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Cheap Flights from Tampa to Chicago
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Cheap Flights from Tampa to Chicago starting at S$ 27

For as little as S$ 27, you can take your next adventure to Chicago without breaking the bank. Choose between one-way and return tickets from Tampa below.

  • One way
  • Round-trip
      • Cheapest nonstop
        TPA10:36
        3h 10m
        Nonstop
        ORD12:46
        Tue, Dec 17|Tampa - Chicago|Frontier Airlines
        S$ 27S$ 96
        72% OFF
        72% OFF
        S$ 96S$ 27

        Fly from Tampa to Chicago on Tue, Dec 17 with Frontier Airlines. One-way direct flights with Frontier Airlines depart Tampa International Airport and arrive O'Hare International Airport starting at S$ 27 including taxes and charges.

      • TPA11:43
        2h 48m
        Nonstop
        MDW13:31
        Tue, Nov 26|Tampa - Chicago|Frontier Airlines
        S$ 52S$ 96
        46% OFF
        46% OFF
        S$ 96S$ 52

        Fly from Tampa to Chicago on Tue, Nov 26 with Frontier Airlines. One-way direct flights with Frontier Airlines depart Tampa International Airport and arrive Midway International Airport starting at S$ 52 including taxes and charges.

      • TPA11:31
        2h 49m
        Nonstop
        MDW13:20
        Wed, Dec 18|Tampa - Chicago|Frontier Airlines
        S$ 52S$ 96
        45% OFF
        45% OFF
        S$ 96S$ 52

        Fly from Tampa to Chicago on Wed, Dec 18 with Frontier Airlines. One-way direct flights with Frontier Airlines depart Tampa International Airport and arrive Midway International Airport starting at S$ 52 including taxes and charges.

      • TPA19:37
        2h 45m
        Nonstop
        MDW21:22
        Sat, Nov 23|Tampa - Chicago|Frontier Airlines
        S$ 53
        S$ 53

        Fly from Tampa to Chicago on Sat, Nov 23 with Frontier Airlines. One-way direct flights with Frontier Airlines depart Tampa International Airport and arrive Midway International Airport starting at S$ 53 including taxes and charges.

      • TPA11:31
        2h 49m
        Nonstop
        MDW13:20
        Wed, Dec 25|Tampa - Chicago|Frontier Airlines
        S$ 55
        S$ 55

        Fly from Tampa to Chicago on Wed, Dec 25 with Frontier Airlines. One-way direct flights with Frontier Airlines depart Tampa International Airport and arrive Midway International Airport starting at S$ 55 including taxes and charges.

      • TPA12:19
        2h 43m
        Nonstop
        MDW14:02
        Sat, Dec 7|Tampa - Chicago|Frontier Airlines
        S$ 57
        S$ 57

        Fly from Tampa to Chicago on Sat, Dec 7 with Frontier Airlines. One-way direct flights with Frontier Airlines depart Tampa International Airport and arrive Midway International Airport starting at S$ 57 including taxes and charges.

      • TPA19:16
        2h 43m
        Nonstop
        MDW20:59
        Thu, Dec 5|Tampa - Chicago|Frontier Airlines
        S$ 66
        S$ 66

        Fly from Tampa to Chicago on Thu, Dec 5 with Frontier Airlines. One-way direct flights with Frontier Airlines depart Tampa International Airport and arrive Midway International Airport starting at S$ 66 including taxes and charges.

      • TPA09:54
        2h 47m
        Nonstop
        MDW11:41
        Fri, Dec 6|Tampa - Chicago|Frontier Airlines
        S$ 67
        S$ 67

        Fly from Tampa to Chicago on Fri, Dec 6 with Frontier Airlines. One-way direct flights with Frontier Airlines depart Tampa International Airport and arrive Midway International Airport starting at S$ 67 including taxes and charges.

      • TPA05:01
        2h 46m
        Nonstop
        MDW06:47
        Fri, Nov 22|Tampa - Chicago|Frontier Airlines
        S$ 68
        S$ 68

        Fly from Tampa to Chicago on Fri, Nov 22 with Frontier Airlines. One-way direct flights with Frontier Airlines depart Tampa International Airport and arrive Midway International Airport starting at S$ 68 including taxes and charges.

      • TPA07:14
        2h 52m
        Nonstop
        ORD09:06
        Thu, Nov 21|Tampa - Chicago|Spirit Airlines
        S$ 68
        S$ 68

        Fly from Tampa to Chicago on Thu, Nov 21 with Spirit Airlines. One-way direct flights with Spirit Airlines depart Tampa International Airport and arrive O'Hare International Airport starting at S$ 68 including taxes and charges.

      • TPA13:00
        3h 5m
        Nonstop
        CHI14:00
        Thu, Nov 28|Tampa - Chicago|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cheapest time to fly from Tampa to Chicago

These price trend charts carefully monitor and predict how flight prices from Tampa to Chicago will change. Keep a close eye on them to understand when the best time to buy your tickets is.

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.

Cheapest Airlines flying from Tampa to Chicago

Which airline provides the cheapest flights from Tampa to Chicago? Discover the option that best suits your travel needs before embarking on your journey.

Frontier Airlines
From S$ 27
Spirit Airlines
From S$ 68
American Airlines
From S$ 71
Delta Air Lines
From S$ 108
United Airlines
From S$ 121
Southwest Airlines
From S$ 136
Jetblue Airways
From S$ 175
Sun Country Airlines
From S$ 188
XTRAirways
From S$ 243
Alaska Airlines
From S$ 291

Find more flights and airlines

Alternative Routes from Tampa to Chicago

There are various non-direct routes from Tampa to Chicago which could be cheaper and faster! Check out these alternative options to see if they could work for your trip.

  • Cheapest
    Frontier Airlines
    TPA
    10:36
    3h 10m
    Nonstop
    ORD
    12:46
    Tampa International Airport - O'Hare International Airport
    Tue, Dec 17Frontier Airlines
    S$ 27
  • Frontier Airlines
    TPA
    11:43
    2h 48m
    Nonstop
    MDW
    13:31
    Tampa International Airport - Midway International Airport
    Tue, Nov 26Frontier Airlines
    S$ 52
  • Frontier Airlines
    TPA
    11:43
    2h 48m
    Nonstop
    MDW
    13:31
    Tampa International Airport - Midway International Airport
    Tue, Nov 26Frontier Airlines
    S$ 52
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Tampa (TPA) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Tampa to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much is a flight from Tampa (TPA) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around S$ 285.

  • How long is a flight from Tampa (TPA) to Chicago (CHI)?

    It takes about 3 hours 25 minutes to fly from Tampa (TPA) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.

  • What time does the earliest flight from Tampa to Chicago depart?

    The earliest flight departs from Tampa (TPA) at 07:48 and arrives in Chicago (ORD) at 09:32.

  • What time does the latest flight from Tampa to Chicago depart?

    The latest flight departs from Tampa (TPA) at 18:34 and arrives in Chicago (ORD) at 20:25.

  • What are the most popular airlines that fly from Tampa (TPA) to Chicago (CHI)?

  • What's the most popular airline for direct flights from Tampa (TPA) to Chicago (CHI)?

    Spirit Airlines operates 3 direct flights from Tampa (TPA) to Chicago (CHI).

  • How many airports in Chicago?

How to find a cheap flight from Tampa to Chicago

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Find cheapest flight ticket from Tampa to Chicago

Cheapest direct flight priceS$ 27
Cheapest return ticket priceS$ 87
Off-season for travelDecember
Peak season for travelAugust
Flight distance1,614.2km
Average flight time3 hours 25 minutes
Popular airlineFrontier Airlines

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