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.

Tropical Palms Hotel

Tropical Palms Hotel

2.5 out of 5
3580 Ulmerton Rd Clearwater FL
$69 nightly
The price is $78 total per night from Jul 16 to Jul 17
$78 total
Jul 16 - Jul 17
Total with taxes and fees
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 ...
7.6/10 Good! (1,024 reviews)
"Rooms were nicely renovated. New bed, soft pillows. I had several good nights of sleep. They were done with the pool area this time so that was nice too. Value for money. You get a good deal when you use booking sites. My only concern this time was my room was located near the back door and some ..."

Reviewed on Jul 8, 2026

Tropical Palms Hotel
La Quinta Inn by Wyndham Clearwater Central

La Quinta Inn by Wyndham Clearwater Central

3 out of 5
Clearwater FL
$98 nightly
The price is $111 total per night from Aug 2 to Aug 3
$111 total
Aug 2 - Aug 3
Total with taxes and fees
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 pool in ...
9/10 Wonderful! (1,778 reviews)
"Clean"

Reviewed on Jul 8, 2026

La Quinta Inn by Wyndham Clearwater Central
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
$252 nightly
The price is $285 total per night from Aug 2 to Aug 3
$285 total
Aug 2 - Aug 3
Total with taxes and fees
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! (3,496 reviews)
"Valet and bell services were superb. Front desk was very pleasant and had our room available early for checking in. Room with gulf view was breathtaking. Would definitely stay again. Coffee was great too"

Reviewed on Jul 8, 2026

Wyndham Grand Clearwater Beach
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

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
$252 nightly
The price is $285 total per night from Aug 2 to Aug 3
$285 total
Aug 2 - Aug 3
Total with taxes and fees
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! (3,496 reviews)
"Valet and bell services were superb. Front desk was very pleasant and had our room available early for checking in. Room with gulf view was breathtaking. Would definitely stay again. Coffee was great too"

Reviewed on Jul 8, 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
$227 nightly
The price is $257 total per night from Jul 12 to Jul 13
$257 total
Jul 12 - Jul 13
Total with taxes and fees
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 ...
8/10 Very Good! (2,791 reviews)
"Clean hotel with friendly staff in a good location but pricey after fees are tacked on. Room with view was misleading. AC unit was the actual view from our balcony. Not only was there an additional daily resort fee to pay at the property but also a valet parking fee added daily as well. Bikes were ..."

Reviewed on Jul 8, 2026

Hilton Clearwater Beach Resort & Spa
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
$244 nightly
The price is $276 total per night from Jul 13 to Jul 14
$276 total
Jul 13 - Jul 14
Total with taxes and fees
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! (2,121 reviews)
"The location is fantastic—right on the beach with beautiful views and easy access to the ocean. The food and drinks were excellent throughout our stay, and the bar staff were outstanding. They were friendly, attentive, and made every visit enjoyable. We also loved the live bands during Memorial Day ..."

Reviewed on Jul 7, 2026

RumFish Beach at TradeWinds
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
$74 nightly
The price is $84 total per night from Jul 15 to Jul 16
$84 total
Jul 15 - Jul 16
Total with taxes and fees
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! (1,818 reviews)
"Full of roaches and shacking toilet , Leakey shower,., stayed with 2 kids and the experience was ssoooo bad., Booked for non smoking room but we got a room surrounded by smoking people., Horrible experience, when we asked about the issues they gave $20 discount which I didn’t ask for., Dont recommend ..."

Reviewed on Jul 6, 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
$63 nightly
The price is $71 total per night from Jul 13 to Jul 14
$71 total
Jul 13 - Jul 14
Total with taxes and fees
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 ...
6.6/10 (1,050 reviews)
"Don’t stay here. It’s cheap for these reasons: Dirty, unkept hotel inside and out; rooms sort of clean and not updated at all; child’s size toilet in bathroom; no bar soap, breakfast-bare minimum; people staying in their cars at night in the parking lot; not fun at all. Pay a few bucks more at a ..."

Reviewed on Jul 8, 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
$119 nightly
The price is $134 total per night from Jul 12 to Jul 13
$134 total
Jul 12 - Jul 13
Total with taxes and fees
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! (1,006 reviews)
"Great hotel."

Reviewed on Jul 7, 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
$59 nightly
The price is $66 total per night from Jul 15 to Jul 16
$66 total
Jul 15 - Jul 16
Total with taxes and fees
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 Clearwater ...
5.6/10 (1,000 reviews)
"When to have breakfast at 8:30 am and there was nothing left and a lot Of People still Coming in. Why offer it if you are not Going To comply ? So bad"

Reviewed on Jul 5, 2026

Rodeway Inn Clearwater - Central
Clearwater Beach Hotel

Clearwater Beach Hotel

2 out of 5
504 S. Gulfview Blvd. Clearwater Beach FL
$117 nightly
The price is $133 total per night from Aug 6 to Aug 7
$133 total
Aug 6 - Aug 7
Total with taxes and fees
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! (1,362 reviews)
"Everything was great at the hotel - they cleaned our room every day for the 5 days we were there. The only thing I’d note is the toilet backed up 3 different times, other people we talked to staying at the hotel said they had the same issue. They were fixed fairly quickly each time we notified them, ..."

Reviewed on Jul 7, 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

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

Reviewed on Feb 20, 2023

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Alden Suites - A Beachfront Resort
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
$254 nightly
The price is $287 total per night from Jul 13 to Jul 14
$287 total
Jul 13 - Jul 14
Total with taxes and fees
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 ...
7.8/10 Good! (1,259 reviews)

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

Travelers say...
"The location is amazing. There is so much to do"

Reviewed on Jul 8, 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

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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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