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Cheap flight deals from Tampa to Chicago Starting at $20

For as little as $20, 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
        $20$71
        72% OFF
        72% OFF
        $71$20

        Choose Frontier Airlines flights from Tampa to Chicago. The one-way direct flight with Frontier Airlines departs from Tampa International Airport on Tue, Dec 17, arriving at O'Hare International Airport. One-way Prices start from $20 including taxes and charges.

      • TPA11:43
        2h 48m
        Nonstop
        MDW13:31
        Tue, Nov 26|Tampa - Chicago|Frontier Airlines
        $38$71
        46% OFF
        46% OFF
        $71$38

        Choose Frontier Airlines flights from Tampa to Chicago. The one-way direct flight with Frontier Airlines departs from Tampa International Airport on Tue, Nov 26, arriving at Midway International Airport. One-way Prices start from $38 including taxes and charges.

      • TPA11:31
        2h 49m
        Nonstop
        MDW13:20
        Wed, Dec 18|Tampa - Chicago|Frontier Airlines
        $39$71
        45% OFF
        45% OFF
        $71$39

        Choose Frontier Airlines flights from Tampa to Chicago. The one-way direct flight with Frontier Airlines departs from Tampa International Airport on Wed, Dec 18, arriving at Midway International Airport. One-way Prices start from $39 including taxes and charges.

      • TPA19:37
        2h 45m
        Nonstop
        MDW21:22
        Sat, Nov 23|Tampa - Chicago|Frontier Airlines
        $40
        $40

        Choose Frontier Airlines flights from Tampa to Chicago. The one-way direct flight with Frontier Airlines departs from Tampa International Airport on Sat, Nov 23, arriving at Midway International Airport. One-way Prices start from $40 including taxes and charges.

      • TPA11:31
        2h 49m
        Nonstop
        MDW13:20
        Wed, Dec 25|Tampa - Chicago|Frontier Airlines
        $41
        $41

        Choose Frontier Airlines flights from Tampa to Chicago. The one-way direct flight with Frontier Airlines departs from Tampa International Airport on Wed, Dec 25, arriving at Midway International Airport. One-way Prices start from $41 including taxes and charges.

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

        Choose Frontier Airlines flights from Tampa to Chicago. The one-way direct flight with Frontier Airlines departs from Tampa International Airport on Sat, Dec 7, arriving at Midway International Airport. One-way Prices start from $43 including taxes and charges.

      • TPA19:16
        2h 43m
        Nonstop
        MDW20:59
        Thu, Dec 5|Tampa - Chicago|Frontier Airlines
        $49
        $49

        Choose Frontier Airlines flights from Tampa to Chicago. The one-way direct flight with Frontier Airlines departs from Tampa International Airport on Thu, Dec 5, arriving at Midway International Airport. One-way Prices start from $49 including taxes and charges.

      • TPA09:54
        2h 47m
        Nonstop
        MDW11:41
        Fri, Dec 6|Tampa - Chicago|Frontier Airlines
        $50
        $50

        Choose Frontier Airlines flights from Tampa to Chicago. The one-way direct flight with Frontier Airlines departs from Tampa International Airport on Fri, Dec 6, arriving at Midway International Airport. One-way Prices start from $50 including taxes and charges.

      • TPA05:01
        2h 46m
        Nonstop
        MDW06:47
        Fri, Nov 22|Tampa - Chicago|Frontier Airlines
        $50
        $50

        Choose Frontier Airlines flights from Tampa to Chicago. The one-way direct flight with Frontier Airlines departs from Tampa International Airport on Fri, Nov 22, arriving at Midway International Airport. One-way Prices start from $50 including taxes and charges.

      • TPA07:14
        2h 52m
        Nonstop
        ORD09:06
        Thu, Nov 21|Tampa - Chicago|Spirit Airlines
        $51
        $51

        Choose Spirit Airlines flights from Tampa to Chicago. The one-way direct flight with Spirit Airlines departs from Tampa International Airport on Thu, Nov 21, arriving at O'Hare International Airport. One-way Prices start from $51 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.

When is the cheapest time to fly from Tampa to Chicago?

Explore the best time to buy affordable tickets to Chicago with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

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

Find cheap airlines flights 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 $20
Spirit Airlines
From $51
American Airlines
From $53
Delta Air Lines
From $80
United Airlines
From $90
Southwest Airlines
From $101
Jetblue Airways
From $130
Sun Country Airlines
From $140
Avelo Airlines
From $181
Alaska Airlines
From $217

Find more flights and airlines

Alternative Cheap Routes from Tampa to Chicago

Searching for potential routes that might be cheaper and faster? There are a few alternative ways to get to Chicago from Tampa which could help you save money and time.

  • Cheapest
    Frontier Airlines
    TPA
    10:36
    3h 10m
    Nonstop
    ORD
    12:46
    Tampa International Airport - O'Hare International Airport
    Tue, Dec 17Frontier Airlines
    $20
  • Frontier Airlines
    TPA
    11:43
    2h 48m
    Nonstop
    MDW
    13:31
    Tampa International Airport - Midway International Airport
    Tue, Nov 26Frontier Airlines
    $38
  • Frontier Airlines
    TPA
    11:43
    2h 48m
    Nonstop
    MDW
    13:31
    Tampa International Airport - Midway International Airport
    Tue, Nov 26Frontier Airlines
    $38
    Find More Flights

Frequently Asked Questions

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

    Airlines adjust prices for flights from Tampa to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Tampa (TPA) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around $212.

  • How long does it take to fly from Tampa (TPA) to Chicago (CHI) and what is the distance?

    It takes around 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 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

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

How to find a cheap flight from Tampa to Chicago

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.
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

Flight Info | Tampa to Chicago

Cheapest nonstop flight price$20
Cheapest round-trip ticket price$65
Off-season for travelDecember
Peak season for travelAugust
Flight distance1,614.2 km
Average flight time3 hours 25 minutes
Popular airlineFrontier Airlines

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