Cheap flights from TPA to MDW (Tampa Intl. to Midway Intl.)
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Cheap Flights from TPA to MDW starting at $57 One Way, $108 Round Trip
Prices starting at $108 for return flights and $57 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.
TPA
Tampa
MDW
Chicago
$108 Roundtrip, found 16 hours ago
$108
Roundtrip
found 16 hours ago
TPA
Tampa
MDW
Chicago
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
TPA
Tampa
MDW
Chicago
$112 Roundtrip, found 6 days ago
$112
Roundtrip
found 6 days ago
TPA
Tampa
MDW
Chicago
$113 Roundtrip, found 9 hours ago
$113
Roundtrip
found 9 hours ago
TPA
Tampa
MDW
Chicago
$114 Roundtrip, found 3 days ago
$114
Roundtrip
found 3 days ago
Hotel Ideas near Midway Intl.
Airport Hotels near Midway Intl.
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
$192 nightly
The price is $225 total per night from Sep 25 to Sep 26
$225 total
Sep 25 - Sep 26
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,479 reviews)
"Loved my stay here! Super friendly staff and super easy to get into town! Will stay here again when I come back:)"
Reviewed on Sep 9, 2025
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street, Chicago, IL
$189 nightly
The price is $222 total per night from Sep 25 to Sep 26
$222 total
Sep 25 - Sep 26
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,003 reviews)
"The best"
Reviewed on Sep 9, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$179 nightly
The price is $210 total per night from Sep 23 to Sep 24
$210 total
Sep 23 - Sep 24
Total with taxes and fees
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 ...
7.8/10 Good! (9,162 reviews)
"The rooms need to be refurbished.,,,bathroom not as clean as I would expect. But the hotel is over 100 yrs old."
Reviewed on Sep 10, 2025
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
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$206 nightly
The price is $242 total per night from Sep 25 to Sep 26
$242 total
Sep 25 - Sep 26
Total with taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,894 reviews)
"From the moment we walked in, early for our reservation, we were treated like the number one priority by every staff member. The bellman #johnnyBravo #JimmyNeutron #JohnnyDanger thank you for your comic relief after a long morning of travel and for keeping our belongings safe! The room was very clean ..."
Reviewed on Sep 10, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$179 nightly
The price is $210 total per night from Sep 23 to Sep 24
$210 total
Sep 23 - Sep 24
Total with taxes and fees
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 ...
7.8/10 Good! (9,162 reviews)
"The rooms need to be refurbished.,,,bathroom not as clean as I would expect. But the hotel is over 100 yrs old."
Reviewed on Sep 10, 2025
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
$186 nightly
The price is $218 total per night from Oct 2 to Oct 3
$218 total
Oct 2 - Oct 3
Total with taxes and fees
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (3,863 reviews)
"The staff was friendly and helpful."
Reviewed on Sep 10, 2025
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
2881 Touhy Ave, Elk Grove Village, IL
$55 nightly
The price is $62 total per night from Sep 22 to Sep 23
$62 total
Sep 22 - Sep 23
Total with taxes and fees
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 ...
7.8/10 Good! (1,618 reviews)
Reviewed on Sep 3, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue, Bensenville, IL
$100 nightly
The price is $110 total per night from Oct 15 to Oct 16
$110 total
Oct 15 - Oct 16
Total with taxes and fees
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
7/10 Good! (1,056 reviews)
"Great"
Reviewed on Sep 9, 2025
Comfort Suites Chicago O'Hare Airport
4200 North River Road, Schiller Park, IL
$86 nightly
The price is $98 total per night from Oct 5 to Oct 6
$98 total
Oct 5 - Oct 6
Total with taxes and fees
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 ...
8/10 Very Good! (2,600 reviews)
"Good place"
Reviewed on Sep 8, 2025
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
Freehand Chicago
19 East Ohio Street, Chicago, IL
$139 nightly
The price is $163 total per night from Sep 21 to Sep 22
$163 total
Sep 21 - Sep 22
Total with taxes and fees
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. ...
7.8/10 Good! (2,295 reviews)
"Great vibes"
Reviewed on Sep 9, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
$114 nightly
The price is $134 total per night from Sep 22 to Sep 23
$134 total
Sep 22 - Sep 23
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.2/10 Good! (2,325 reviews)
Reviewed on Sep 10, 2025
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave, Elk Grove Village, IL
$55 nightly
The price is $62 total per night from Sep 22 to Sep 23
$62 total
Sep 22 - Sep 23
Total with taxes and fees
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 ...
