S$127 Cheap Flights from Tampa to Chicago

View S$127 flight on Fri, 26 Sep, 2025Opens in a new window

Popular airlines from Tampa Intl. Airport (TPA) to Chicago

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Cheap Flights from Tampa to Chicago (TPA-CHI)

Prices were available within the past 7 days and start at S$127 for one-way flights and S$254 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, 26 Sep - Mon, 29 Sep
TPA
Tampa
ORD
Chicago
S$254 Return, found 1 day ago
S$254
Return
found 1 day ago
Select Delta flight, departing Fri, 26 Sep from Tampa to Chicago, returning Mon, 29 Sep, priced at S$254 found 1 day ago
United
Fri, 26 Sep - Mon, 29 Sep
TPA
Tampa
ORD
Chicago
S$282 Return, found 1 day ago
S$282
Return
found 1 day ago
Select United flight, departing Fri, 26 Sep from Tampa to Chicago, returning Mon, 29 Sep, priced at S$282 found 1 day ago
Delta
Sat, 13 Sep - Tue, 16 Sep
TPA
Tampa
ORD
Chicago
S$289 Return, found 1 day ago
S$289
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Tampa to Chicago, returning Tue, 16 Sep, priced at S$289 found 1 day ago
United
Fri, 26 Sep - Mon, 29 Sep
TPA
Tampa
ORD
Chicago
S$294 Return, found 1 day ago
S$294
Return
found 1 day ago
Select United flight, departing Fri, 26 Sep from Tampa to Chicago, returning Mon, 29 Sep, priced at S$294 found 1 day ago
Delta
Sat, 20 Sep - Mon, 22 Sep
TPA
Tampa
ORD
Chicago
S$296 Return, found 2 days ago
S$296
Return
found 2 days ago
Select Delta flight, departing Sat, 20 Sep from Tampa to Chicago, returning Mon, 22 Sep, priced at S$296 found 2 days ago
United
Fri, 26 Sep - Mon, 29 Sep
TPA
Tampa
ORD
Chicago
S$309 Return, found 1 day ago
S$309
Return
found 1 day ago
Select United flight, departing Fri, 26 Sep from Tampa to Chicago, returning Mon, 29 Sep, priced at S$309 found 1 day ago
Delta
Fri, 26 Sep - Mon, 29 Sep
TPA
Tampa
ORD
Chicago
S$319 Return, found 1 day ago
S$319
Return
found 1 day ago
Select Delta flight, departing Fri, 26 Sep from Tampa to Chicago, returning Mon, 29 Sep, priced at S$319 found 1 day ago
Delta
Sat, 20 Sep - Mon, 22 Sep
TPA
Tampa
ORD
Chicago
S$320 Return, found 2 days ago
S$320
Return
found 2 days ago
Select Delta flight, departing Sat, 20 Sep from Tampa to Chicago, returning Mon, 22 Sep, priced at S$320 found 2 days ago
United
Fri, 26 Sep - Mon, 29 Sep
TPA
Tampa
ORD
Chicago
S$322 Return, found 1 day ago
S$322
Return
found 1 day ago
Select United flight, departing Fri, 26 Sep from Tampa to Chicago, returning Mon, 29 Sep, priced at S$322 found 1 day ago
American Airlines
Sat, 20 Sep - Mon, 22 Sep
TPA
Tampa
ORD
Chicago
S$335 Return, found 2 days ago
S$335
Return
found 2 days ago
Select American Airlines flight, departing Sat, 20 Sep from Tampa to Chicago, returning Mon, 22 Sep, priced at S$335 found 2 days ago

Find the cheapest month to fly from Tampa (TPA) to Chicago (CHI)

January is typically the cheapest month to fly

From S$61 - S$396 per traveller.

Graph displaying average flight prices per month

Tampa to Chicago route information
Origin airport
Tampa Intl.
Destination airport
O'Hare Intl.
Return price
S$254
Distance
1621 km

Perfect flights from Tampa to Chicago

Your Journey from Tampa to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Tampa to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, United, American Airlines. Our selection of flights from Tampa Intl. to CHI-All Airports caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Tampa to Chicago Flights

Experience the joy of finding cheap flights from Tampa Intl. to CHI-All Airports that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$127 and roundtrip prices from S$254*.
 

Pre-Flight Essentials

Ensure a smooth journey from Tampa to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Tampa to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Tampa to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Tampa to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Tampa to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from Tampa Airport to Chicago, IL (CHI-All Airports)?
Start packing your suitcase, because round-trip journeys from Tampa Airport to Chicago, IL (CHI-All Airports) start from S$254. That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can change quickly, so book today to lock in the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from TPA to Chicago, IL (CHI-All Airports)?
This can differ between air carriers, as each one has its own terms and conditions. Visit the Customer Service Portal, where there are easy instructions on how to cancel online.
How do I find cheap flights from TPA to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Tampa Intl. Airport (TPA) to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Tampa Airport to Chicago, IL (CHI-All Airports)?
Expect to be in the air for a while, as the flight distance between Tampa and Illinois is 1,650 kilometres. Set up a playlist of your favourite songs before leaving home to keep yourself entertained during the trip.
Which airlines fly direct from Tampa Airport to Chicago, IL (CHI-All Airports)?
It's easy to fly directly from Tampa Intl. Airport (TPA) to Chicago, IL (CHI-All Airports). These are some of the top carriers that operate nonstop services on this route:

  • Southwest Airlines - (WN) with 125 monthly flights
  • United Airlines - (UA) with 121 monthly flights
  • American Airlines - (AA) with 60 monthly flights
  • Frontier Airlines - (F9) with 34 monthly flights

Are Tampa Airport to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from TPA to Chicago, IL (CHI-All Airports) at the last minute could be your ticket to a fantastic deal. However, it might cost you a whole lot more! If you'd prefer not to take the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains as far ahead as 12 months in advance. If your preferred air carrier hasn't released tickets yet, check back regularly as deals are updated on Expedia all the time.

Explore a world of travel with Expedia

Chicago Airports

Chicago

Tampa to O'Hare Intl.
S$253.80
*Available to Expedia members.