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Glenwood

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Glenwood Flights as Low as $90

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

Frontier Airlines
Tue, May 20 - Sun, May 25
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$90 Roundtrip, found 12 hours ago
$90
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, May 20 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sun, May 25, priced at $90 found 12 hours ago
Frontier Airlines
Wed, May 21 - Sun, May 25
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$95 Roundtrip, found 12 hours ago
$95
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, May 21 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sun, May 25, priced at $95 found 12 hours ago
Frontier Airlines
Wed, May 7 - Mon, May 12
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$96 Roundtrip, found 4 days ago
$96
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, May 7 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Mon, May 12, priced at $96 found 4 days ago
Delta
Wed, May 28 - Tue, Jun 3
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$97 Roundtrip, found 4 days ago
$97
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, May 28 from Minneapolis - St. Paul Intl. to Midway Intl., returning Tue, Jun 3, priced at $97 found 4 days ago
Frontier Airlines
Wed, May 14 - Wed, May 21
IAH
George Bush Intercontinental
MDW
Midway Intl.
$115 Roundtrip, found 4 days ago
$115
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, May 14 from George Bush Intercontinental to Midway Intl., returning Wed, May 21, priced at $115 found 4 days ago
Frontier Airlines
Wed, Jul 9 - Sat, Jul 12
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$127 Roundtrip, found 5 days ago
$127
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Jul 9 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Jul 12, priced at $127 found 5 days ago
Frontier Airlines
Tue, Apr 29 - Sat, May 3
LAX
Los Angeles Intl.
MDW
Midway Intl.
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Apr 29 from Los Angeles Intl. to Midway Intl., returning Sat, May 3, priced at $188 found 4 days ago
Frontier Airlines
Thu, Apr 24 - Mon, Apr 28
MCO
Orlando Intl.
MDW
Midway Intl.
$196 Roundtrip, found 15 hours ago
$196
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Thu, Apr 24 from Orlando Intl. to Midway Intl., returning Mon, Apr 28, priced at $196 found 15 hours ago
Frontier Airlines
Thu, May 22 - Sat, May 24
MSY
Louis Armstrong New Orleans Intl.
MDW
Midway Intl.
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 22 from Louis Armstrong New Orleans Intl. to Midway Intl., returning Sat, May 24, priced at $201 found 1 day ago
Frontier Airlines
Wed, Apr 23 - Sat, Apr 26
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$209 Roundtrip, found 6 days ago
$209
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Apr 23 from Sky Harbor Intl. to Midway Intl., returning Sat, Apr 26, priced at $209 found 6 days ago
Delta
Sat, Jun 7 - Tue, Jun 10
BTR
Baton Rouge Metropolitan
MDW
Midway Intl.
$249 Roundtrip, found 9 hours ago
$249
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Jun 7 from Baton Rouge Metropolitan to Midway Intl., returning Tue, Jun 10, priced at $249 found 9 hours ago
Delta
Fri, Jul 25 - Tue, Jul 29
LFT
Lafayette Regional
MDW
Midway Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jul 25 from Lafayette Regional to Midway Intl., returning Tue, Jul 29, priced at $249 found 1 day ago
Delta
Fri, Jul 25 - Sat, Jul 26
MYR
Myrtle Beach Intl.
MDW
Midway Intl.
$268 Roundtrip, found 16 hours ago
$268
Roundtrip
found 16 hours ago
Select Delta flight, departing Fri, Jul 25 from Myrtle Beach Intl. to Midway Intl., returning Sat, Jul 26, priced at $268 found 16 hours ago
Frontier Airlines
Mon, Jun 9 - Mon, Jun 16
SAT
San Antonio Intl.
MDW
Midway Intl.
$286 Roundtrip, found 10 hours ago
$286
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Mon, Jun 9 from San Antonio Intl. to Midway Intl., returning Mon, Jun 16, priced at $286 found 10 hours ago
Delta
Fri, Jul 11 - Mon, Jul 14
DAL
Love Field
MDW
Midway Intl.
$357 Roundtrip, found 5 days ago
$357
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Jul 11 from Love Field to Midway Intl., returning Mon, Jul 14, priced at $357 found 5 days ago
Delta
Fri, Apr 25 - Sat, Apr 26
HOU
William P. Hobby
MDW
Midway Intl.
$567 Roundtrip, found 3 days ago
$567
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Apr 25 from William P. Hobby to Midway Intl., returning Sat, Apr 26, priced at $567 found 3 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 May, 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 $90, 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 $90 right now, why wait?

