Cheap flights from TPA to MDW (Tampa Intl. to Midway Intl.)

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Cheap Flights from TPA to MDW starting at $34 One Way, $68 Round Trip

Prices starting at $68 for return flights and $34 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 7 - Tue, Sep 10
TPA
Tampa
MDW
Chicago
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Sep 7 from Tampa to Chicago, returning Tue, Sep 10, priced at $68 just found
Tue, Aug 6 - Sat, Aug 10
TPA
Tampa
MDW
Chicago
$73 Roundtrip, found 2 days ago
$73
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Aug 6 from Tampa to Chicago, returning Sat, Aug 10, priced at $73 found 2 days ago
Sat, Sep 7 - Sat, Sep 14
TPA
Tampa
MDW
Chicago
$76 Roundtrip, just found
$76
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Sep 7 from Tampa to Chicago, returning Sat, Sep 14, priced at $76 just found
Tue, Aug 6 - Thu, Aug 8
TPA
Tampa
MDW
Chicago
$78 Roundtrip, found 3 hours ago
$78
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Aug 6 from Tampa to Chicago, returning Thu, Aug 8, priced at $78 found 3 hours ago
Tue, Jun 4 - Sat, Sep 14
TPA
Tampa
MDW
Chicago
$79 Roundtrip, found 6 hours ago
$79
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Jun 4 from Tampa to Chicago, returning Sat, Sep 14, priced at $79 found 6 hours ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 out of 5
1100 S Michigan Ave, Chicago, IL
The price is $118 per night from May 27 to May 28
$118
per night
May 27 - May 28
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (2,535 reviews)
"Facility is good, but the environment is not so quiet at night."

Reviewed on May 16, 2024

Best Western Grant Park Hotel
Hotel Chicago West Loop
Hotel Chicago West Loop
2.5 out of 5
1622 W Jackson Blvd, Chicago, IL
The price is $119 per night from May 28 to May 29
$119
per night
May 28 - May 29
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff ...
8/10 Very Good! (1,001 reviews)
"Very nice staff and walkable to the United Center"

Reviewed on May 2, 2024

Hotel Chicago West Loop
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $167 per night from May 27 to May 28
$167
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (6,739 reviews)
"Close to everything. Great historic hotel is absolutely beautiful. Great location"

Reviewed on May 16, 2024

Congress Plaza Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Chicago

Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
The price is $110 per night from May 27 to May 28
$110
per night
May 27 - May 28
Book a stay at this family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
7.6/10 Good! (2,582 reviews)
"I really enjoyed my stay, I felt safe and comfortable"

Reviewed on May 15, 2024

Warwick Allerton - Chicago
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $167 per night from May 27 to May 28
$167
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (6,739 reviews)
"Close to everything. Great historic hotel is absolutely beautiful. Great location"

Reviewed on May 16, 2024

Congress Plaza Hotel
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
The price is $160 per night from May 27 to May 28
$160
per night
May 27 - May 28
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,002 reviews)
"We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)"

Reviewed on May 10, 2024

The Westin Michigan Avenue Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare
Motel 6 Elk Grove Village, IL - O'Hare
2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
The price is $65 per night from May 21 to May 22
$65
per night
May 21 - May 22
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,174 reviews)
"No comment"

Reviewed on May 14, 2024

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3 out of 5
777 East Grand Avenue, Bensenville, IL
The price is $85 per night from May 27 to May 28
$85
per night
May 27 - May 28
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.4/10 (1,003 reviews)
"It was very clean. Staff was very helpful breakfasts was very nice"

Reviewed on May 14, 2024

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport
Comfort Suites Chicago O'Hare Airport
3 out of 5
4200 North River Road, Schiller Park, IL
The price is $94 per night from May 26 to May 27
$94
per night
May 26 - May 27
Stay at this 3-star business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8.2/10 Very Good! (1,928 reviews)
"The room especially the bed was wonderful, so clean and comfortable The service was lovely. The area around the hotel was OK as a person without a car there really wasn't anything there, but i want there for the outside. The inside was wonderful. I'll happily come back!"

