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Glenwood

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Glenwood Flights as Low as $88

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

Frontier Airlines
Mon, Sep 8 - Mon, Sep 15
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$88 Roundtrip, found 6 days ago
$88
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Sep 8 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Mon, Sep 15, priced at $88 found 6 days ago
Delta
Tue, Aug 5 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$93 Roundtrip, found 1 hour ago
$93
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Aug 12, priced at $93 found 1 hour ago
Frontier Airlines
Sat, Jul 19 - Sat, Jul 26
DEN
Denver Intl.
MDW
Midway Intl.
$145 Roundtrip, found 2 days ago
$145
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jul 19 from Denver Intl. to Midway Intl., returning Sat, Jul 26, priced at $145 found 2 days ago
Frontier Airlines
Tue, Aug 12 - Wed, Aug 13
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$151 Roundtrip, found 17 hours ago
$151
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Tue, Aug 12 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, Aug 13, priced at $151 found 17 hours ago
Frontier Airlines
Thu, Aug 21 - Fri, Aug 22
PHL
Philadelphia Intl.
MDW
Midway Intl.
$164 Roundtrip, found 18 hours ago
$164
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Thu, Aug 21 from Philadelphia Intl. to Midway Intl., returning Fri, Aug 22, priced at $164 found 18 hours ago
Delta
Wed, Aug 6 - Tue, Aug 12
CMH
John Glenn Columbus Intl.
MDW
Midway Intl.
$179 Roundtrip, found 11 hours ago
$179
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, Aug 6 from John Glenn Columbus Intl. to Midway Intl., returning Tue, Aug 12, priced at $179 found 11 hours ago
Delta
Wed, Aug 20 - Tue, Aug 26
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$181 Roundtrip, found 18 hours ago
$181
Roundtrip
found 18 hours ago
Select Delta flight, departing Wed, Aug 20 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Aug 26, priced at $181 found 18 hours ago
Delta
Sat, Sep 6 - Tue, Sep 9
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 17 hours ago
$197
Roundtrip
found 17 hours ago
Select Delta flight, departing Sat, Sep 6 from Love Field to Midway Intl., returning Tue, Sep 9, priced at $197 found 17 hours ago
Delta
Tue, Aug 19 - Mon, Aug 25
DCA
Ronald Reagan Washington National
MDW
Midway Intl.
$200 Roundtrip, found 15 hours ago
$200
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Aug 19 from Ronald Reagan Washington National to Midway Intl., returning Mon, Aug 25, priced at $200 found 15 hours ago
Delta
Sun, Aug 17 - Mon, Aug 18
BDL
Bradley Intl.
MDW
Midway Intl.
$210 Roundtrip, found 14 hours ago
$210
Roundtrip
found 14 hours ago
Select Delta flight, departing Sun, Aug 17 from Bradley Intl. to Midway Intl., returning Mon, Aug 18, priced at $210 found 14 hours ago
Delta
Wed, Oct 15 - Wed, Oct 15
MSY
Louis Armstrong New Orleans Intl.
MDW
Midway Intl.
$211 Roundtrip, found 17 hours ago
$211
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Oct 15 from Louis Armstrong New Orleans Intl. to Midway Intl., returning Wed, Oct 15, priced at $211 found 17 hours ago
Delta
Tue, Jul 29 - Tue, Aug 5
LGA
LaGuardia
MDW
Midway Intl.
$221 Roundtrip, found 20 hours ago
$221
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Jul 29 from LaGuardia to Midway Intl., returning Tue, Aug 5, priced at $221 found 20 hours ago
Delta
Mon, Aug 11 - Tue, Aug 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$255 Roundtrip, found 17 hours ago
$255
Roundtrip
found 17 hours ago
Select Delta flight, departing Mon, Aug 11 from Los Angeles Intl. to Midway Intl., returning Tue, Aug 12, priced at $255 found 17 hours ago
Delta
Wed, Aug 20 - Tue, Aug 26
ABE
Lehigh Valley Intl.
MDW
Midway Intl.
$268 Roundtrip, found 18 hours ago
$268
Roundtrip
found 18 hours ago
Select Delta flight, departing Wed, Aug 20 from Lehigh Valley Intl. to Midway Intl., returning Tue, Aug 26, priced at $268 found 18 hours ago
Frontier Airlines
Fri, Sep 5 - Fri, Sep 12
ISP
MacArthur
MDW
Midway Intl.
$284 Roundtrip, found 14 hours ago
$284
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Fri, Sep 5 from MacArthur to Midway Intl., returning Fri, Sep 12, priced at $284 found 14 hours ago
Frontier Airlines
Thu, Jul 10 - Sat, Jul 12
STL
Lambert-St. Louis Intl.
MDW
Midway Intl.
$289 Roundtrip, found 4 days ago
$289
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Jul 10 from Lambert-St. Louis Intl. to Midway Intl., returning Sat, Jul 12, priced at $289 found 4 days ago

