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Midway Intl.

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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 , 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  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 , 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  right now, why wait?

Midway Intl. Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$386

Last Minute Hotel Deals in Midway Intl.

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
710 S Seeley Avenue Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions United Center and Chicago ...
9.6/10 Exceptional! (374 reviews)
10/10 recommend

Reviewed on Dec 19, 2025

Hampton Inn & Suites Chicago Medical District UIC
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
Book a stay at this 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! (1,785 reviews)
Everything was perfect

Reviewed on Dec 21, 2025

Crowne Plaza Chicago West Loop by IHG
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Book a stay at this 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! (2,398 reviews)
Great!

Reviewed on Dec 21, 2025

Hilton Chicago
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.6/10 Excellent! (2,157 reviews)
Big spacious corner suite with a great view of the lake. Quiet area, I felt safe walking solo. The front desk was helpful and friendly. Short distance to a bakery, an Asian diner, a grocery store, and a pizza joint. The train station is nearby with multiple bus stations. It is Across the street from ...

Reviewed on Dec 23, 2025

Homewood Suites by Hilton Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
Book a stay at this 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! (1,773 reviews)
The front desk staff were great! Courteous and efficient.

Reviewed on Dec 24, 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 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! (2,168 reviews)
Decent room and the staff at the front desk and restaurant were friendly and helpful. The front desk area is cramped and confusing (i.e.) once you get your key card from check-in, it is so tight in that area that that it’s unclear how you get out of the area without pushing past the people in line ...

Reviewed on Dec 22, 2025

Palmer House a Hilton Hotel
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! (2,650 reviews)
Good location, quick check in with nice staff, only downside is that it is an older building and the tub drained very slowly

Reviewed on Dec 24, 2025

Best Western Grant Park Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (3,327 reviews)
Friendly and professional staff.

Reviewed on Dec 22, 2025

Club Quarters Hotel, Central Loop, Chicago
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.