Search Cheap Flights to
Countryside

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Countryside Flights as Low as $63

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

Frontier Airlines
Wed, Nov 6 - Wed, Nov 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$63 Roundtrip, found 21 hours ago
$63
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Wed, Nov 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Nov 6, priced at $63 found 21 hours ago
Frontier Airlines
Tue, Oct 29 - Wed, Oct 30
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 20 hours ago
$68
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Tue, Oct 29 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Oct 30, priced at $68 found 20 hours ago
Frontier Airlines
Thu, Oct 17 - Mon, Oct 28
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$68 Roundtrip, found 21 hours ago
$68
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Thu, Oct 17 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Mon, Oct 28, priced at $68 found 21 hours ago
Spirit Airlines
Tue, Nov 19 - Wed, Nov 20
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 3 days ago
$72
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Nov 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Nov 20, priced at $72 found 3 days ago
Frontier Airlines
Wed, Oct 9 - Wed, Oct 16
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$83 Roundtrip, found 5 days ago
$83
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Oct 9 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, Oct 16, priced at $83 found 5 days ago
Frontier Airlines
Fri, Sep 27 - Mon, Oct 7
MIA
Miami Intl.
MDW
Midway Intl.
$93 Roundtrip, found 6 days ago
$93
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Sep 27 from Miami Intl. to Midway Intl., returning Mon, Oct 7, priced at $93 found 6 days ago
Frontier Airlines
Thu, Sep 26 - Thu, Sep 26
MIA
Miami Intl.
ORD
O'Hare Intl.
$105 Roundtrip, found 3 days ago
$105
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Sep 26 from Miami Intl. to O'Hare Intl., returning Thu, Sep 26, priced at $105 found 3 days ago
Frontier Airlines
Wed, Oct 9 - Mon, Oct 21
SAT
San Antonio Intl.
MDW
Midway Intl.
$116 Roundtrip, found 6 days ago
$116
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Oct 9 from San Antonio Intl. to Midway Intl., returning Mon, Oct 21, priced at $116 found 6 days ago
Frontier Airlines
Wed, Oct 30 - Thu, Oct 31
SAT
San Antonio Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 20 hours ago
$118
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Wed, Oct 30 from San Antonio Intl. to O'Hare Intl., returning Thu, Oct 31, priced at $118 found 20 hours ago
American Airlines
Wed, Nov 6 - Wed, Nov 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 21 hours ago
$132
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Wed, Nov 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Nov 6, priced at $132 found 21 hours ago
United
Wed, Nov 6 - Wed, Nov 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 21 hours ago
$137
Roundtrip
found 21 hours ago
Select United flight, departing Wed, Nov 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Nov 6, priced at $137 found 21 hours ago
Delta
Sat, Oct 19 - Tue, Oct 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Oct 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Oct 22, priced at $137 found 3 days ago
Contour Airlines
Sun, Oct 6 - Wed, Oct 9
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$187 Roundtrip, found 16 hours ago
$187
Roundtrip
found 16 hours ago
Select Contour Airlines flight, departing Sun, Oct 6 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Oct 9, priced at $187 found 16 hours ago
JetBlue Airways
Tue, Nov 5 - Wed, Nov 13
MIA
Miami Intl.
ORD
O'Hare Intl.
$192 Roundtrip, found 5 days ago
$192
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Nov 5 from Miami Intl. to O'Hare Intl., returning Wed, Nov 13, priced at $192 found 5 days ago
Delta
Tue, Oct 8 - Sat, Oct 12
DAL
Love Field
ORD
O'Hare Intl.
$198 Roundtrip, found 6 days ago
$198
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Oct 8 from Love Field to O'Hare Intl., returning Sat, Oct 12, priced at $198 found 6 days ago
Delta
Tue, Sep 24 - Sat, Sep 28
DAL
Love Field
MDW
Midway Intl.
$296 Roundtrip, found 4 days ago
$296
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 24 from Love Field to Midway Intl., returning Sat, Sep 28, priced at $296 found 4 days 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 November, 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 16 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 $63, 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 $63 right now, why wait?

Countryside Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$62

Last Minute Hotel Deals in Countryside

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $189 per night from Sep 30 to Oct 1
$189
includes taxes & fees
Sep 30 - Oct 1
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (7,819 reviews)
"Old hotel outside, but inside is nice. Very convenient location, fast & easy walking to many places. Elevators are fast and too many never crowded."

Reviewed on Sep 19, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $144 per night from Sep 29 to Sep 30
$144
includes taxes & fees
Sep 29 - Sep 30
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (3,408 reviews)
"Very clean room, shower water pressure was actually amazing, and really helpful after my 21 hour day! Pedro at the front desk was very helpful, super polite, great first impression for this hotel! Would definitely recommend this hotel!"

Reviewed on Sep 21, 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
The price is $235 per night from Sep 23 to Sep 24
$235
includes taxes & fees
Sep 23 - Sep 24
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (2,553 reviews)
"The room"

Reviewed on Sep 19, 2024

Eurostars Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
The price is $144 per night from Sep 29 to Sep 30
$144
includes taxes & fees
Sep 29 - Sep 30
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.4/10 Very Good! (3,226 reviews)
"Check-in service seems iffy. I was told I would get a text when the room was ready, but 40 minutes after 3pm I got tired of waiting and checked with the clerk. He said the room was ready. I also called down for additional towels, but no one ever showed up. Not a huge deal, just a little irritating. ..."

Reviewed on Sep 21, 2024

Club Quarters Hotel, Central Loop, Chicago
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
The price is $173 per night from Sep 23 to Sep 24
$173
includes taxes & fees
Sep 23 - Sep 24
Stay at this 4-star boutique hotel in Chicago. Enjoy a 24-hour health club, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
7.8/10 Good! (1,074 reviews)
"No microwave in my room 605. I dont like that."

Reviewed on Sep 21, 2024

Hotel Felix River North/Magnificent Mile
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
The price is $205 per night from Sep 30 to Oct 1
$205
includes taxes & fees
Sep 30 - Oct 1
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8/10 Very Good! (2,989 reviews)
"The place is beautiful the rooms are so spacious and loved the microwave and the fridge in the room I loved the breakfast it was amazing plus their two free drink voucher and snacks every day But the sirens of the city kept me up it is very loud but then it is a city"

Reviewed on Sep 20, 2024

Embassy Suites by Hilton Chicago Downtown River North
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
The price is $195 per night from Sep 23 to Sep 24
$195
includes taxes & fees
Sep 23 - Sep 24
Book a stay at this family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
7.8/10 Good! (2,802 reviews)
Second home
"Always like home away from home"

Reviewed on Sep 20, 2024

Warwick Allerton - Chicago
Freehand Chicago
Freehand Chicago
4 out of 5
19 East Ohio Street, Chicago, IL
The price is $141 per night from Oct 2 to Oct 3
$141
includes taxes & fees
Oct 2 - Oct 3
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (1,340 reviews)
I love the hotel and the service
"Goot time"

Reviewed on Sep 19, 2024

Freehand Chicago
See all 4,106 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

Holiday Inn Chicago SW-Countryside ConfCtr
Holiday Inn Chicago SW-Countryside ConfCtr
3.5 out of 5
6201 Joliet Rd, Countryside, IL
The price is $130 per night from Oct 6 to Oct 7
$130
includes taxes & fees
Oct 6 - Oct 7
Stay at this 3.5-star business-friendly hotel in Countryside. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the clean rooms ...
7.4/10 Good! (1,002 reviews)
"Bien"

Reviewed on Sep 17, 2024

Holiday Inn Chicago SW-Countryside ConfCtr
See all 4,106 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.