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Glenwood

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Glenwood Flights as Low as $56

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

Frontier Airlines
Wed, Feb 19 - Tue, Feb 25
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$56 Roundtrip, found 2 hours ago
$56
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Feb 19 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Feb 25, priced at $56 found 2 hours ago
Frontier Airlines
Tue, Feb 25 - Tue, Mar 4
DEN
Denver Intl.
MDW
Midway Intl.
$68 Roundtrip, found 5 hours ago
$68
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Feb 25 from Denver Intl. to Midway Intl., returning Tue, Mar 4, priced at $68 found 5 hours ago
Frontier Airlines
Wed, Feb 19 - Tue, Feb 25
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Feb 19 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, Feb 25, priced at $68 found 1 day ago
Frontier Airlines
Tue, Mar 11 - Mon, Mar 17
MCO
Orlando Intl.
MDW
Midway Intl.
$119 Roundtrip, found 13 hours ago
$119
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Tue, Mar 11 from Orlando Intl. to Midway Intl., returning Mon, Mar 17, priced at $119 found 13 hours ago
Frontier Airlines
Sat, Feb 8 - Sat, Feb 15
PHL
Philadelphia Intl.
MDW
Midway Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 8 from Philadelphia Intl. to Midway Intl., returning Sat, Feb 15, priced at $119 found 1 day ago
Frontier Airlines
Tue, Jan 28 - Wed, Jan 29
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jan 28 from Minneapolis - St. Paul Intl. to Midway Intl., returning Wed, Jan 29, priced at $120 found 1 day ago
Frontier Airlines
Tue, Feb 4 - Thu, Feb 6
ONT
Los Angeles - Ontario Intl.
MDW
Midway Intl.
$120 Roundtrip, found 5 hours ago
$120
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Feb 4 from Los Angeles - Ontario Intl. to Midway Intl., returning Thu, Feb 6, priced at $120 found 5 hours ago
Frontier Airlines
Thu, Feb 6 - Sat, Feb 8
LAX
Los Angeles Intl.
MDW
Midway Intl.
$120 Roundtrip, found 5 hours ago
$120
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Feb 6 from Los Angeles Intl. to Midway Intl., returning Sat, Feb 8, priced at $120 found 5 hours ago
Frontier Airlines
Tue, Jan 14 - Wed, Jan 22
SNA
John Wayne
MDW
Midway Intl.
$141 Roundtrip, found 7 hours ago
$141
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Jan 14 from John Wayne to Midway Intl., returning Wed, Jan 22, priced at $141 found 7 hours ago
Frontier Airlines
Sun, Jan 19 - Thu, Jan 23
CLE
Hopkins Intl.
MDW
Midway Intl.
$150 Roundtrip, found 18 hours ago
$150
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Sun, Jan 19 from Hopkins Intl. to Midway Intl., returning Thu, Jan 23, priced at $150 found 18 hours ago
Delta
Wed, Feb 5 - Wed, Feb 5
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$153 Roundtrip, found 4 hours ago
$153
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Feb 5 from Newark Liberty Intl. Airport to Midway Intl., returning Wed, Feb 5, priced at $153 found 4 hours ago
Frontier Airlines
Thu, Jan 9 - Fri, Jan 17
BOS
Logan Intl.
MDW
Midway Intl.
$165 Roundtrip, found 3 days ago
$165
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Jan 9 from Logan Intl. to Midway Intl., returning Fri, Jan 17, priced at $165 found 3 days ago
Frontier Airlines
Sun, Jan 12 - Mon, Jan 13
BUR
Hollywood Burbank
MDW
Midway Intl.
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jan 12 from Hollywood Burbank to Midway Intl., returning Mon, Jan 13, priced at $170 found 1 day ago
Frontier Airlines
Sun, Feb 9 - Tue, Feb 18
TTN
Mercer
MDW
Midway Intl.
$172 Roundtrip, found 2 days ago
$172
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Feb 9 from Mercer to Midway Intl., returning Tue, Feb 18, priced at $172 found 2 days ago
Frontier Airlines
Sat, Jan 11 - Sun, Jan 12
SAN
San Diego Intl.
MDW
Midway Intl.
$195 Roundtrip, found 17 hours ago
$195
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sat, Jan 11 from San Diego Intl. to Midway Intl., returning Sun, Jan 12, priced at $195 found 17 hours ago
Frontier Airlines
Thu, Mar 13 - Sat, Mar 15
DTW
Detroit Metropolitan Wayne County
MDW
Midway Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Mar 13 from Detroit Metropolitan Wayne County to Midway Intl., returning Sat, Mar 15, priced at $197 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 February, 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 $56, 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 $56 right now, why wait?