7.8/10 Good! (1,618 reviews)
Reviewed on Sep 3, 2025
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 Magnificent Mile
511 North Columbus Drive, Chicago, IL
$203 nightly
The price is $238 total per night from Sep 21 to Sep 22
$238 total
Sep 21 - Sep 22
Total with taxes and fees
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! (2,721 reviews)
"Great experience. Will go back"
Reviewed on Sep 8, 2025
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
$245 nightly
The price is $283 total per night from Sep 21 to Sep 22
$283 total
Sep 21 - Sep 22
Total with taxes and fees
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,941 reviews)
"Nice hotel"
Reviewed on Sep 9, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$206 nightly
The price is $242 total per night from Sep 25 to Sep 26
$242 total
Sep 25 - Sep 26
Total with taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,894 reviews)
"From the moment we walked in, early for our reservation, we were treated like the number one priority by every staff member. The bellman #johnnyBravo #JimmyNeutron #JohnnyDanger thank you for your comic relief after a long morning of travel and for keeping our belongings safe! The room was very clean ..."
Reviewed on Sep 10, 2025
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.
TPA to MDW Route Info
Origin Airport | Tampa |
|---|---|
Destination Airport | Chicago |
Number Of Airlines Serving | 2 |
Distance | 998 mi |
Shortest Flight Departure Time | 2:15PM CDT |
Shortest Flight Departure Date | Sep 22 |
- Route Reviews
- Airport Locations
- More Popular Flights
- Top Trending
- Flights from Other Cities
- Flights From Other Airports
- Great Travel Ideas
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
Other Flights from Tampa Intl. Airport (TPA)
Other Flights to Midway Intl. Airport (MDW)
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- Flights from Florida Gulf Coast
- Peter O. Knight Airport (TPF)
- St. Petersburg-Clearwater Intl. Airport (PIE)
- Albert Whitted Airport (SPG)
- Lakeland Intl. Airport Airport (LAL)
- Sarasota-Bradenton Intl. Airport (SRQ)
- Avon Park Executive Airport (AVO)
- Kissimmee Gateway Airport (ISM)
- Leesburg Intl. Airport (LEE)
- Punta Gorda Airport Airport (PGD)
- Orlando Intl. Airport (MCO)
Top Trending
Flights
- Ronald Reagan Washington National (DCA) To Orlando Intl. (MCO)
- Logan Intl. (BOS) To Orlando Intl. (MCO)
- Bradley Intl. (BDL) To Orlando Intl. (MCO)
- LaGuardia (LGA) To Miami Intl. (MIA)
- LaGuardia (LGA) To Fort Lauderdale - Hollywood Intl. (FLL)
- Orlando Intl. (MCO) To Los Angeles Intl. (LAX)
- Detroit Metropolitan Wayne County (DTW) To Orlando Intl. (MCO)
- Ronald Reagan Washington National (DCA) To Miami Intl. (MIA)
- Orlando Intl. (MCO) To LaGuardia (LGA)
- Baltimore Washington Intl. Thurgood Marshall (BWI) To Miami Intl. (MIA)
- John F. Kennedy Intl. (JFK) To Fort Lauderdale - Hollywood Intl. (FLL)
- Los Angeles Intl. (LAX) To Orlando Intl. (MCO)
- Newark Liberty Intl. Airport (EWR) To Orlando Intl. (MCO)
- Hartsfield-Jackson Atlanta Intl. (ATL) To Orlando Intl. (MCO)
- LaGuardia (LGA) To Orlando Intl. (MCO)
- Minneapolis - St. Paul Intl. (MSP) To Orlando Intl. (MCO)
- Baltimore Washington Intl. Thurgood Marshall (BWI) To Fort Lauderdale - Hollywood Intl. (FLL)
- Orlando Intl. (MCO) To John F. Kennedy Intl. (JFK)
- Orlando Intl. (MCO) To Newark Liberty Intl. Airport (EWR)
- Orlando Intl. (MCO) To Ronald Reagan Washington National (DCA)
- O'Hare Intl. (ORD) To Orlando Intl. (MCO)
- Orlando Intl. (MCO) To Luis Munoz Marin Intl. (SJU)
- Detroit Metropolitan Wayne County (DTW) To Miami Intl. (MIA)
- Philadelphia Intl. (PHL) To Orlando Intl. (MCO)
- Baltimore Washington Intl. Thurgood Marshall (BWI) To Orlando Intl. (MCO)
- John F. Kennedy Intl. (JFK) To Orlando Intl. (MCO)
- John F. Kennedy Intl. (JFK) To Miami Intl. (MIA)
- Fort Lauderdale - Hollywood Intl. (FLL) To John F. Kennedy Intl. (JFK)
- Ronald Reagan Washington National (DCA) To Fort Lauderdale - Hollywood Intl. (FLL)
- Raleigh - Durham Intl. (RDU) To Orlando Intl. (MCO)
Frequently asked questions
Map To Nearby Hotels
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.