Cheap Flights to Glenwood

Fall in love at first flight with your vacation to Glenwood 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 Glenwood on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Glenwood

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Glenwood 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 Glenwood?

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 Glenwood are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Glenwood?

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 Glenwood.

What airport is best to fly into Glenwood?

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

How much are flights to Glenwood?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Glenwood on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $88, 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 Glenwood?

The trick to saving a stack of cash on your flight to Glenwood? 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 $88 right now, why wait?

Glenwood Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$88

Last Minute Hotel Deals in Glenwood

Motel 6 Bridgeview, IL
Motel 6 Bridgeview, IL
2 out of 5
9625 S 76th Ave, Bridgeview, IL
Stay at this motel in Bridgeview. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,174 reviews)
"My remote for TV was avt up have hard charging andthe tv"

Reviewed on Jul 2, 2025

Get rates
Motel 6 Bridgeview, IL
Hilton Chicago/Oak Lawn
Hilton Chicago/Oak Lawn
3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
Book a stay at this business-friendly hotel in Oak Lawn. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
8/10 Very Good! (1,004 reviews)
"We enjoyed a comfortable stay in a location near family and friends. We'll return."

Reviewed on Jun 30, 2025

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Hilton Chicago/Oak Lawn
Sleep Inn Midway Airport Bedford Park
Sleep Inn Midway Airport Bedford Park
2.5 out of 5
6650 S Cicero Ave, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
7.6/10 Good! (1,525 reviews)
Sleep Inn Midway Airport Chicago
"Nice one bed room and comfortable room for five day stay."

Reviewed on Jul 7, 2025

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Sleep Inn Midway Airport Bedford Park
Hampton Inn by Hilton Chicago-Midway Airport
Hampton Inn by Hilton Chicago-Midway Airport
2.5 out of 5
6540 S Cicero Ave, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,082 reviews)
"The rooms were nicely cleaned, the beds and pillows are comfortable and the breakfast was hot"

Reviewed on Jul 7, 2025

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Hampton Inn by Hilton Chicago-Midway Airport
Motel 6 - Chicago, IL
Motel 6 - Chicago, IL
2 out of 5
10022 South Halsted Street, Chicago, IL
Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Abbott Park and Martin Luther King Drive are located nearby.
5.4/10 (30 reviews)
"Dirty"

Reviewed on Jun 23, 2025

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Motel 6 - Chicago, IL
Quality Inn & Suites Orland Park - Chicago
Quality Inn & Suites Orland Park - Chicago
2.5 out of 5
8800 W 159th St, Orland Park, IL
Book a stay at this business-friendly hotel in Orland Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (1,003 reviews)
"I enjoyed my stay. It was what I needed"

Reviewed on Jul 5, 2025

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Quality Inn & Suites Orland Park - Chicago
Hyatt Place Chicago Midway Airport
Hyatt Place Chicago Midway Airport
3 out of 5
6550 S Cicero Ave, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,073 reviews)
"Great stay. Have stayed at this hotel twice, nothing less than a great experience both times. Highly recommend."

Reviewed on Jul 2, 2025

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Hyatt Place Chicago Midway Airport
Country Inn & Suites by Radisson, Tinley Park, IL
Country Inn & Suites by Radisson, Tinley Park, IL
3 out of 5
18315 South LaGrange Road, Tinley Park, IL
Stay at this 3-star business-friendly hotel in Tinley Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,127 reviews)
"Staff was very friendly and nearby restaurants."

Reviewed on Jul 2, 2025

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Country Inn & Suites by Radisson, Tinley Park, IL
See all 842 properties in Glenwood
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.