Reviewed on May 16, 2024

Comfort Suites Chicago O'Hare Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Chicago Hotels

Motel 6 Elk Grove Village, IL - O'Hare
Motel 6 Elk Grove Village, IL - O'Hare
2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
The price is $65 per night from May 21 to May 22
$65
per night
May 21 - May 22
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,174 reviews)
"No comment"

Reviewed on May 14, 2024

Motel 6 Elk Grove Village, IL - O'Hare
Freehand Chicago
Freehand Chicago
4 out of 5
19 East Ohio Street, Chicago, IL
The price is $98 per night from May 27 to May 28
$98
per night
May 27 - May 28
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.6/10 Good! (1,007 reviews)
"The bed side lamp didn't work. The remodeling that was going on wasn't bad, they didn't start making noise till later in the morning when i was already wake."

Reviewed on May 15, 2024

Freehand Chicago
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2 out of 5
65 E Harrison St, Chicago, IL
The price is $100 per night from May 27 to May 28
$100
per night
May 27 - May 28
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.4/10 (1,659 reviews)
"Nice location but noisy due to train proximity"

Reviewed on May 16, 2024

Travelodge by Wyndham Downtown Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
The price is $152 per night from May 27 to May 28
$152
per night
May 27 - May 28
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
7.8/10 Good! (2,273 reviews)

Families like: Indoor pools, close to beach, bicycle rentals nearby, extra beds/cribs

Great value
"Early check in needs to pay $$. The hotel is nice, clean, beautiful layout and setting. Facilities are up to date. It is just not quiet, outside or inside. But it’s Chicago downtown, not the hotel problem. Great location too."

Reviewed on May 17, 2024

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4 out of 5
511 North Columbus Drive, Chicago, IL
The price is $180 per night from May 27 to May 28
$180
per night
May 27 - May 28
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,438 reviews)

Families like: Indoor pools, close to beach, bicycle rentals nearby, extra beds/cribs

Travelers say...
"Great stay"

Reviewed on May 16, 2024

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
The price is $214 per night from May 27 to May 28
$214
per night
May 27 - May 28
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the breakfast and the ...
8/10 Very Good! (1,206 reviews)

Families like: Indoor pools, close to beach, bicycle rentals, extra beds/cribs

Charming, historic, and elegant hotel
"This hotel is stunning. My stay here was accidental as I had made a mistake booking a short distance away and failed to book my first night at The Holiday Inn. What was disappointing (having to leave and find another hotel) ended up being a delightful discovery. This hotel is elegant, charming, and ..."

Reviewed on May 13, 2024

Palmer House a Hilton Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Map To Nearby Hotels

TPA to MDW Route Info

Origin Airport
Tampa
Destination Airport
Chicago
Number Of Airlines Serving
2
Distance
998 mi
Shortest Flight Departure Time
10:50AM CDT
Shortest Flight Departure Date
May 25
TPA Address & GPS
Address:
5507 West Spruce Street
Tampa FL, 33607
United States
IATA Code:
TPA
Longitude:
-82.535415
Latitude:
27.979869
Time Zone:
America/New_York
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago

Frequently asked questions

Am I able to catch a flight from Tampa, FL Airport (TPA-Tampa Intl.) to Chicago, IL Airport (MDW-Midway Intl.) now?
The Covid-19 Travel Advisor can help you with queries about travel restrictions and quarantine when traveling by plane from Tampa, FL Airport (TPA-Tampa Intl.) to Chicago, IL Airport (MDW-Midway Intl.).
Are there non-stop flights from TPA to MDW?
Whether you’re jetting off on a big world adventure or traveling for business purposes, a nonstop flight is the best way to go. With Southwest Airlines you can fly from Tampa Airport to MDW in one easy trip.
What is the shortest flight from Tampa Intl. Airport (TPA) to Chicago Airport?
Flying is one of life’s great pleasures and privileges, especially when your journey is a short and sweet 2 hours and 35 minutes. That’s all it’ll take to make your way from Ozona to West Lawn.
How many hours flight from TPA to MDW?
Don’t get too relaxed in your seat — the general flight time from TPA to Midway Intl. Airport (MDW) is a short 2 hours and 37 minutes.
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago, IL Airport (MDW-Midway Intl.)?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago, IL Airport (MDW-Midway Intl.) have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago, IL Airport (MDW-Midway Intl.) with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago, IL Airport (MDW-Midway Intl.) without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What airlines have the most flights from Tampa Intl. Airport (TPA) to Chicago Airport?
Southwest Airlines is your ticket to an unforgettable vacation. This renowned airline advertises 145 flights each month between Tampa Airport and MDW.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.