Cheap flights from SRQ to MDW (Sarasota-Bradenton Intl. to Midway Intl.)
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Cheap Flights from SRQ to MDW starting at $100 One Way, $223 Round Trip
Prices starting at $223 for return flights and $100 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.
SRQ
Sarasota
MDW
Chicago
$223 Roundtrip, found 7 hours ago
$223
Roundtrip
found 7 hours ago
SRQ
Sarasota
MDW
Chicago
$228 Roundtrip, found 2 days ago
$228
Roundtrip
found 2 days ago
SRQ
Sarasota
MDW
Chicago
$259 Roundtrip, found 7 hours ago
$259
Roundtrip
found 7 hours ago
SRQ
Sarasota
MDW
Chicago
$268 Roundtrip, found 7 hours ago
$268
Roundtrip
found 7 hours ago
SRQ
Sarasota
MDW
Chicago
$273 Roundtrip, found 7 hours ago
$273
Roundtrip
found 7 hours ago
Hotel Ideas near Midway Intl.
Airport Hotels near Midway Intl.
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
$146 nightly
The price is $171 total per night from Aug 24 to Aug 25
$171 total
Aug 24 - Aug 25
Total includes 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! (1,324 reviews)
"It is renovated, it is very clean, the breakfast was delicious"
Reviewed on Jul 30, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$157 nightly
The price is $184 total per night from Sep 1 to Sep 2
$184 total
Sep 1 - Sep 2
Total includes 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! (9,040 reviews)
"The best"
Reviewed on Jul 30, 2025
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street, Chicago, IL
$154 nightly
The price is $181 total per night from Sep 2 to Sep 3
$181 total
Sep 2 - Sep 3
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,003 reviews)
Convenient location
"Very close to Clinton blue line if you plan on taking public transportation. Quiet hotel with roof top pool. The staff were friendly and helpful. Our only complaint was how tight the bathroom was. For a family you couldn’t fit more than one in the bathroom to get ready at once."
Reviewed on Jul 29, 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
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$157 nightly
The price is $184 total per night from Sep 1 to Sep 2
$184 total
Sep 1 - Sep 2
Total includes 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! (9,040 reviews)
"The best"
Reviewed on Jul 30, 2025
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
$236 nightly
The price is $271 total per night from Sep 1 to Sep 2
$271 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (2,132 reviews)
"We came for a wedding and had a blast! This hotel is beautiful and we love it!"
Reviewed on Jul 31, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
$144 nightly
The price is $169 total per night from Aug 10 to Aug 11
$169 total
Aug 10 - Aug 11
Total includes taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,552 reviews)
"Staff friendly, rooms were spacious, very quiet, restaurant was busy but service was still very quick."
Reviewed on Jul 31, 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
$60 nightly
The price is $68 total per night from Aug 20 to Aug 21
$68 total
Aug 20 - Aug 21
Total includes 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! (1,576 reviews)
Great spot with free stays for pets
"If you need a clean place to stay with free parking that allows free pets this is the spot for you. It's a no frills and safe spot to lay your head down. The front desk is excellent and friendly and it's conveniently located near O'Hare. My cats enjoyed it."
Reviewed on Jul 31, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue, Bensenville, IL
$115 nightly
The price is $127 total per night from Aug 17 to Aug 18
$127 total
Aug 17 - Aug 18
Total includes 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! (1,000 reviews)
"It was noisy. Otherwise, everything else was good."
Reviewed on Aug 1, 2025
Comfort Suites Chicago O'Hare Airport
4200 North River Road, Schiller Park, IL
$94 nightly
The price is $107 total per night from Aug 17 to Aug 18
$107 total
Aug 17 - Aug 18
Total includes 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! (2,564 reviews)
"great place"
Reviewed on Aug 1, 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
$147 nightly
The price is $172 total per night from Aug 24 to Aug 25
$172 total
Aug 24 - Aug 25
Total includes 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! (2,145 reviews)
"Friendly front desk. Great location in the City. We enjoyed our stay."
Reviewed on Jul 31, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
$107 nightly
The price is $126 total per night from Aug 25 to Aug 26
$126 total
Aug 25 - Aug 26
Total includes 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! (2,249 reviews)
"The building is old but clean. The bed was comfortable."
Reviewed on Jul 29, 2025
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave, Elk Grove Village, IL
$60 nightly
The price is $68 total per night from Aug 20 to Aug 21
$68 total
Aug 20 - Aug 21
Total includes 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! (1,576 reviews)
Great spot with free stays for pets
"If you need a clean place to stay with free parking that allows free pets this is the spot for you. It's a no frills and safe spot to lay your head down. The front desk is excellent and friendly and it's conveniently located near O'Hare. My cats enjoyed it."
Reviewed on Jul 31, 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
$200 nightly
The price is $234 total per night from Aug 24 to Aug 25
$234 total
Aug 24 - Aug 25
Total includes 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! (2,708 reviews)
"It was a great location, walkable to Navy Pier and Millenium Park, had a WholeFoods right next door. Free breakfast was a bonus for family of four. It’s definitely a little dated though. One elevator was acting weird, the carpet in our room had worn through in spots(maybe due to animals), some stains ..."
Reviewed on Jul 30, 2025
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
$198 nightly
The price is $229 total per night from Aug 21 to Aug 22
$229 total
Aug 21 - Aug 22
Total includes taxes and fees
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 helpful staff and ...
8.2/10 Very Good! (1,817 reviews)
"Third stay at the Palmer House. We'll be back."
Reviewed on Jul 31, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$174 nightly
The price is $204 total per night from Aug 24 to Aug 25
$204 total
Aug 24 - Aug 25
Total includes 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! (4,597 reviews)
"We had a nice stay, it was pretty quiet, our beds were comfortable, however we were missing a blanket on one. The pool was crowded because it was small and the kids said the water was cold. There was plenty of food at breakfast and a lot to choose from. It was a decent stay for the price I paid, ..."
Reviewed on Aug 1, 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.
SRQ to MDW Route Info
Origin Airport | Sarasota |
|---|---|
Destination Airport | Chicago |
Number Of Airlines Serving | 1 |
Distance | 1037 mi |
Shortest Flight Departure Time | 4:00PM CDT |
Shortest Flight Departure Date | Aug 9 |
- Route Reviews
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SRQ Address & GPS
Address:
6000 Airport Circle
Sarasota FL, 34243
United States
IATA Code:
SRQ
Longitude:
-82.553282
Latitude:
27.38748
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
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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.