Cheap flights from MDW to PIE (Midway Intl. to St. Petersburg-Clearwater Intl.)

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Hotel Ideas near St. Petersburg-Clearwater Intl.

Airport Hotels near St. Petersburg-Clearwater Intl.

SureStay Hotel by Best Western St. Pete Clearwater Airport

SureStay Hotel by Best Western St. Pete Clearwater Airport

2.5 out of 5
Clearwater FL
The price is $90 total per night from Apr 19 to Apr 20
$90 total
per night
Apr 19 - Apr 20
Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,664 reviews)
Staff were lovely and helpful. Main part of room was fine and clean, floor new. Bathroom was extremely run down.

Reviewed on Mar 24, 2026

SureStay Hotel by Best Western St. Pete Clearwater Airport
Tropical Palms Hotel

Tropical Palms Hotel

2.5 out of 5
3580 Ulmerton Rd Clearwater FL
The price is $77 total per night from Mar 25 to Mar 26
$77 total
per night
Mar 25 - Mar 26
Stay at this hotel in Clearwater. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.8/10 (602 reviews)
The pool closes too earlm. The desk clerk was outstanding.

Reviewed on Mar 24, 2026

Tropical Palms Hotel
Holiday Inn St Petersburg N - Clearwater by IHG

Holiday Inn St Petersburg N - Clearwater by IHG

3 out of 5
3535 Ulmerton Rd Clearwater FL
The price is $112 total per night from Apr 13 to Apr 14
$112 total
per night
Apr 13 - Apr 14
Book a stay at this business-friendly hotel in Clearwater. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,003 reviews)
Left a day early…the room was dusty…not cleaned thoroughly. The carpet was old & dirty. Needs to be steam cleaned. The room was located near an exit door on side of hotel. People coming in and out until 2:30a. Security person only at front door. Upon arrival to hotel homeless in parking lot.

Reviewed on Mar 24, 2026

Holiday Inn St Petersburg N - Clearwater by IHG
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 St. Petersburg

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
The price is $319 total per night from Apr 13 to Apr 14
$319 total
per night
Apr 13 - Apr 14
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (1,714 reviews)
The place had some nice touches such as champagne toast upon arrival and the tastings on some of the nights at the neighboring property. The pools were nice and the food and drink were very good. I was disappointed in the room itself. I felt it was not up to the standards for the price charged. It ...

Reviewed on Mar 23, 2026

RumFish Beach at TradeWinds
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is $442 total per night from Apr 16 to Apr 17
$442 total
per night
Apr 16 - Apr 17
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (3,083 reviews)
Great location and beautiful hotel the only thing is that the bartenders as well as the restaurant servers are “in no hurry” it takes some time to get served. If you don’t get your chair around the pool by 9am you can’t get one, ppl put their towels on them and walk away for breakfast. Also the hotel ...

Reviewed on Mar 23, 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
The price is $340 total per night from Mar 26 to Mar 27
$340 total
per night
Mar 26 - Mar 27
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (2,509 reviews)
This was a very pricy hotel on hotels.com. There was a $40/day parking fee and a $35/day amenity fee we were charged in addition at the hotel. The hotel needs renovations. A side of the building is cracked, I'm guessing from hurricane damage. The lamp and other permanent items inside the room are ...

Reviewed on Mar 24, 2026

Hilton Clearwater Beach Resort & Spa
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.

St. Petersburg Hotels With Airport Transportation

SureStay Hotel by Best Western St. Pete Clearwater Airport

SureStay Hotel by Best Western St. Pete Clearwater Airport

2.5 out of 5
Clearwater FL
The price is $90 total per night from Apr 19 to Apr 20
$90 total
per night
Apr 19 - Apr 20
Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,664 reviews)
Staff were lovely and helpful. Main part of room was fine and clean, floor new. Bathroom was extremely run down.

