tampa to Chicago

Our best Frontier deals on Tampa to Chicago flight tickets
Frontier
Oct 5
TPA10:55 amTampa
2h 49m
MDW12:44 pmChicago Midway
Oct 6
MDW6:21 amChicago Midway
2h 36m
TPA9:57 amTampa
$100
Find similar
Frontier
Sep 26
TPA10:55 amTampa
2h 49m
MDW12:44 pmChicago Midway
Oct 3
MDW6:21 amChicago Midway
2h 36m
TPA9:57 amTampa
$102
Find similar
Frontier
Nov 14
TPA3:11 pmTampa
2h 46m
MDW4:57 pmChicago Midway
Nov 16
MDW6:06 pmChicago Midway
2h 35m
TPA9:41 pmTampa
$103
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Tampa to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Tampa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

TampaChicago

TPA - MDW

TPAMDW

Tampa

Sun 10/5

10:55 am-12:44 pm

Nonstop2h 49m

Chicago Midway

Mon 10/6

6:21 am-9:57 am

Nonstop2h 36m

$100

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 10/2

8:15 am-10:18 am

Nonstop3h 03m

Chicago O'Hare Intl

Mon 10/6

6:18 pm-9:57 pm

Nonstop2h 39m

$100

TampaChicago

TPA - ORD

TPAORD

Tampa

Sun 11/2

11:59 am-1:59 pm

Nonstop3h 00m

Chicago O'Hare Intl

Tue 11/4

1:56 pm-5:38 pm

Nonstop2h 42m

$101

TampaChicago

TPA - MDW

TPAMDW

Tampa

Fri 9/26

10:55 am-12:44 pm

Nonstop2h 49m

Chicago Midway

Fri 10/3

6:21 am-9:57 am

Nonstop2h 36m

$102

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 10/24

8:13 am-10:08 am

Nonstop2h 55m

Chicago O'Hare Intl

Mon 10/27

2:25 pm-6:02 pm

Nonstop2h 37m

$103

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 11/8

9:30 am-11:29 am

Nonstop2h 59m

Chicago O'Hare Intl

Tue 11/11

7:30 am-11:20 am

Nonstop2h 50m

$147

TampaChicago

TPA - MDW

TPAMDW

Tampa

Tue 11/4

7:15 am-9:00 am

Nonstop2h 45m

Chicago Midway

Tue 11/11

8:40 am-3:45 pm

1 stop6h 05m

$147

TampaChicago

TPA - MDW

TPAMDW

Tampa

Fri 10/24

8:10 pm-9:50 pm

Nonstop2h 40m

Chicago Midway

Tue 10/28

6:55 am-10:25 am

Nonstop2h 30m

$148

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 12/3

2:04 pm-4:05 pm

Nonstop3h 01m

Chicago O'Hare Intl

Mon 12/8

6:00 pm-9:51 pm

Nonstop2h 51m

$149

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 11/1

9:30 am-11:29 am

Nonstop2h 59m

Chicago O'Hare Intl

Sat 11/15

6:00 pm-9:52 pm

Nonstop2h 52m

$157

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Tampa to Chicago

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?

The month of January is, on average, the cheapest month to fly to Chicago from Tampa, with most prices found around $163. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from Tampa to Chicago during February average around $167.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $274. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Tampa to Chicago for around $416.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Tampa to Chicago during this time can be as low as $186. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $541.

What is the cheapest Tampa to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Tampa when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $231 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Tampa for as low as $183 on momondo.

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

There are 4 cabin classes available to choose from on Tampa to Chicago 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 flights?

No. A direct flight is the cheapest option for a flight between Tampa to Chicago.

How have Tampa to Chicago flight prices changed over time?

As of September 2025, prices for Tampa to Chicago flights are approximately 48% more expensive when compared to flights at the same time last year.

When to book flights from Tampa to Chicago

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

Cheap Tampa to Chicago (TPA to CHI) flight deals and tips

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

Best Price Found

$78

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Tampa in the past 72 hours is $78. The best round-trip flight deal from Tampa to Chicago found on momondo in the last 72 hours is $95.
The fastest flight from Tampa to Chicago takes 2h 35m
Direct flights go from Tampa to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
Search flight deals

  • How far is Tampa to Chicago by plane?

    Chicago is 1004.3 mi away from Tampa. Flights usually cover this in 2h 40m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Tampa Airport to Chicago were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Tampa Airport to Chicago.

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

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

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

Best airlines flying from Tampa to Chicago

Compare and see reviews for airlines that fly from Tampa to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $53Free CancellationRating
5.8
3,174 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $75Free CancellationRating
6.3
8,019 reviews
Search Spirit Airlines flights
DeltaPriceFrom $138Free CancellationRating
7.9
7,957 reviews
Search Delta flights
SouthwestPriceFrom $143Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
United AirlinesPriceFrom $158Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
American AirlinesPriceFrom $159Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • Southwest Flights From Tampa to Chicago

    Southwest flies from Tampa to Chicago around 15 times per week, with 4,242 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Tampa to Chicago in the last 72 hours was $143 (round-trip), much lower than the average airfare cost of $265 for Southwest flights on this route.

  • United Airlines Flights From Tampa to Chicago

    Across 8,924 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Tampa to Chicago about 20 times each week, with ticket deals ranging from $158 to $317. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

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

Why use momondo?

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

It is quick and easy to find Tampa to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

All flight searches from Tampa to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Tampa.

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

Price alerts on flights to Chicago from Tampa are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago trip

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport