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Midway Intl.

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Midway Intl. Flights as Low as $100

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Frontier Airlines
Frontier Airlines
Delta
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Delta
Delta
Delta
Frontier Airlines
Delta
Delta
Delta
Delta

Cheap Flights to Midway Intl.

Fall in love at first flight with your vacation to Midway Intl. by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Midway Intl. on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Midway Intl., the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Midway Intl.

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Midway Intl. with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the MDW airport.

What is the cheapest month to fly to Midway Intl.?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Midway Intl. are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Midway Intl.?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Midway Intl..

What airport is best to fly into Midway Intl.?

When you’re planning your trip to Midway Intl., convenience is the name of the game. Luckily, Midway Intl. O'Hare Intl. Airport is nearby so you can deplane and get going on checking off everything on your Midway Intl. must-do list.

How much are flights to Midway Intl.?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Midway Intl. on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $100, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Midway Intl.?

The trick to saving a stack of cash on your flight to Midway Intl.? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $100 right now, why wait?

Midway Intl. Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Airlines serving
Delta, Frontier Airlines
Number of airlines serving
2
Roundtrip price
$77
Popular airline
Delta

Last Minute Hotel Deals in Midway Intl.

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
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! (1,369 reviews)
"My only issue was my room was right next to the elevator and I can hear it running throughout the day when I was trying to take a nap"

Reviewed on Aug 12, 2025

Crowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
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! (8,932 reviews)
"Was a nice property for location. Older hotel….."

Reviewed on Aug 10, 2025

Congress Plaza Hotel
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street, Chicago, IL
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! (1,012 reviews)
"We loved our stay here. The front desk staff was absolutely amazing. His name is Maurice and he was the best hotel employee we have ever met in like 25 years of traveling. The room smelled nice and was spacious enough and clean. Overall a great stay."

Reviewed on Aug 7, 2025

Holiday Inn & Suites Chicago - Downtown by IHG
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave, Chicago, IL
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (2,584 reviews)
"The staff were super nice. Only issue was the door too hard too open."

Reviewed on Aug 8, 2025

Best Western Grant Park Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,058 reviews)
Lovely hotel great location
"lovely hotel. could use a refreshing. but definitely clean. Lobby food choices were good for a quick snack or meal. would definitely recommend"

Reviewed on Aug 10, 2025

Hilton Chicago
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,618 reviews)
"great experience"

Reviewed on Aug 11, 2025

Hilton Garden Inn Chicago Downtown South Loop
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
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! (1,837 reviews)
"The property if beautiful and historic. The main room is incredible. The rooms are well taken care of, you can just tell they are a little dated with a slight smell. I would definitely stay here again."

Reviewed on Aug 8, 2025

Palmer House a Hilton Hotel
Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop

4 out of 5
226 West Jackson Blvd, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the helpful ...
9.2/10 Wonderful! (1,252 reviews)
Amazing hotel
"Amazing hotel. Great room. Helpful staff. Right in the heart of downtown. Highly recommend."

Reviewed on Aug 9, 2025

Canopy by Hilton Chicago Central Loop
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.