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Homewood

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Homewood Flights as Low as $180

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

Bargain Flight
Sat, Aug 15 - Sat, Aug 15
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$180 Roundtrip, found 12 hours ago
$180
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Sat, Aug 15 from Hopkins Intl. to O'Hare Intl., returning Sat, Aug 15, priced at $180 found 12 hours ago
Bargain Flight
Sun, Apr 11 - Wed, Apr 14
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$186 Roundtrip, found 12 hours ago
$186
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Sun, Apr 11 from Hopkins Intl. to O'Hare Intl., returning Wed, Apr 14, priced at $186 found 12 hours ago
Frontier Airlines
Wed, Aug 12 - Mon, Aug 17
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$186 Roundtrip, found 12 hours ago
$186
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Hopkins Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $186 found 12 hours ago
Frontier Airlines
Fri, Aug 14 - Sat, Aug 15
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$241 Roundtrip, found 4 days ago
$241
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Aug 14 from Hopkins Intl. to O'Hare Intl., returning Sat, Aug 15, priced at $241 found 4 days ago
Frontier Airlines
Wed, Aug 12 - Mon, Aug 17
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$241 Roundtrip, found 12 hours ago
$241
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Hopkins Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $241 found 12 hours ago
Frontier Airlines
Sat, Aug 15 - Sat, Aug 15
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$244 Roundtrip, found 12 hours ago
$244
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sat, Aug 15 from Hopkins Intl. to O'Hare Intl., returning Sat, Aug 15, priced at $244 found 12 hours ago
Frontier Airlines
Tue, Aug 11 - Sat, Aug 15
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$256 Roundtrip, found 4 days ago
$256
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Hopkins Intl. to O'Hare Intl., returning Sat, Aug 15, priced at $256 found 4 days ago
Frontier Airlines
Wed, Aug 5 - Wed, Aug 12
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$261 Roundtrip, found 5 days ago
$261
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Aug 5 from Hopkins Intl. to O'Hare Intl., returning Wed, Aug 12, priced at $261 found 5 days ago
Frontier Airlines
Wed, Aug 12 - Mon, Aug 17
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$284 Roundtrip, found 12 hours ago
$284
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Hopkins Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $284 found 12 hours ago
American Airlines
Wed, Aug 12 - Mon, Aug 17
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$287 Roundtrip, found 12 hours ago
$287
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Hopkins Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $287 found 12 hours ago
American Airlines
Sun, Apr 11 - Wed, Apr 14
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$297 Roundtrip, found 12 hours ago
$297
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sun, Apr 11 from Hopkins Intl. to O'Hare Intl., returning Wed, Apr 14, priced at $297 found 12 hours ago
American Airlines
Wed, Aug 12 - Mon, Aug 17
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$307 Roundtrip, found 12 hours ago
$307
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Hopkins Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $307 found 12 hours ago
Delta
Wed, Aug 12 - Mon, Aug 17
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$317 Roundtrip, found 12 hours ago
$317
Roundtrip
found 12 hours ago
Select Delta flight, departing Wed, Aug 12 from Hopkins Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $317 found 12 hours ago
American Airlines
Sun, Apr 11 - Wed, Apr 14
CLE
Hopkins Intl.
RFD
Greater Rockford
$325 Roundtrip, found 19 hours ago
$325
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sun, Apr 11 from Hopkins Intl. to Greater Rockford, returning Wed, Apr 14, priced at $325 found 19 hours ago
Delta
Sun, Apr 11 - Wed, Apr 14
CLE
Hopkins Intl.
MDW
Midway Intl.
$359 Roundtrip, found 19 hours ago
$359
Roundtrip
found 19 hours ago
Select Delta flight, departing Sun, Apr 11 from Hopkins Intl. to Midway Intl., returning Wed, Apr 14, priced at $359 found 19 hours ago
JetBlue Airways
Wed, Aug 12 - Mon, Aug 17
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$475 Roundtrip, found 12 hours ago
$475
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Wed, Aug 12 from Hopkins Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $475 found 12 hours ago

Cheap Flights to Homewood

Fall in love at first flight with your vacation to Homewood 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 Homewood on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Homewood, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Homewood

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Homewood 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 RFD airport.

What is the cheapest month to fly to Homewood?

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 Homewood are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Homewood?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Homewood.

What airport is best to fly into Homewood?

When you’re planning your trip to Homewood, convenience is the name of the game. Luckily, Homewood Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Homewood must-do list.

How much are flights to Homewood?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Homewood on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $180, 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 Homewood?

The trick to saving a stack of cash on your flight to Homewood? 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 $180 right now, why wait?

Homewood Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$118

Last Minute Hotel Deals in Homewood

William Tell Hotel MOD Collection by Sonesta

William Tell Hotel MOD Collection by Sonesta

3.5 out of 5
6201 Joliet Rd Countryside IL
Book a stay at this business-friendly hotel in Countryside. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the clean ...
8/10 Very Good! (1,558 reviews)
"Did not visit the restaurant. Parking lot and surrounding area was not great. Front desk employee was great! Very welcoming. Room was clean and worked just fine for our stay."

Reviewed on Jul 27, 2026

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William Tell Hotel MOD Collection by Sonesta
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
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Holiday Inn Chicago – Midway Airport S by IHG
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. ...
7/10 Good! (1,020 reviews)
"It was a renovated, clean, spacious room. Beds were comfortable and floors were laminate. The staff at check-in and check out were pleasant and helpful. Air conditioning worked great and parking was available in front of the room. Downside would be that some rooms are above the stairs."

Reviewed on Jul 26, 2026

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Chicago Lake Shore Hotel
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 ...
8/10 Very Good! (2,003 reviews)
"I didn't like the fact that the curtains needed changing and cleaning., not sure how well room was cleaned in the first place."

Reviewed on Jul 27, 2026

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Sleep Inn Midway Airport Bedford Park
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
17300 S Halsted St Hazel Crest IL
Book a stay at this spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe ...
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Wind Creek Southland Casino and Hotel
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street Chicago IL
Stay at this motel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Abbott Park and Martin Luther King Drive are located ...
7.2/10 Good! (414 reviews)
"My stay at this motel was a disaster. The room reeked of cigarette smoke, forcing me to sleep with the door open. There's no waiting area, so I had to stand outside after checking in. I paid for early check-in, but the staff claimed it wasn't reflected in their system, leaving me to wait from 11:30 ..."

Reviewed on Jul 25, 2026

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Motel 6 - Chicago, IL
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
Book a stay at this boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,580 reviews)
"Very clean and comfortable"

Reviewed on Jul 27, 2026

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The Champagne Lodge & Luxury Suites
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
Stay at this hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.4/10 (1,211 reviews)
"This property is horrible! Not clean at all. I wiped down my own room, bought new sheets and everything! Come to find the next morning there were bed bugs!! Informed management and showed a picture of them, just very nonchalant like "oh okay" no accommodations at all! COMPLETELY DONT RECOMMEND!!"

Reviewed on Jul 27, 2026

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Red Roof Inn PLUS+ Chicago - Willowbrook
See all 992 properties in Homewood
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.