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Flight Deals from Tampa to Chicago from $42

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Stops

  • Nonstop
    from $91
  • Up to 1 stop
    $164

Airlines

  • American Airlines
    $217
  • Delta Air Lines
    $190
  • Frontier Airlines
    $91
  • JetBlue
    $266
  • Spirit Airlines
    $159
  • United Airlines
    $238
  • Virgin Atlantic
    $227

Cabin Class

  • Economy
    $91

Departure Airports

  • Tampa International Airport
    $91

Arrival Airports

  • Chicago Midway Airport
    $97
  • Chicago O Hare Airport
    $91

Layover Airports

  • Baltimore/Washington International Thurgood Marshall Airport
    $238
  • Charlotte Douglas International Airport
    $258
  • Dallas Fort Worth International Airport
    $229
  • Detroit Metropolitan Airport
    $190
  • Fort Lauderdale Hollywood International Airport
    $164
  • George Bush Intercontinental Houston Airport
    $205
  • Hartsfield Jackson Atlanta International Airport
    $164
  • Louis Armstrong New Orleans International Airport
    $207
  • Miami International Airport
    $227
  • New York John F Kennedy Airport
    $266
  • Philadelphia International Airport
    $232
  • Reagan Washington National Airport
    $258
  • Washington Dulles Airport
    $266

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On average save $240 per traveler
Frontier Airlines Logo
Frontier Airlines

05/29/25

TPA
2h 3m
Direct

05/29/25

ORD
Frontier Airlines Logo
Frontier Airlines

06/01/25

ORD
3h 43m
Direct

06/01/25

TPA
$91
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/22/25

TPA
1h 52m
Direct

05/22/25

MDW
Frontier Airlines Logo
Frontier Airlines

05/25/25

MDW
3h 43m
Direct

05/25/25

TPA
$97
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/21/25

TPA
2h
Direct

05/21/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/30/25

ORD
3h 38m
Direct

05/30/25

TPA
$159
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/30/25

TPA
2h
Direct

05/30/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/01/25

ORD
3h 38m
Direct

06/01/25

TPA
$159
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/23/25

TPA
2h
Direct

05/23/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/25/25

ORD
6h 8m
ATL

05/25/25

TPA
$164
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/05/25

TPA
2h
Direct

06/05/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/07/25

ORD
7h 36m
FLL

06/07/25

TPA
$164
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/19/25

TPA
2h 5m
Direct

05/19/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/19/25

ORD
23h 22m
ATL

05/20/25

TPA
$169
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/06/25

TPA
2h
Direct

06/06/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/07/25

ORD
7h 36m
FLL

06/07/25

TPA
$177
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/10/25

TPA
6h 19m
DTW

06/10/25

MDW
Delta Air Lines Logo
Delta Air Lines

06/10/25

MDW
6h 10m
ATL

06/10/25

TPA
$190
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/30/25

TPA
6h 5m
ATL

05/30/25

ORD
Delta Air Lines Logo
Delta Air Lines

06/03/25

ORD
6h 54m
ATL

06/03/25

TPA
$196
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/12/25

TPA
6h 19m
DTW

06/12/25

MDW
Delta Air Lines Logo
Delta Air Lines

06/16/25

MDW
6h 36m
DTW

06/16/25

TPA
$196
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/10/25

TPA
5h 35m
IAH

06/10/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/13/25

ORD
3h 39m
Direct

06/13/25

TPA
$205
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/11/25

TPA
2h
Direct

06/11/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/13/25

ORD
6h 2m
MSY

06/13/25

TPA
$207
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/27/25

TPA
5h 35m
IAH

05/27/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/01/25

ORD
3h 38m
Direct

06/01/25

TPA
$213
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/05/25

TPA
2h 1m
Direct

06/05/25

ORD
American Airlines Logo
American Airlines

06/07/25

ORD
3h 48m
Direct

06/07/25

TPA
$217
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/05/25

TPA
4h 46m
MIA

06/05/25

ORD
American Airlines Logo
American Airlines

06/07/25

ORD
3h 48m
Direct

06/07/25

TPA
$227
Free cancellation within 83 hours of booking
Virgin Atlantic Logo
Virgin Atlantic