Glenwood Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$55

Last Minute Hotel Deals in Glenwood

Motel 6 Bridgeview, IL
Motel 6 Bridgeview, IL
2 out of 5
9625 S 76th Ave, Bridgeview, IL
The price is $67 per night from Jan 20 to Jan 21
$67
includes taxes & fees
Jan 20 - Jan 21
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 (1,073 reviews)
"Good service"

Reviewed on Dec 24, 2024

Motel 6 Bridgeview, IL
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 $109 per night from Jan 9 to Jan 10
$109
includes taxes & fees
Jan 9 - Jan 10
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! (1,313 reviews)
"Great value for the price. Not top of the line, but neat and clean, and staff is polite and friendly. Convenient to walkable restaurants."

Reviewed on Jan 6, 2025

Sleep Inn Midway Airport Bedford Park
Hyatt Place Chicago Midway Airport
Hyatt Place Chicago Midway Airport
3 out of 5
6550 S Cicero Ave, Chicago, IL
The price is $164 per night from Jan 12 to Jan 13
$164
includes taxes & fees
Jan 12 - Jan 13
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! (1,045 reviews)
"Good breakfast options Juice is a little watery"

Reviewed on Jan 5, 2025

Hyatt Place Chicago Midway Airport
Hilton Chicago/Oak Lawn
Hilton Chicago/Oak Lawn
3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
The price is $128 per night from Jan 12 to Jan 13
$128
includes taxes & fees
Jan 12 - Jan 13
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 ...
7.8/10 Good! (1,006 reviews)
"I truly enjoyed my stay here. The hospitality professional, Tamya was very helpful, polite, and knowledgeable. The room was clean and in excellent condition. I absolutely will be returning."

Reviewed on Jan 2, 2025

Hilton Chicago/Oak Lawn
Fairfield Inn and Suites by Marriott Chicago Midway Airport
Fairfield Inn and Suites by Marriott Chicago Midway Airport
2.5 out of 5
6630 S Cicero Ave, Chicago, IL
The price is $121 per night from Jan 9 to Jan 10
$121
includes taxes & fees
Jan 9 - Jan 10
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,002 reviews)
"I needed a room quick, affordable and close to the airport. I was very happy with the location and accommodation. Breakfast was enjoyable also."

Reviewed on Dec 29, 2024

Fairfield Inn and Suites by Marriott Chicago Midway Airport
Super 8 by Wyndham South Holland
Super 8 by Wyndham South Holland
2 out of 5
17225 Halsted St, South Holland, IL
The price is $62 per night from Jan 13 to Jan 14
$62
includes taxes & fees
Jan 13 - Jan 14
Book a stay at this business-friendly hotel in South Holland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.4/10 Good! (1,029 reviews)
"It was ok nothing special I stay here when I’m in town away from home"

Reviewed on Jan 3, 2025

Super 8 by Wyndham South Holland
Holiday Inn Express Hotel & Suites Chicago-Midway Airport, an IHG Hotel
Holiday Inn Express Hotel & Suites Chicago-Midway Airport, an IHG Hotel
2.5 out of 5
6500 S Cicero Ave, Chicago, IL
The price is $154 per night from Feb 4 to Feb 5
$154
includes taxes & fees
Feb 4 - Feb 5
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! (1,003 reviews)
Great hotel.
"Upon check in the front desk, staff was extremely helpful. The rooms were clean and quiet. I highly recommend this property. They also offer airport transportation 24 hours which was definitely a plus for me. I look forward to staying at this property again. The only con was I wanted to use my points ..."

Reviewed on Dec 27, 2024

Holiday Inn Express Hotel & Suites Chicago-Midway Airport, an IHG Hotel
DoubleTree by Hilton Chicago - Alsip
DoubleTree by Hilton Chicago - Alsip
4 out of 5
5000 W 127th St, Alsip, IL
The price is $124 per night from Jan 13 to Jan 14
$124
includes taxes & fees
Jan 13 - Jan 14
Stay at this 4-star business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,005 reviews)
"The location and cookies of course. They just need to have cookies available for guest at all times."

Reviewed on Jan 1, 2025

DoubleTree by Hilton Chicago - Alsip
See all 769 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.