Search Cheap Flights to
Glenwood

Name: Courtyard by Marriott Chicago Midway Airport
Rating: 8

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Glenwood Flights as Low as $109

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

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One way

Roundtrip

Tue, Jul 22 - Wed, Jul 30

ATL

Hartsfield-Jackson Atlanta Intl.

MDW

Midway Intl.

$109

Roundtrip

found 1 day ago

Thu, Jun 12 - Sat, Jun 14

MCO

Orlando Intl.

MDW

Midway Intl.

$140

Roundtrip

found 2 days ago

Thu, Jun 19 - Thu, Jun 26

TPA

Tampa Intl.

MDW

Midway Intl.

$143

Roundtrip

found 2 days ago

Sat, Aug 2 - Sat, Aug 9

DFW

Dallas-Fort Worth Intl.

MDW

Midway Intl.

$156

Roundtrip

found 2 days ago

Fri, Aug 8 - Fri, Aug 15

PHL

Philadelphia Intl.

MDW

Midway Intl.

$159

Roundtrip

found 5 days ago

Tue, Jun 24 - Tue, Jul 1

EWR

Newark Liberty Intl. Airport

MDW

Midway Intl.

$177

Roundtrip

found 5 days ago

Mon, Jun 30 - Sat, Jul 5

DTW

Detroit Metropolitan Wayne County

MDW

Midway Intl.

$182

Roundtrip

found 4 days ago

Sat, Sep 6 - Tue, Sep 9

DAL

Love Field

MDW

Midway Intl.

$197

Roundtrip

found 1 day ago

Thu, Aug 7 - Thu, Aug 14

PHX

Sky Harbor Intl.

MDW

Midway Intl.

$204

Roundtrip

found 2 days ago

Sat, Sep 13 - Sat, Sep 13

AUS

Austin-Bergstrom Intl.

MDW

Midway Intl.

$211

Roundtrip

found 1 day ago

Thu, Sep 4 - Thu, Sep 11

RSW

Southwest Florida Intl.

MDW

Midway Intl.

$224

Roundtrip

found 5 days ago

Sun, Jun 15 - Fri, Jun 20

JAX

Jacksonville Intl.

MDW

Midway Intl.

$239

Roundtrip

found 1 day ago

Mon, Jun 9 - Mon, Jun 16

TTN

Mercer

MDW

Midway Intl.

$243

Roundtrip

found 17 hours ago

Thu, Oct 16 - Sun, Oct 19

SAN

San Diego Intl.

MDW

Midway Intl.

$244

Roundtrip

found 1 day ago

Mon, Sep 8 - Sun, Sep 14

SMF

Sacramento Intl.

MDW

Midway Intl.

$244

Roundtrip

found 1 day ago

Mon, Jul 14 - Tue, Jul 15

LAX

Los Angeles Intl.

MDW

Midway Intl.

$257

Roundtrip

found 19 hours 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 July, 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 $109, 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 $109 right now, why wait?

Glenwood Flight Information
Destination airport	Midway Intl.
Destination airport IATA code	MDW
Roundtrip price	$108

Last Minute Hotel Deals in Glenwood

Hampton Inn by Hilton Chicago-Midway Airport

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 ...

8.2/10 Very Good! (1,029 reviews)

"The stay was nice. Came to look at some apartments and I was really happy with the outcome"

Reviewed on Jun 6, 2025

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Hyatt Place Chicago Midway Airport

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! (1,069 reviews)

"It was a nice stay"

Reviewed on Jun 2, 2025

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Motel 6 Bridgeview, IL

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 (1,186 reviews)

"Quiet, clean , and affordable"

Reviewed on Jun 2, 2025

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Hilton Chicago/Oak Lawn

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)

"The stay at Hilton Oak Lawn was a very peaceful and enjoyable experience. The rooms were very clean. The front desk staff were very accommodating. The Shuttle Service was fantastic, friendly, understanding, and accommodating; always going that extra mile. Special mention to Shuttle Driver James. ..."

Reviewed on Jun 5, 2025

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Sleep Inn Midway Airport Bedford Park

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! (1,476 reviews)

Comfortable and convenient

"Located in a hotel complex close to Midway. The airport shuttle is convenient for several hotels and eateries in the same complex. Walkable to nearby dining options too. Bed was comfortable and bathroom had good water pressure for the hot water. Breakfast was a nice variety of hot and cold foods. ..."

Reviewed on Jun 6, 2025

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EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

18501 Convention Center Drive, Tinley Park, IL

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! (1,001 reviews)

"Clean & friendly staff"

Reviewed on Jun 5, 2025

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Fairfield Inn and Suites by Marriott Chicago Midway Airport

6630 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 helpful staff and ...

8.2/10 Very Good! (1,002 reviews)

"Decent property, no issues"

Reviewed on Jun 3, 2025

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Courtyard by Marriott Chicago Midway Airport

6610 S Cicero Ave, Chicago, IL

Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our ...

8/10 Very Good! (1,003 reviews)

"Our stay was excellent friendly staff and very clean"

Reviewed on Jun 2, 2025

Get rates

See all 833 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.

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