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Countryside

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Countryside Flights as Low as $76

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

Frontier Airlines
Mon, Oct 5 - Thu, Oct 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$76 Roundtrip, found 23 hours ago
$76
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Mon, Oct 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Oct 15, priced at $76 found 23 hours ago
Frontier Airlines
Thu, Aug 6 - Mon, Aug 24
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Aug 24, priced at $78 found 1 hour ago
Frontier Airlines
Wed, Sep 23 - Thu, Oct 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$104 Roundtrip, found 2 days ago
$104
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Sep 23 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Oct 15, priced at $104 found 2 days ago
Frontier Airlines
Thu, Sep 24 - Sun, Sep 27
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$162 Roundtrip, found 1 hour ago
$162
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Sep 24 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sun, Sep 27, priced at $162 found 1 hour ago
Bargain Flight
Fri, Sep 25 - Sun, Sep 27
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Sep 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Sep 27, priced at $167 found 1 day ago
Frontier Airlines
Tue, Aug 25 - Sat, Sep 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Los Angeles Intl. to O'Hare Intl., returning Sat, Sep 5, priced at $177 found 1 day ago
Frontier Airlines
Wed, Sep 23 - Sat, Sep 26
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$192 Roundtrip, just found
$192
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Sep 23 from Harry Reid Intl. to O'Hare Intl., returning Sat, Sep 26, priced at $192 just found
Delta
Tue, Sep 1 - Sat, Sep 5
CVG
Cincinnati - Northern Kentucky Intl.
ORD
O'Hare Intl.
$200 Roundtrip, found 4 hours ago
$200
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Sep 1 from Cincinnati - Northern Kentucky Intl. to O'Hare Intl., returning Sat, Sep 5, priced at $200 found 4 hours ago
American Airlines
Sat, Sep 5 - Sat, Sep 5
CVG
Cincinnati - Northern Kentucky Intl.
ORD
O'Hare Intl.
$233 Roundtrip, found 4 hours ago
$233
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Sep 5 from Cincinnati - Northern Kentucky Intl. to O'Hare Intl., returning Sat, Sep 5, priced at $233 found 4 hours ago
Frontier Airlines
Tue, Sep 1 - Tue, Sep 15
LAS
Harry Reid Intl.
MDW
Midway Intl.
$250 Roundtrip, found 5 days ago
$250
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Sep 1 from Harry Reid Intl. to Midway Intl., returning Tue, Sep 15, priced at $250 found 5 days ago
Frontier Airlines
Thu, Aug 27 - Sat, Aug 29
LAX
Los Angeles Intl.
MDW
Midway Intl.
$252 Roundtrip, found 2 days ago
$252
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Aug 27 from Los Angeles Intl. to Midway Intl., returning Sat, Aug 29, priced at $252 found 2 days ago
Alaska Airlines
Wed, Sep 23 - Sat, Sep 26
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$255 Roundtrip, just found
$255
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, Sep 23 from Harry Reid Intl. to O'Hare Intl., returning Sat, Sep 26, priced at $255 just found
JetBlue Airways
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$311 Roundtrip, found 2 days ago
$311
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $311 found 2 days ago
Sun Country Airlines
Thu, Aug 20 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$361 Roundtrip, found 2 days ago
$361
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Thu, Aug 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Aug 23, priced at $361 found 2 days ago
American Airlines
Thu, Jul 30 - Sat, Aug 1
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$398 Roundtrip, found 1 day ago
$398
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jul 30 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Aug 1, priced at $398 found 1 day ago
Frontier Airlines
Wed, Jul 22 - Mon, Jul 27
CVG
Cincinnati - Northern Kentucky Intl.
MDW
Midway Intl.
$422 Roundtrip, found 20 hours ago
$422
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Wed, Jul 22 from Cincinnati - Northern Kentucky Intl. to Midway Intl., returning Mon, Jul 27, priced at $422 found 20 hours ago

Cheap Flights to Countryside

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

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

Frequently Asked Questions About flights to Countryside

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

What is the cheapest month to fly to Countryside?

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 Countryside are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Countryside?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Countryside.

What airport is best to fly into Countryside?

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

How much are flights to Countryside?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Countryside on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $76, 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 Countryside?

The trick to saving a stack of cash on your flight to Countryside? 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 $76 right now, why wait?

Countryside Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$76

Last Minute Hotel Deals in Countryside

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Get rates
Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,800 reviews)
"Great stay"

Reviewed on Jul 20, 2026

Get rates
The Chicago Hotel Collection Ambassador Gold Coast
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,938 reviews)
"This hotel was awful! The location was nice but the hotel is run down and is overdue for an update. The entire stay we had to use dirty towels because they kept saying they didn’t have any clean towels, as the linen company hadn’t delivered any. Full refund immediately!"

Reviewed on Jul 20, 2026

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The Wade
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
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Omni Chicago Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
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Hilton Chicago O'Hare Airport
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
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Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
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Hotel Riu Plaza Chicago
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,345 reviews)
"We were in town for a concert. The location was great and the price was good. Check in and check out was easy. They even upgraded us to a larger room. It was very appreciated. The room was clean and comfortable. The only negative was waiting on an elevator which could take 15 mins. That seems to ..."

Reviewed on Jul 20, 2026

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River Hotel
See all 4,819 properties in Countryside
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.

Top Hotels With Free Airport Shuttle

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! (1,545 reviews)
"This hotel has the potential to be really nice, they just need to have better maintenance at the property in a little bit better housekeeping. Our bathtub was clogged and we were in ankle deep water for each shower housekeeping did a refresh on our room and did the bare minimum and did not replace ..."

Reviewed on Jul 20, 2026

Get rates
William Tell Hotel MOD Collection by Sonesta
See all 4,819 properties in Countryside
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.