05/27/25

TPA
3h 9m
ATL

05/27/25

ORD
Virgin Atlantic Logo
Virgin Atlantic

05/29/25

ORD
5h 19m
ATL

05/29/25

TPA
$227
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/05/25

TPA
1h 59m
Direct

06/05/25

ORD
Frontier Airlines Logo
Frontier Airlines

06/07/25

ORD
8h 50m
DFW

06/07/25

TPA
$229
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/23/25

TPA
7h 58m
PHL

05/23/25

MDW
Frontier Airlines Logo
Frontier Airlines

05/25/25

MDW
3h 43m
Direct

05/25/25

TPA
$232
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/29/25

TPA
2h 17m
Direct

05/29/25

ORD
United Airlines Logo
United Airlines

06/01/25

ORD
3h 51m
Direct

06/01/25

TPA
$238
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/30/25

TPA
2h 17m
Direct

05/30/25

ORD
United Airlines Logo
United Airlines

06/01/25

ORD
3h 51m
Direct

06/01/25

TPA
$238
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/15/25

TPA
5h 8m
BWI

05/15/25

MDW
Frontier Airlines Logo
Frontier Airlines

05/22/25

MDW
3h 43m
Direct

05/22/25

TPA
$238
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/10/25

TPA
5h 35m
IAH

06/10/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/13/25

ORD
6h 2m
MSY

06/13/25

TPA
$243
Free cancellation within 83 hours of booking
Virgin Atlantic Logo
Virgin Atlantic

05/17/25

TPA
3h 26m
ATL

05/17/25

ORD
Virgin Atlantic Logo
Virgin Atlantic

05/20/25

ORD
5h 25m
ATL

05/20/25

TPA
$252
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/04/25

TPA
2h 5m
Direct

06/04/25

ORD
American Airlines Logo
American Airlines

06/11/25

ORD
8h 20m
DCA

06/11/25

TPA
$258
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/22/25

TPA
5h 24m
MIA

05/22/25

ORD
American Airlines Logo
American Airlines

05/28/25

ORD
3h 38m
Direct

05/28/25

TPA
$258
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

TPA
2h 5m
Direct

05/29/25

ORD
American Airlines Logo
American Airlines

06/04/25

ORD
6h 24m
CLT

06/04/25

TPA
$258
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

TPA
4h 40m
CLT

05/30/25

ORD
American Airlines Logo
American Airlines

06/01/25

ORD
3h 38m
Direct

06/01/25

TPA
$258
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/23/25

TPA
2h 17m
Direct

05/23/25

ORD
United Airlines Logo
United Airlines

05/25/25

ORD
6h 16m
IAD

05/25/25

TPA
$266
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

06/10/25

TPA
8h 11m
JFK

06/10/25

ORD
JetBlue Logo
JetBlue

06/11/25

ORD
8h 4m
JFK

06/12/25

TPA
$266
Free cancellation within 83 hours of booking

Top Deals on flights from Tampa to Chicago

Tampa, US (TPA) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 29

TPA
2h 3m
Direct

May 29

ORD

as low as

$42

Tampa, US (TPA) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

Jun 12

TPA
1h 48m
Direct

Jun 12

MDW

as low as

$48

Tampa, US (TPA) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

Jun 4

TPA
2h
Direct

Jun 4

ORD

as low as

$74

Tampa, US (TPA) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 21

TPA
17h 44m
FLL

May 21

ORD

as low as

$82

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 25

TPA
2h 5m
Direct

May 25

ORD

as low as

$89

Tampa, US (TPA) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 15

TPA
15h 51m
ATL

May 16

ORD

as low as

$90

Tampa, US (TPA) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

May 29

TPA
5h 4m
ATL

May 29

ORD

as low as

$98

Tampa, US (TPA) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

May 30

TPA
4h 36m
DTW

May 30

MDW

as low as

$98

Tampa, US (TPA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 23

TPA
4h 10m
CLT

May 23

ORD

as low as

$99

Tampa, US (TPA) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 31

TPA
5h 35m
IAH

May 31

ORD

as low as

$108

Tampa, US (TPA) - Chicago, US (CHI)