Glenwood Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$89

Last Minute Hotel Deals in Glenwood

Hilton Chicago/Oak Lawn
Hilton Chicago/Oak Lawn
3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
The price is $146 per night from Apr 28 to Apr 29
$146
includes taxes & fees
Apr 28 - Apr 29
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! (1,012 reviews)
"This was my first stay at the Hilton and I absolutely loved it. The customer service and food was excellent. I am definitely coming back."

Reviewed on Apr 22, 2025

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
The price is $99 per night from May 1 to May 2
$99
includes taxes & fees
May 1 - May 2
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! (1,428 reviews)
"It was OK"

Reviewed on Apr 17, 2025

Sleep Inn Midway Airport Bedford Park
Motel 6 Bridgeview, IL
Motel 6 Bridgeview, IL
2 out of 5
9625 S 76th Ave, Bridgeview, IL
The price is $73 per night from May 11 to May 12
$73
includes taxes & fees
May 11 - May 12
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 (1,167 reviews)
"Could have been cleaner"

Reviewed on Apr 20, 2025

Motel 6 Bridgeview, IL
Hyatt Place Chicago Midway Airport
Hyatt Place Chicago Midway Airport
3 out of 5
6550 S Cicero Ave, Chicago, IL
The price is $168 per night from Apr 28 to Apr 29
$168
includes taxes & fees
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,041 reviews)
"I enjoy my stay, and the options of restaurants and fast food are really great around the area"

Reviewed on Apr 17, 2025

Hyatt Place Chicago Midway Airport
Stone Creek Inn
Stone Creek Inn
2.5 out of 5
10600 S Harlem Ave, Worth, IL
The price is $66 per night from Apr 24 to Apr 25
$66
includes taxes & fees
Apr 24 - Apr 25
Stay at this hotel in Worth. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Water's Edge Golf Club and Lake Katherine Nature Center ...
7.6/10 Good! (305 reviews)
"Everything"

Reviewed on Apr 19, 2025

Stone Creek Inn
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
The price is $160 per night from Apr 29 to Apr 30
$160
includes taxes & fees
Apr 29 - Apr 30
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 ...
8.8/10 Excellent! (1,044 reviews)
Great Hotel
"My son said that he loved the water pressure in the shower and the hotel was really nice."

Reviewed on Apr 19, 2025

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
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
The price is $112 per night from Apr 27 to Apr 28
$112
includes taxes & fees
Apr 27 - Apr 28
Stay at this 3.5-star business-friendly hotel in Tinley Park. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,006 reviews)
Good Stay
"Th hotel is nice, convenient and reasonably priced for a short stay. The lobby was has cozy sitting areas. The front desk staff who I spoke to by phone and in person were very nice and accommodating for my requests. The in-room fitness center was a nice amenity (although I only used it a little). ..."

Reviewed on Apr 18, 2025

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
Hyatt Place Chicago-South/University Medical Center
Hyatt Place Chicago-South/University Medical Center
3 out of 5
5225 S Harper Ave, Chicago, IL
The price is $222 per night from Apr 23 to Apr 24
$222
includes taxes & fees
Apr 23 - Apr 24
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (1,005 reviews)
"Lovely hotel in a wonderful area. Walkable with many restaurants and amenities nearby including an art gallery and a state-of-the-art workspace. The hotel staff members at Hyatt Place are kind and friendly and they will tell you where to find all the good food. Uber from ORD will cost around $50 ..."

Reviewed on Apr 20, 2025

Hyatt Place Chicago-South/University Medical Center
See all 768 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.