Reviewed on Mar 24, 2026

SureStay Hotel by Best Western St. Pete Clearwater Airport
La Quinta Inn & Suites by Wyndham St. Pete-Clearwater Airpt

La Quinta Inn & Suites by Wyndham St. Pete-Clearwater Airpt

3 out of 5
Clearwater FL
The price is $95 total per night from Apr 5 to Apr 6
$95 total
per night
Apr 5 - Apr 6
Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.2/10 (1,018 reviews)
Bathroom needs to be updated

Reviewed on Mar 23, 2026

La Quinta Inn & Suites by Wyndham St. Pete-Clearwater Airpt
Courtyard St. Petersburg Clearwater

Courtyard St. Petersburg Clearwater

3 out of 5
3131 Executive Dr Clearwater FL
The price is $180 total per night from Apr 3 to Apr 4
$180 total
per night
Apr 3 - Apr 4
Book a stay at this business-friendly hotel in Clearwater. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
9.2/10 Wonderful! (1,003 reviews)
Very goo

Reviewed on Mar 23, 2026

Courtyard St. Petersburg Clearwater
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 St. Petersburg Hotels

Rodeway Inn Clearwater - Central

Rodeway Inn Clearwater - Central

2 out of 5
21252 Us Highway 19 N Clearwater FL
The price is $71 total per night from Mar 30 to Mar 31
$71 total
per night
Mar 30 - Mar 31
Stay at this hotel in Clearwater. Enjoy free WiFi, free parking, and room service. Our guests praise the clean rooms in our reviews. Popular attractions BayCare ...
5.4/10 (891 reviews)
it was a good motel, not the cleanest place, but it was good for what you pay. and the staff is very nice

Reviewed on Mar 23, 2026

Rodeway Inn Clearwater - Central
Clearwater Beach Hotel

Clearwater Beach Hotel

2 out of 5
504 S. Gulfview Blvd. Clearwater Beach FL
The price is $232 total per night from Apr 1 to Apr 2
$232 total
per night
Apr 1 - Apr 2
Book a stay at this business-friendly hotel in Clearwater Beach. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and ...
8/10 Very Good! (1,375 reviews)
The location was great and staff were very friendly. The pool was very relaxing. The internet didn't work well. It was very noises outside our first floor room from hotel workers, loud people, and cars on the street. The room could use and update. With all that being said, the price was right for ...

Reviewed on Mar 24, 2026

Clearwater Beach Hotel
Red Roof Inn St Petersburg - Clearwater/Airport

Red Roof Inn St Petersburg - Clearwater/Airport

2.5 out of 5
3580 Ulmerton Road Clearwater FL
Stay at this hotel in Clearwater. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Tampa Bay Grand Prix and Feather Sound Country ...
5.4/10 (1,000 reviews)
This location is no longer a Red Roof Inn. They changed companies Oct.1. The new hotel is very pet friendly, so if you are sensitive to animal dander, find somewhere else. Lamps next to beds do not function due to the fact that there are no outlets to plug them in. Hallways have a distinct smell. ...

Reviewed on Oct 9, 2021

Red Roof Inn St Petersburg - Clearwater/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.

Family Friendly Hotels in St. Petersburg

Alden Suites - A Beachfront Resort

Alden Suites - A Beachfront Resort

2.5 out of 5
5900 Gulf Blvd St. Pete Beach FL
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions John's Pass Village & Boardwalk and ...
8.6/10 Excellent! (1,000 reviews)
Best experience ever will definitely be back great family trip

Reviewed on Feb 20, 2023

Alden Suites - A Beachfront Resort
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
The price is $319 total per night from Apr 20 to Apr 21
$319 total
per night
Apr 20 - Apr 21
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 5 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (1,064 reviews)

Families like: Outdoor pools, waterslide, kids club, miniature golf

Travelers say...
Room was terrible! AC did not work, Bathroom door knob was barely hanging on. Toilet was nasty upon check in, checked out the next day and moved to another venue. Completely dissatisified!

Reviewed on Mar 23, 2026

Island Grand at TradeWinds
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
10700 Gulf Blvd Treasure Island FL
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
One of my favorite beaches. Live bands and tiki bar are epic.

Reviewed on Nov 20, 2024

Thunderbird Beach Resort
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.

MDW to PIE Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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
PIE Address & GPS
Address:
Suite 221 - Terminal Building
Saint Petersburg FL, 33762
United States
IATA Code:
PIE
Longitude:
-82.695109
Latitude:
27.912005
Time Zone:
America/New_York

Frequently asked questions

What airlines have the most flights from Chicago Airport to St. Pete-Clearwater Intl. Airport?
You'll have to make at least one stopover if you're flying from MDW to St. Pete-Clearwater Intl. Airport. For now, there are no airlines that offer direct flights on this route.

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.

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