Virgin Atlantic Logo
Virgin Atlantic

May 31

TPA
6h 11m
DTW

May 31

ORD

as low as

$108

Tampa, US (TPA) - Chicago, US (CHI)

 Logo

May 23

TPA
2h 5m
Direct

May 23

ORD

as low as

$109

Frequently Asked Questions

What is the typical flight duration from Tampa to Chicago?
The typical flight duration from Tampa to Chicago takes between 2.5 to 3.5 hours, depending on weather conditions and specific flight paths. This range accounts for slight variations in takeoff and landing procedures on a domestic route. When planning your trip from Tampa to Chicago, be sure to allow extra time for boarding and taxiing on both sides. Checking real-time flight status is recommended to ensure accurate timing, especially during peak travel seasons or when adverse weather might cause delays.
Are there any direct flights from Tampa to Chicago?
Yes, there are direct flights from Tampa to Chicago. Major airlines operate non-stop routes between these cities, typically offering several flights daily. Direct flights reduce total travel time and eliminate the inconvenience of layovers. When booking, check with multiple carriers as prices and departure times can vary, usually ranging from $100 to $300 each way. This makes planning a seamless trip easier, ensuring that your connection from Tampa to Chicago is efficient and well-coordinated.
What are the best transportation options from Chicago airport to downtown?
The best transportation options from Chicago airport to downtown include the CTA Blue Line train, taxis, and ride-sharing services. The Blue Line typically costs between $5 to $10 and takes about 30 to 45 minutes. Taxis and ride-sharing can cost around $30 to $50 depending on traffic conditions, while airport shuttles offer a mid-range option with prices from $20 to $35. Each alternative provides different benefits, so consider factors like budget, amount of luggage, and travel time when choosing the best mode of transfer.
What are the must-see attractions in Chicago for travelers arriving from Tampa?
For travelers arriving from Tampa, must-see attractions in Chicago include landmarks such as Millennium Park, The Art Institute, and Navy Pier. These spots offer a mix of cultural, architectural, and leisure experiences. Beyond these, be sure to explore the scenic riverwalk, take a guided architecture tour, and visit neighborhoods known for vibrant street art. Each of these attractions highlights the city’s rich history and modern dynamic culture, ensuring that visitors enjoy a blend of art, history, and urban energy during their visit.
Which local dishes should travelers from Tampa try when visiting Chicago?
Travelers from Tampa should be sure to try Chicago’s iconic deep-dish pizza, which offers a hearty, layered flavor compared to Tampa’s lighter fare. In addition, the famous Chicago-style hot dog, Italian beef sandwiches, and gourmet popcorn are local favorites that provide a taste of the city's unique culinary heritage. Many restaurants also offer fusion styles blending modern and traditional ingredients. Be adventurous and visit diverse neighborhoods to enjoy meals that range from $10 to $25, ensuring a rich, satisfying dining experience.
Are there any budget-friendly hotels in Chicago for visitors from Tampa?
Yes, there are budget-friendly hotels in Chicago that offer rates typically ranging from $100 to $200 per night. These accommodations are often located a short distance from major transit hubs and popular attractions, allowing visitors to easily explore the city. Consider hotels in neighborhoods like the Loop, Lakeview, or near public transport connections. Booking well in advance or during promotional periods can further reduce costs. Look for guest reviews to ensure amenities meet your needs while offering a convenient base from which to experience the local culture and attractions.
What are the top cultural experiences in Chicago for travelers from Tampa?
Top cultural experiences in Chicago include visits to world-class museums like the Field Museum, Museum of Science and Industry, and the Art Institute of Chicago. These destinations provide deep insights into art, history, and science. Additionally, exploring diverse neighborhoods and attending local theater productions or music festivals can immerse visitors in the city’s vibrant culture. With events often ranging in cost from free to moderate entry fees, these experiences make for an enriching itinerary. Planning ahead allows travelers to take advantage of cultural passes or combo tickets for added savings.
What are the best seasonal travel tips for visiting Chicago from Tampa?
For travelers journeying from Tampa, seasonal travel tips for Chicago include dressing in layers during winter months due to biting winds and snow, and preparing for humid conditions during the summer heat. Spring and fall offer milder weather that’s ideal for walking tours and outdoor festivals. It is advisable to check for seasonal events like the Chicago Air and Water Show in the summer or winter holiday markets during December. Budget for varied weather by packing versatile outfits and ensuring transportation options can adjust to seasonal traffic and weather conditions.
