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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 13 hours ago
$76
Roundtrip
found 13 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 13 hours ago
Frontier Airlines
Thu, Sep 24 - Sun, Sep 27
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$162 Roundtrip, found 7 hours ago
$162
Roundtrip
found 7 hours 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 7 hours 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
Bargain Flight
Wed, Jul 22 - Mon, Jul 27
CVG
Cincinnati - Northern Kentucky Intl.
ORD
O'Hare Intl.
$214 Roundtrip, found 10 hours ago
$214
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Wed, Jul 22 from Cincinnati - Northern Kentucky Intl. to O'Hare Intl., returning Mon, Jul 27, priced at $214 found 10 hours ago
Delta
Mon, Sep 28 - Mon, Oct 5
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$221 Roundtrip, found 6 days ago
$221
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Sep 28 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Mon, Oct 5, priced at $221 found 6 days ago
American Airlines
Thu, Sep 3 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 3 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Sep 6, priced at $240 found 1 day ago
Frontier Airlines
Thu, Oct 22 - Sat, Oct 24
ONT
Ontario Intl. Airport
ORD
O'Hare Intl.
$245 Roundtrip, found 3 days ago
$245
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 22 from Ontario Intl. Airport to O'Hare Intl., returning Sat, Oct 24, priced at $245 found 3 days ago
Frontier Airlines
Thu, Aug 27 - Mon, Aug 31
ONT
Ontario Intl. Airport
MDW
Midway Intl.
$250 Roundtrip, found 4 days ago
$250
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Aug 27 from Ontario Intl. Airport to Midway Intl., returning Mon, Aug 31, priced at $250 found 4 days ago
JetBlue Airways
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day 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 1 day ago
Alaska Airlines
Thu, Oct 22 - Sat, Oct 24
ONT
Ontario Intl. Airport
ORD
O'Hare Intl.
$317 Roundtrip, found 3 days ago
$317
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Thu, Oct 22 from Ontario Intl. Airport to O'Hare Intl., returning Sat, Oct 24, priced at $317 found 3 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 9 hours ago
$422
Roundtrip
found 9 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 9 hours ago
Arajet
Sun, Sep 20 - Mon, Oct 5
LIM
Jorge Chávez Intl.
ORD
O'Hare Intl.
$631 Roundtrip, found 9 hours ago
$631
Roundtrip
found 9 hours ago
Select Arajet flight, departing Sun, Sep 20 from Jorge Chávez Intl. to O'Hare Intl., returning Mon, Oct 5, priced at $631 found 9 hours ago
Air Canada
Sat, Nov 7 - Fri, Nov 13
LIM
Jorge Chávez Intl.
ORD
O'Hare Intl.
$661 Roundtrip, found 9 hours ago
$661
Roundtrip
found 9 hours ago
Select Air Canada flight, departing Sat, Nov 7 from Jorge Chávez Intl. to O'Hare Intl., returning Fri, Nov 13, priced at $661 found 9 hours ago
Delta
Wed, Nov 11 - Mon, Nov 16
LIM
Jorge Chávez Intl.
MDW
Midway Intl.
$768 Roundtrip, found 9 hours ago
$768
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Nov 11 from Jorge Chávez Intl. to Midway Intl., returning Mon, Nov 16, priced at $768 found 9 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 14 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 ...
8.8/10 Excellent! (2,858 reviews)
"Overall, I thought the hotel was excellent, and the staff was very attentive. One thing I would have liked to see was a bar that is open all day because the hotel is close to O’Hare Airport and it’s very busy. And also host, conventions and conferences and people are always looking for an open ..."

Reviewed on Jul 20, 2026

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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! (1,789 reviews)
"Always started the night with the bar and the staff was always very helpful. Always a great stay"

Reviewed on Jul 20, 2026

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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! (1,936 reviews)
"The only thing was we asked for an extra pillow and it was never delivered."

Reviewed on Jul 19, 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 ...
9.4/10 Exceptional! (4,756 reviews)
"Big rooms, nice lobby, and great breakfast. Good location and easy check in."

Reviewed on Jul 20, 2026

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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! (5,341 reviews)
"Beautiful views, excellent location, clean room. Staff were friendly and helpful!"

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 ...
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.