Cheap flights from VPS to MDW (Northwest Florida Regional to Midway Intl.)
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Cheap Flights from VPS to MDW starting at $164 One Way, $306 Round Trip
Prices starting at $306 for return flights and $164 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.
VPS
Fort Walton Beach
MDW
Chicago
$306 Roundtrip, found 6 days ago
$306
Roundtrip
found 6 days ago
VPS
Fort Walton Beach
MDW
Chicago
$307 Roundtrip, found 6 days ago
$307
Roundtrip
found 6 days ago
VPS
Fort Walton Beach
MDW
Chicago
$319 Roundtrip, found 6 days ago
$319
Roundtrip
found 6 days ago
VPS
Fort Walton Beach
MDW
Chicago
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
VPS
Fort Walton Beach
MDW
Chicago
$323 Roundtrip, found 6 days ago
$323
Roundtrip
found 6 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
$179 nightly
The price is $210 total per night from Aug 24 to Aug 25
$210 total
Aug 24 - Aug 25
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! (1,399 reviews)
"No earlier check in, then a large line when we could."
Reviewed on Aug 21, 2025
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street, Chicago, IL
$161 nightly
The price is $189 total per night from Sep 2 to Sep 3
$189 total
Sep 2 - Sep 3
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! (1,001 reviews)
"It's not right downtown but close enough... a good little walk to here and there... not bad. I'd stay again if opportunity arises"
Reviewed on Aug 19, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$143 nightly
The price is $168 total per night from Aug 24 to Aug 25
$168 total
Aug 24 - Aug 25
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! (9,014 reviews)
"Great hotel"
Reviewed on Aug 20, 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
The Wade
644 N Lake Shore Dr, Chicago, IL
$151 nightly
The price is $177 total per night from Sep 1 to Sep 2
$177 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,205 reviews)
"The pool could have been a bit better"
Reviewed on Aug 19, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$143 nightly
The price is $168 total per night from Aug 24 to Aug 25
$168 total
Aug 24 - Aug 25
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! (9,014 reviews)
"Great hotel"
Reviewed on Aug 20, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$152 nightly
The price is $179 total per night from Sep 3 to Sep 4
$179 total
Sep 3 - Sep 4
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! (4,742 reviews)
"I loved the suite idea! The breakfast had a large and varied assortment and great dining area! The staff were obliging and convenient to text for additional towels or housekeeping! Although, trash pickup was noisy at 5am every morning facing the south toward the parking garage. Can you ask for a ..."
Reviewed on Aug 21, 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 14 to Sep 15
$62 total
Sep 14 - Sep 15
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! (1,604 reviews)
"Really good for a few hours"
Reviewed on Aug 22, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue, Bensenville, IL
$96 nightly
The price is $107 total per night from Sep 21 to Sep 22
$107 total
Sep 21 - Sep 22
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! (1,025 reviews)
"The staff were friendly and helpful and the property was well maintained. The breakfast was the best that we had on the 4 day road trip. It was a great value for the price."
Reviewed on Aug 20, 2025
Comfort Suites Chicago O'Hare Airport
4200 North River Road, Schiller Park, IL
$88 nightly
The price is $100 total per night from Sep 14 to Sep 15
$100 total
Sep 14 - Sep 15
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! (2,590 reviews)
"Met my needs"
Reviewed on Aug 20, 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
$120 nightly
The price is $141 total per night from Sep 2 to Sep 3
$141 total
Sep 2 - Sep 3
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! (2,237 reviews)
"I loved how nice the hotel staff was."
Reviewed on Aug 21, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
$116 nightly
The price is $136 total per night from Sep 2 to Sep 3
$136 total
Sep 2 - Sep 3
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! (2,292 reviews)
"This property is an excellent value, and has great proximity to the Art Institute of Chicago, and the Field Museum and the Museum Concourse. It is also well situated for public transportation, and is in a very safe and walkable part of downtown. It is also very close to Buckingham Fountain and Millennium ..."
Reviewed on Aug 21, 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 14 to Sep 15
$62 total
Sep 14 - Sep 15
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! (1,604 reviews)
"Really good for a few hours"
Reviewed on Aug 22, 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
$186 nightly
The price is $218 total per night from Sep 2 to Sep 3
$218 total
Sep 2 - Sep 3
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! (2,734 reviews)
"everything"
Reviewed on Aug 20, 2025
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
$198 nightly
The price is $229 total per night from Sep 2 to Sep 3
$229 total
Sep 2 - Sep 3
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! (1,878 reviews)
"It was great but we got charged for early check in and we are Hilton rewards members"
Reviewed on Aug 21, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$152 nightly
The price is $179 total per night from Sep 3 to Sep 4
$179 total
Sep 3 - Sep 4
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! (4,742 reviews)
"I loved the suite idea! The breakfast had a large and varied assortment and great dining area! The staff were obliging and convenient to text for additional towels or housekeeping! Although, trash pickup was noisy at 5am every morning facing the south toward the parking garage. Can you ask for a ..."
Reviewed on Aug 21, 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.
VPS to MDW Route Info
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VPS Address & GPS
Address:
Fort Walton Beach FL,
United States
IATA Code:
VPS
Longitude:
-86.549461
Latitude:
30.495913
Time Zone:
America/Chicago
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 Northwest Florida Regional Airport (VPS)
Other Flights to Midway Intl. Airport (MDW)
- Flights from Destin
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- Flights from Miramar Beach
- Flights from Pensacola Beach
- Flights from Fort Walton Beach
- Flights from Santa Rosa Beach
- Flights from Navarre
- Flights from Okaloosa Island
- Flights from Highway 30A
- Flights from Fort Walton Beach - Destin
- Flights from Gulf Breeze
- Flights from Florida Panhandle
- Pensacola Intl. Airport (PNS)
- Northwest Florida Beaches Intl. Airport (ECP)
- Dothan Regional Airport (DHN)
- Mobile Regional Airport (MOB)
- Montgomery Regional Airport (MGM)
- Tallahassee Intl. Airport (TLH)
- Gulfport - Biloxi Intl. Airport (GPT)
- Southwest Georgia Regional Airport (ABY)
- Thomasville Regional Airport (TVI)
- Columbus Metropolitan Airport (CSG)
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.