$106 Find Cheap Flights from Tampa to Chicago Midway Airport - Compare and Save

These are the earliest and latest flight times available from Tampa to Chicago Midway Airport:

• Earliest: departs at 5:15 am and lands at 7:59 am
• Latest: departs at 8:20 pm and lands at 11:04 pm.

The flight takes about 2h 44m.

Two cabin classes are available on flights from Tampa to Chicago Midway Airport:

• Economy Class
• Premium Economy Class

A nonstop flight from Tampa to Chicago Midway Airport takes 2h 44m, covering 998 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from Tampa to Chicago Midway Airport range from $207 to $392, with an average of $302 over the past 12 months. Anything below $207 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 25% above the $302 route average. Book 5 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $173 round-trip via Houston George Bush Intcntl (IAH), compared to $320 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest and American Airlines. Other aircraft seen on the route include Boeing 737-800 variants.

Morning is the busiest departure period on Tampa to Chicago Midway Airport flights, with 50% of flights leaving in that window. Afternoon departures account for 25%, evening flights for 25%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $210 to $1,832. That means the highest observed fare was about 9x higher than the lowest one.

JetBlue is the only airline on the Tampa to Chicago Midway Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

One-way fares from Tampa to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $124, which is 36% below the typical average for this route.

Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Flights from Tampa to Chicago Midway Airport usually depart from Tampa (TPA) and arrive at Chicago Midway (MDW).

One-stop flights from Tampa to Chicago Midway Airport most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 93% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 3% of one-stop connections
• Houston George Bush Intcntl (IAH) - 2% of one-stop connections
• Nashville Intl (BNA) - 1% of one-stop connections

Yes. Flexible dates can save you up to 25% on flights from Tampa to Chicago Midway Airport. Friday is the cheapest departure day at $257 round-trip on average, while Monday is the most expensive at $339, a difference of $82.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Only Southwest operates flights between Tampa and Chicago Midway Airport.

Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 4h 27m, compared with 4h 37m via Nashville Intl (BNA) and 5h 49m via Detroit Metropolitan Wayne County (DTW).

Chicago Midway Airport is 1 hour behind Tampa (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Among airlines operating Tampa to Chicago Midway Airport flights:

• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• Southwest: a cabin bag and a checked bag in Economy Class
• JetBlue: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

If you’re looking for eco-friendly flights from Tampa to Chicago Midway Airport, you can book Frontier Airlines or Southwest Airlines. These airlines have flights that emit less CO₂ on their direct connections. They have implemented several sustainable practices in their daily operations to reduce carbon emissions.

You can take the Orange Line trains operated by the Chicago Transit Authority (CTA), which connects the airport to downtown Chicago. The journey time is 20 to 25 minutes. If the train isn’t operational, take the N62 Archer bus or the PACE suburban public bus system. Taxis and car rentals are readily available at the airport.

Consider booking Southwest Airlines, which has no maximum carry-on weight limit for carry-on luggage. However, your carry-on bag shouldn’t be bigger than 24 x 16 x 10 inches and should fit in the overhead bin easily. Your small personal item should comfortably fit beneath the seat in front of you.

TPA has multiple lounges to relax in before your flight to Chicago Midway Airport. You can check into American Airlines Admirals Club at Concourse F, which can be accessed by paying at the door with proof of an American Airlines ticket or Delta Sky Club at Concourse E. These lounges offer complimentary drinks and snacks, comfortable sofas, a broad menu, free internet, cable TV, a flight information monitor, magazines, newspapers, and workspaces.