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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 5 days ago
$88
Roundtrip
found 5 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 5 days ago
Frontier Airlines
Tue, Aug 5 - Wed, Aug 6
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$90 Roundtrip, found 3 days ago
$90
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Aug 6, priced at $90 found 3 days ago
Frontier Airlines
Mon, Aug 4 - Mon, Aug 11
IAH
George Bush Intercontinental
MDW
Midway Intl.
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Aug 4 from George Bush Intercontinental to Midway Intl., returning Mon, Aug 11, priced at $110 found 4 days ago
Frontier Airlines
Sun, Sep 14 - Mon, Sep 15
TPA
Tampa Intl.
MDW
Midway Intl.
$114 Roundtrip, found 6 days ago
$114
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Sep 14 from Tampa Intl. to Midway Intl., returning Mon, Sep 15, priced at $114 found 6 days ago
Frontier Airlines
Sun, Aug 3 - Thu, Aug 7
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Aug 3 from Sky Harbor Intl. to Midway Intl., returning Thu, Aug 7, priced at $148 found 4 days ago
Frontier Airlines
Sun, Jul 20 - Wed, Jul 23
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Jul 20 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, Jul 23, priced at $148 found 4 days ago
Delta
Tue, Aug 5 - Tue, Aug 19
MEM
Memphis Intl.
MDW
Midway Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 5 from Memphis Intl. to Midway Intl., returning Tue, Aug 19, priced at $177 found 1 day ago
Frontier Airlines
Mon, Aug 4 - Sat, Aug 9
OKC
Will Rogers World
MDW
Midway Intl.
$195 Roundtrip, found 4 days ago
$195
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Aug 4 from Will Rogers World to Midway Intl., returning Sat, Aug 9, priced at $195 found 4 days ago
Delta
Sat, Sep 6 - Tue, Sep 9
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Sat, Sep 6 from Love Field to Midway Intl., returning Tue, Sep 9, priced at $197 just found
Delta
Tue, Jul 29 - Wed, Jul 30
BHM
Birmingham Intl.
MDW
Midway Intl.
$204 Roundtrip, found 14 hours ago
$204
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Jul 29 from Birmingham Intl. to Midway Intl., returning Wed, Jul 30, priced at $204 found 14 hours ago
Delta
Sat, Aug 23 - Sat, Aug 30
BTR
Baton Rouge Metropolitan
MDW
Midway Intl.
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 23 from Baton Rouge Metropolitan to Midway Intl., returning Sat, Aug 30, priced at $227 found 1 day ago
Delta
Sat, Nov 8 - Mon, Nov 10
ALB
Albany Intl.
MDW
Midway Intl.
$231 Roundtrip, found 21 hours ago
$231
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Nov 8 from Albany Intl. to Midway Intl., returning Mon, Nov 10, priced at $231 found 21 hours ago
Delta
Sat, Jul 12 - Tue, Jul 15
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$251 Roundtrip, found 4 days ago
$251
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Jul 12 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Jul 15, priced at $251 found 4 days ago
Delta
Mon, Aug 11 - Tue, Aug 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$255 Roundtrip, found 10 hours ago
$255
Roundtrip
found 10 hours ago
Select Delta flight, departing Mon, Aug 11 from Los Angeles Intl. to Midway Intl., returning Tue, Aug 12, priced at $255 found 10 hours ago
Delta
Tue, Sep 23 - Tue, Sep 30
BOS
Logan Intl.
MDW
Midway Intl.
$280 Roundtrip, found 1 day ago
$280
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 23 from Logan Intl. to Midway Intl., returning Tue, Sep 30, priced at $280 found 1 day ago
Frontier Airlines
Sat, Jul 12 - Tue, Jul 15
SAN
San Diego Intl.
MDW
Midway Intl.
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 12 from San Diego Intl. to Midway Intl., returning Tue, Jul 15, priced at $321 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 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

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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
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! (1,519 reviews)
"Friendly staff. Good location and breakfast. Bedroom was decent size and bed was comfortable."

Reviewed on Jul 4, 2025

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Sleep Inn Midway Airport Bedford Park
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
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! (1,075 reviews)
"Overall eveeything was nice, clean, staff was friendly and very helpful"

Reviewed on Jul 4, 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
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
Ameristar Casino Hotel East Chicago
Ameristar Casino Hotel East Chicago
4 out of 5
777 Ameristar Blvd., East Chicago, IN
Stay at this 4-star beach hotel in East Chicago. Enjoy 5 restaurants, a marina, and a casino. Our guests praise the helpful staff and the clean rooms in our ...
8.4/10 Very Good! (1,003 reviews)
"Staff were great. However, housekeeping did not clean our room during our 4 nights stay."

Reviewed on Jul 3, 2025

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Ameristar Casino Hotel East Chicago
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
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)
"My very first time staying at any IHG property! This property was very clean felt safe and the staff were great. I am lifetime gold with a competitor who had no availability in the area. I would not hesitate staying here again."

Reviewed on Jul 1, 2025

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EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
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.