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Glenwood

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Glenwood Flights as Low as $137

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

Frontier Airlines
Sat, Jun 13 - Tue, Jun 16
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 13 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jun 16, priced at $137 found 1 day ago
Delta
Wed, Jul 1 - Wed, Jul 22
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jul 1 from Minneapolis - St. Paul Intl. to Midway Intl., returning Wed, Jul 22, priced at $137 found 6 days ago
Frontier Airlines
Sat, Jun 13 - Sat, Jun 27
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$143 Roundtrip, found 22 hours ago
$143
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, Jun 13 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Jun 27, priced at $143 found 22 hours ago
Frontier Airlines
Wed, Jul 8 - Tue, Jul 14
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$152 Roundtrip, just found
$152
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Jul 8 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jul 14, priced at $152 just found
Frontier Airlines
Tue, Jun 23 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jun 23 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Jul 4, priced at $162 found 2 days ago
Delta
Tue, Sep 15 - Tue, Sep 22
MCO
Orlando Intl.
MDW
Midway Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Tue, Sep 15 from Orlando Intl. to Midway Intl., returning Tue, Sep 22, priced at $197 just found
Delta
Tue, Jun 23 - Wed, Jun 24
IAH
George Bush Intercontinental
MDW
Midway Intl.
$197 Roundtrip, found 14 hours ago
$197
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Jun 23 from George Bush Intercontinental to Midway Intl., returning Wed, Jun 24, priced at $197 found 14 hours ago
Delta
Tue, Jul 14 - Tue, Jul 28
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$201 Roundtrip, found 7 hours ago
$201
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Jul 14 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Jul 28, priced at $201 found 7 hours ago
Frontier Airlines
Tue, Oct 13 - Sat, Oct 17
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Oct 13 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Oct 17, priced at $212 found 1 day ago
Delta
Tue, Jul 28 - Tue, Aug 11
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$229 Roundtrip, found 9 hours ago
$229
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Jul 28 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Tue, Aug 11, priced at $229 found 9 hours ago
Frontier Airlines
Wed, Jul 29 - Wed, Aug 12
AUS
Austin-Bergstrom Intl.
MDW
Midway Intl.
$230 Roundtrip, found 11 hours ago
$230
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Wed, Jul 29 from Austin-Bergstrom Intl. to Midway Intl., returning Wed, Aug 12, priced at $230 found 11 hours ago
Delta
Tue, Jul 28 - Tue, Aug 11
JAX
Jacksonville Intl.
MDW
Midway Intl.
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jul 28 from Jacksonville Intl. to Midway Intl., returning Tue, Aug 11, priced at $237 found 5 days ago
Delta
Tue, Jun 23 - Sat, Jul 4
LIT
Clinton National Airport
MDW
Midway Intl.
$296 Roundtrip, found 1 day ago
$296
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 23 from Clinton National Airport to Midway Intl., returning Sat, Jul 4, priced at $296 found 1 day ago
Delta
Tue, Oct 13 - Sat, Oct 17
DAL
Love Field
MDW
Midway Intl.
$301 Roundtrip, found 1 day ago
$301
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 13 from Love Field to Midway Intl., returning Sat, Oct 17, priced at $301 found 1 day ago
Frontier Airlines
Thu, Jun 11 - Tue, Jun 16
RDU
Raleigh - Durham Intl.
MDW
Midway Intl.
$322 Roundtrip, found 4 hours ago
$322
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Jun 11 from Raleigh - Durham Intl. to Midway Intl., returning Tue, Jun 16, priced at $322 found 4 hours ago
Delta
Wed, Jul 29 - Sun, Aug 2
HOU
William P. Hobby
MDW
Midway Intl.
$452 Roundtrip, found 1 day ago
$452
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 29 from William P. Hobby to Midway Intl., returning Sun, Aug 2, priced at $452 found 1 day 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 June, 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 $137, 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 $137 right now, why wait?

Glenwood Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$136

Last Minute Hotel Deals in Glenwood

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 ...
8/10 Very Good! (1,883 reviews)
"This property needs renovation bad and upgrading . I took pictures and for this brand and for Expedia to be affiliated this really should be corrected ."

Reviewed on May 24, 2026

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Sleep Inn Midway Airport Bedford Park
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue 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 and ...
8.2/10 Very Good! (1,000 reviews)
"Nice place and good price"

Reviewed on May 23, 2026

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Holiday Inn Chicago – Midway Airport S by IHG
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St Alsip IL
Book a stay at this business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,062 reviews)
"Restaurant was amazing. Shuttle service went out of the way to help."

Reviewed on May 26, 2026

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DoubleTree by Hilton Chicago - Alsip
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

2.5 out of 5
6500 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 ...
9/10 Wonderful! (1,326 reviews)
"A warm greeting from Nathan. He is a gem. I have a walking aid after surgery so they really wanted to help me. In Jill and Daisy they have two of the most helpful front desk ladies I have ever met. They checked in on me periodically to check on my needs. Also they made sure I had a good food delivery ..."

Reviewed on May 26, 2026

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Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
17300 S Halsted St Hazel Crest IL
Book a stay at this spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe ...
9.4/10 Exceptional! (391 reviews)
"The hotel staff was amazing and the bartenders and staff at the Alto Restaurant on the rooftop were also fantastic! The only complaints I have are that the AC did not cool down as well as we would have liked. The lowest we could get it to was 70/71 and it was not comfortable for sleeping. Also, the ..."

Reviewed on May 25, 2026

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Wind Creek Southland Casino and Hotel
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. ...
6.8/10 (1,002 reviews)
"Nice staff, clean, nice spot. Definitely will stay here the next time I’m in Chicago"

Reviewed on May 25, 2026

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Chicago Lake Shore Hotel
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. ...
7.2/10 Good! (1,467 reviews)
"Sadly my 14 year old daughter reserved a hotel without my consent with my card and due to there policy they did not consider given a refund due to there policy.. really ridiculous since it was not a authorized payment. I called 5 times and they never answered my call but yet good to charge my ..."

Reviewed on May 27, 2026

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Motel 6 Bridgeview, IL
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

3.5 out of 5
18501 Convention Center Drive Tinley Park IL
Book a stay at this business-friendly hotel in Tinley Park. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,305 reviews)
"The property was ideal for an overnight stay. It was clean, had a great breakfast, had well equipped facilities including in room exercise equipment. Access to the highway was very good as well."

Reviewed on May 26, 2026

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EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
See all 938 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.