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Glenwood

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Glenwood Flights as Low as $97

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

Delta
Sat, Sep 20 - Tue, Sep 23
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 20 from Minneapolis - St. Paul Intl. to Midway Intl., returning Tue, Sep 23, priced at $97 found 1 day ago
Frontier Airlines
Tue, Sep 23 - Tue, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$107 Roundtrip, found 13 hours ago
$107
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Tue, Sep 23 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Sep 30, priced at $107 found 13 hours ago
Frontier Airlines
Mon, Aug 25 - Thu, Aug 28
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$121 Roundtrip, found 3 hours ago
$121
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Aug 25 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Thu, Aug 28, priced at $121 found 3 hours ago
Frontier Airlines
Sun, Sep 14 - Mon, Sep 15
TPA
Tampa Intl.
MDW
Midway Intl.
$123 Roundtrip, found 3 hours ago
$123
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Sep 14 from Tampa Intl. to Midway Intl., returning Mon, Sep 15, priced at $123 found 3 hours ago
Frontier Airlines
Sat, Sep 13 - Sun, Sep 14
MCO
Orlando Intl.
MDW
Midway Intl.
$138 Roundtrip, found 14 hours ago
$138
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Sep 13 from Orlando Intl. to Midway Intl., returning Sun, Sep 14, priced at $138 found 14 hours ago
Frontier Airlines
Thu, Aug 21 - Fri, Aug 22
PHL
Philadelphia Intl.
MDW
Midway Intl.
$143 Roundtrip, found 22 hours ago
$143
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Thu, Aug 21 from Philadelphia Intl. to Midway Intl., returning Fri, Aug 22, priced at $143 found 22 hours ago
Frontier Airlines
Tue, Aug 5 - Sat, Aug 9
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$149 Roundtrip, found 3 hours ago
$149
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Aug 9, priced at $149 found 3 hours ago
Frontier Airlines
Mon, Aug 4 - Mon, Aug 11
IAH
George Bush Intercontinental
MDW
Midway Intl.
$174 Roundtrip, found 9 hours ago
$174
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Aug 4 from George Bush Intercontinental to Midway Intl., returning Mon, Aug 11, priced at $174 found 9 hours ago
Delta
Sat, Sep 27 - Mon, Sep 29
CMH
John Glenn Columbus Intl.
MDW
Midway Intl.
$177 Roundtrip, found 6 hours ago
$177
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Sep 27 from John Glenn Columbus Intl. to Midway Intl., returning Mon, Sep 29, priced at $177 found 6 hours ago
Frontier Airlines
Fri, Aug 29 - Mon, Sep 8
DEN
Denver Intl.
MDW
Midway Intl.
$181 Roundtrip, found 6 days ago
$181
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Aug 29 from Denver Intl. to Midway Intl., returning Mon, Sep 8, priced at $181 found 6 days ago
Delta
Sat, Sep 6 - Sat, Sep 6
RDU
Raleigh - Durham Intl.
MDW
Midway Intl.
$192 Roundtrip, just found
$192
Roundtrip
just found
Select Delta flight, departing Sat, Sep 6 from Raleigh - Durham Intl. to Midway Intl., returning Sat, Sep 6, priced at $192 just found
Delta
Sat, Sep 6 - Tue, Sep 9
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 2 hours ago
$197
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Sep 6 from Love Field to Midway Intl., returning Tue, Sep 9, priced at $197 found 2 hours ago
Delta
Wed, Oct 15 - Wed, Oct 15
MSY
Louis Armstrong New Orleans Intl.
MDW
Midway Intl.
$211 Roundtrip, found 18 hours ago
$211
Roundtrip
found 18 hours ago
Select Delta flight, departing Wed, Oct 15 from Louis Armstrong New Orleans Intl. to Midway Intl., returning Wed, Oct 15, priced at $211 found 18 hours ago
Delta
Tue, Nov 4 - Tue, Nov 11
LGA
LaGuardia
MDW
Midway Intl.
$217 Roundtrip, found 3 hours ago
$217
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Nov 4 from LaGuardia to Midway Intl., returning Tue, Nov 11, priced at $217 found 3 hours ago
Delta
Sat, Aug 23 - Sat, Aug 30
BTR
Baton Rouge Metropolitan
MDW
Midway Intl.
$225 Roundtrip, found 2 hours ago
$225
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Aug 23 from Baton Rouge Metropolitan to Midway Intl., returning Sat, Aug 30, priced at $225 found 2 hours ago
Frontier Airlines
Mon, Sep 8 - Fri, Sep 12
LAS
Harry Reid Intl.
MDW
Midway Intl.
$234 Roundtrip, found 19 hours ago
$234
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Mon, Sep 8 from Harry Reid Intl. to Midway Intl., returning Fri, Sep 12, priced at $234 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 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 $97, 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 $97 right now, why wait?

Glenwood Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$97

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 (1,190 reviews)
Great
"Clean and comfortable, friendly staff."

Reviewed on Jul 16, 2025

Get rates
Motel 6 Bridgeview, IL
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! (1,014 reviews)
"I will stay here again on my next visit"

Reviewed on Jul 18, 2025

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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
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! (1,538 reviews)
"Nice stay the breakfast could have been a little more"

Reviewed on Jul 15, 2025

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Sleep Inn Midway Airport Bedford Park
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! (1,099 reviews)
"Try friendly staff and clean"

Reviewed on Jul 15, 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.
6.2/10 (37 reviews)
"I appreciate all the people that work at this motel 6! They are polite and always willing to help with reservations. I also have a service animal and it's been so peaceful to stay there."

Reviewed on Jul 17, 2025

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Motel 6 - Chicago, IL
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! (1,009 reviews)
Passing Through
"My husband and I were passing through on business... So we didn't get the full experience because it was just for 1 night as we were passing through. But the room was clean and comfortable. Maybe if we're passing through again we can get the full experience. Check in was smooth and welcoming. Check ..."

Reviewed on Jul 19, 2025

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Ameristar Casino Hotel East Chicago
Quality Inn & Suites Orland Park - Chicago

Quality Inn & Suites Orland Park - Chicago

2.5 out of 5
8800 W 159th St, Orland Park, IL
Book a stay at this business-friendly hotel in Orland Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (1,006 reviews)
"Room was spacious and the kitchen was nice. It could have been cleaned a little better. We found a fake fingernail on the floor. Overall would stay again if it was cheaper."

Reviewed on Jul 7, 2025

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Quality Inn & Suites Orland Park - Chicago
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! (1,096 reviews)
"Everything was absolutely perfect!!!"

Reviewed on Jul 16, 2025

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Hyatt Place Chicago Midway Airport
See all 863 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.