Search Cheap Flights to
Countryside

Name: Fairmont Chicago at Millennium Park
Rating: 8.6

Photo by Monica Ferro

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Countryside Flights as Low as $60

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

All deals

One way

Roundtrip

Tue, Sep 23 - Tue, Sep 30

ATL

Hartsfield-Jackson Atlanta Intl.

MDW

Midway Intl.

$60

Roundtrip

found 1 day ago

Wed, Aug 13 - Sat, Aug 16

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$72

Roundtrip

found 5 hours ago

Thu, Aug 7 - Wed, Aug 13

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$75

Roundtrip

found 2 days ago

Mon, Oct 6 - Thu, Oct 16

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$80

Roundtrip

found 2 days ago

Sat, Oct 18 - Sat, Oct 18

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$132

Roundtrip

found 2 days ago

Sat, Sep 6 - Sat, Sep 6

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$134

Roundtrip

found 1 day ago

Sat, Aug 30 - Sat, Aug 30

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$134

Roundtrip

found 2 days ago

Thu, Sep 4 - Thu, Sep 4

MEM

Memphis Intl.

ORD

O'Hare Intl.

$156

Roundtrip

found 3 days ago

Thu, Aug 21 - Fri, Aug 22

PHL

Philadelphia Intl.

MDW

Midway Intl.

$167

Roundtrip

found 2 days ago

Tue, Aug 26 - Tue, Aug 26

DAL

Love Field

ORD

O'Hare Intl.

$191

Roundtrip

found 2 days ago

Sat, Sep 6 - Tue, Sep 9

DAL

Love Field

MDW

Midway Intl.

$197

Roundtrip

found 5 hours ago

Tue, Oct 14 - Tue, Oct 21

MEM

Memphis Intl.

MDW

Midway Intl.

$197

Roundtrip

found 1 hour ago

Wed, Aug 6 - Mon, Aug 11

TTN

Mercer

MDW

Midway Intl.

$218

Roundtrip

found 1 day ago

Fri, Aug 8 - Wed, Aug 13

TTN

Mercer

ORD

O'Hare Intl.

$223

Roundtrip

found 1 day ago

Tue, Sep 2 - Sat, Sep 6

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$229

Roundtrip

found 5 days ago

Tue, Dec 23 - Tue, Dec 30

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$325

Roundtrip

found 2 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 September, 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 $60, 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 $60 right now, why wait?

Countryside Flight Information
Destination airport	O'Hare Intl.
Destination airport IATA code	ORD
Roundtrip price	$88

Last Minute Hotel Deals in Countryside

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

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 ...

7.8/10 Good! (9,025 reviews)

"Room a little small but excellent view of the Lake from the 13th floor... Sevice was awsome."

Reviewed on Jul 28, 2025

Get rates

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL

Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...

9/10 Wonderful! (2,134 reviews)

"Excellent hotel, but the elevators are in major need of renovation. Very slow elevators causing crowding and long lines."

Reviewed on Jul 28, 2025

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Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...

8.8/10 Excellent! (2,555 reviews)

"Please diversify food options and open pool. Delayed check in but otherwise great property good staff."

Reviewed on Jul 28, 2025

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Crowne Plaza Chicago West Loop by IHG

25 South Halsted Street, Chicago, IL

Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...

8.8/10 Excellent! (1,319 reviews)

"Great location. Very walkable to restaurants and bars. Not far from Michigan Ave, very quick Uber ride or about a 25 - 30 minute walk. The hotel is very good with very friendly staff. Its clean, but our room was showing some wear and tear. There was some minor mold in ine corner of the tub, the bed ..."

Reviewed on Jul 28, 2025

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Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...

8.4/10 Very Good! (4,554 reviews)

"Close to most attractions"

Reviewed on Jul 26, 2025

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citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...

9.2/10 Wonderful! (3,470 reviews)

"Great room and hotel. Loved the lobby and the terrace. The iPad in the room was pretty cool and the bed was comfortable. No complaints with the bathroom. I wish there was an ice machine, I had to get ice from the bar in the lobby. It would be nice to have some discounted parking, but I was able to ..."

Reviewed on Jul 28, 2025

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The Whitehall Hotel, BW Premier Collection

105 E Delaware Pl, Chicago, IL

Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...

8.2/10 Very Good! (3,545 reviews)

"Staff were nice to upgrade us because of my wife birthday coming up."

Reviewed on Jul 27, 2025

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Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago, IL

Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

8.6/10 Excellent! (1,833 reviews)

"We recently stayed at the Fairmont Chicago Millennium Park in a Gold Level room for 2 nights and overall had a very good experience. The room was clean, well-sized, and the bed was very comfortable. Water pressure in the shower was excellent—something we definitely appreciate after a long day of ..."

Reviewed on Jul 28, 2025

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See all 4,919 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 by IHG

6201 Joliet Rd, Countryside, IL

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 ...

7.8/10 Good! (1,033 reviews)

"We did have to change rooms, due to the first one having a foul odor and being dirty. However, we were quickly put in a new room that was much better"

Reviewed on Jul 26, 2025

Get rates

See all 4,919 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.

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