Is there a specific time of year when Chicago is best visited by travelers from Tampa?
Yes, the best time to visit Chicago is during late spring and early fall. These seasons typically offer mild temperatures ranging from 60°F to 75°F, which can be a pleasant contrast for travelers from Tampa. The city is less crowded compared to summer, and attractions maintain full schedules along with numerous outdoor events. This period also presents a good balance of lower accommodation rates and enjoyable weather conditions. Nonetheless, it’s wise to plan ahead and check local event calendars to optimize your visit based on your interests.
What are the most affordable dining options in Chicago for travelers from Tampa?
Affordable dining in Chicago includes a variety of options ranging from food trucks and local diners to ethnic restaurants offering meals between $8 to $20. Neighborhood eateries in areas like Chinatown or Pilsen provide authentic flavors without high prices. Budget-conscious travelers can enjoy hearty meals, including Chicago-style street food and casual trattorias, without sacrificing taste. Researching daily specials and seasonal menus online before heading out can also yield great deals. This range of choices ensures you experience the city’s culinary diversity while staying within budget.
Are there any family-friendly attractions in Chicago for travelers from Tampa?
Yes, Chicago offers numerous family-friendly attractions that can appeal to travelers from Tampa. Highlights include interactive exhibits at the Museum of Science and Industry, the free Lincoln Park Zoo, and the engaging experiences at Navy Pier with its rides and museums. These attractions typically have entry fees ranging from free to about $25, making them accessible for families. Additionally, parks and public spaces like Millennium Park provide ample outdoor opportunities. Planning a visit to a mix of indoor and outdoor attractions ensures a fun and diverse itinerary suitable for all ages.
What are the customs requirements for travelers flying from Tampa to Chicago?
For those flying from Tampa to Chicago, there are essentially no customs requirements since this is a domestic flight within the United States. Travelers simply need to present a government-issued photo ID at security checkpoints. It is important to adhere to TSA guidelines regarding liquids and prohibited items in carry-on luggage. Although customs protocols do not apply, allowing extra time for security screening is advised, especially during peak travel hours. Make sure to keep your boarding pass handy for smooth navigation through the airport.
What are the best shopping areas in Chicago for travelers from Tampa?
Chicago boasts several vibrant shopping districts that offer a range of experiences for visitors from Tampa. The Magnificent Mile stands out for its blend of high-end boutiques and branded department stores, while neighborhoods like Wicker Park and Lincoln Park offer unique, independent shops and local designers. Prices here can vary significantly, with luxury items at a premium and casual shopping options starting as low as $10 for accessories. Exploring local markets and specialty stores can also yield unique souvenirs and handmade goods, giving you a taste of the city’s artistic and commercial diversity.
What unique airport amenities can travelers expect at Chicago airport?
Travelers arriving at Chicago’s airport can expect a range of unique amenities designed to enhance your experience. Lounges with comfortable seating, complimentary Wi-Fi, and dining options provide an inviting pre-flight environment. The airport often features local artwork displays and retail shops offering regional souvenirs. In addition, there are business centers, charging stations, and thoughtfully designed waiting areas. These amenities typically range from free services to premium options available for a fee, making it easier for visitors to relax and prepare for the next leg of their journey.
What safety tips should travelers from Tampa keep in mind when visiting Chicago?
Travelers should exercise standard precautions when visiting Chicago. Remain vigilant in busy tourist areas, particularly around major landmarks and public transit hubs. It is advisable to avoid poorly lit areas at night and keep personal belongings secured, as urban centers can attract pickpockets. Using reputable transportation services and planning routes in advance can help reduce risks. Additionally, stay updated on local news and advisories, especially during large events or holidays. These proactive measures ensure a safe and enjoyable experience while exploring the diverse attractions and neighborhoods of the city.
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