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Darien

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Darien Flights as Low as $63

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

Frontier Airlines
Tue, Feb 4 - Tue, Feb 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$63 Roundtrip, found 1 day ago
$63
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Feb 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Feb 4, priced at $63 found 1 day ago
Frontier Airlines
Fri, Dec 6 - Wed, Dec 18
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Dec 6 from Philadelphia Intl. to O'Hare Intl., returning Wed, Dec 18, priced at $78 found 1 day ago
Frontier Airlines
Tue, Dec 24 - Mon, Jan 6
PHL
Philadelphia Intl.
MDW
Midway Intl.
$83 Roundtrip, found 3 days ago
$83
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Dec 24 from Philadelphia Intl. to Midway Intl., returning Mon, Jan 6, priced at $83 found 3 days ago
Frontier Airlines
Wed, Nov 27 - Thu, Nov 28
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$83 Roundtrip, found 1 day ago
$83
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Nov 27 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Thu, Nov 28, priced at $83 found 1 day ago
Frontier Airlines
Wed, Dec 25 - Mon, Jan 6
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Dec 25 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Mon, Jan 6, priced at $98 found 2 days ago
Spirit Airlines
Wed, Jan 8 - Wed, Jan 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Jan 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jan 15, priced at $113 found 1 day ago
Spirit Airlines
Thu, Dec 5 - Mon, Dec 9
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$121 Roundtrip, found 6 hours ago
$121
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Thu, Dec 5 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Mon, Dec 9, priced at $121 found 6 hours ago
Delta
Tue, Feb 4 - Tue, Feb 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Feb 4, priced at $132 found 1 day ago
American Airlines
Tue, Feb 4 - Tue, Feb 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Feb 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Feb 4, priced at $132 found 1 day ago
United
Tue, Feb 4 - Tue, Feb 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select United flight, departing Tue, Feb 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Feb 4, priced at $137 found 1 day ago
Frontier Airlines
Thu, Jan 23 - Thu, Jan 30
SMF
Sacramento Intl.
MDW
Midway Intl.
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Jan 23 from Sacramento Intl. to Midway Intl., returning Thu, Jan 30, priced at $138 found 3 days ago
Frontier Airlines
Fri, Jan 10 - Thu, Jan 23
SMF
Sacramento Intl.
ORD
O'Hare Intl.
$158 Roundtrip, found 4 days ago
$158
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Jan 10 from Sacramento Intl. to O'Hare Intl., returning Thu, Jan 23, priced at $158 found 4 days ago
Frontier Airlines
Tue, Dec 31 - Thu, Jan 2
TTN
Mercer
MDW
Midway Intl.
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Dec 31 from Mercer to Midway Intl., returning Thu, Jan 2, priced at $158 found 1 day ago
JetBlue Airways
Wed, Jan 8 - Thu, Jan 9
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$180 Roundtrip, found 2 days ago
$180
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jan 8 from Philadelphia Intl. to O'Hare Intl., returning Thu, Jan 9, priced at $180 found 2 days ago
Delta
Tue, Feb 4 - Tue, Feb 4
DAL
Love Field
ORD
O'Hare Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 4 from Love Field to O'Hare Intl., returning Tue, Feb 4, priced at $191 found 1 day ago
Delta
Thu, Nov 28 - Thu, Dec 5
DAL
Love Field
MDW
Midway Intl.
$617 Roundtrip, found 1 day ago
$617
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Nov 28 from Love Field to Midway Intl., returning Thu, Dec 5, priced at $617 found 1 day ago

Cheap Flights to Darien

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

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

Frequently Asked Questions About flights to Darien

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

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 Darien are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Darien?

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 Darien.

What airport is best to fly into Darien?

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

How much are flights to Darien?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Darien 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 Darien?

The trick to saving a stack of cash on your flight to Darien? 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?

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

Last Minute Hotel Deals in Darien

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $115 per night from Nov 26 to Nov 27
$115
includes taxes & fees
Nov 26 - Nov 27
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! (8,119 reviews)
"It is an old building so We were very pleased with how clean the rooms were. Tub drained slowly but did not affect our shower schedules. Radiator was a little confusing but it didn’t bother is because the weather was beautiful. Will stay again"

Reviewed on Nov 20, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $123 per night from Dec 23 to Dec 24
$123
includes taxes & fees
Dec 23 - Dec 24
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! (3,547 reviews)
"I loved the view from my room! I loved that it is right in the middle of Downtown!!! I would stay here again."

Reviewed on Nov 21, 2024

River Hotel
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 $119 per night from Dec 23 to Dec 24
$119
includes taxes & fees
Dec 23 - Dec 24
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! (3,264 reviews)
"This is a go-to hotel for me near a yearly event I participate in. It's the best value of any of the hotels in its immediate surrounding area."

Reviewed on Nov 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 $124 per night from Nov 27 to Nov 28
$124
includes taxes & fees
Nov 27 - Nov 28
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
7.8/10 Good! (1,280 reviews)
"I loved how conveniently located it was, the staff was friendly, room was clean and I felt very safe! Would definitely return!"

Reviewed on Nov 20, 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 $136 per night from Dec 10 to Dec 11
$136
includes taxes & fees
Dec 10 - Dec 11
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 ...
8.2/10 Very Good! (3,227 reviews)
"Clean and nice good people staff"

Reviewed on Nov 21, 2024

Embassy Suites by Hilton Chicago Downtown River North
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
The price is $128 per night from Nov 25 to Nov 26
$128
includes taxes & fees
Nov 25 - Nov 26
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! (2,281 reviews)
"Beautiful high tech property. I would recommend to anyone staying in the Chicago area."

Reviewed on Nov 22, 2024

citizenM Chicago Downtown
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4 out of 5
100 W. Monroe St, Chicago, IL
The price is $136 per night from Nov 25 to Nov 26
$136
includes taxes & fees
Nov 25 - Nov 26
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,443 reviews)
"Location was close to grocery, restaurants, & shopping."

Reviewed on Nov 20, 2024

Hyatt Centric The Loop Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3 out of 5
10 E Grand Ave, Chicago, IL
The price is $119 per night from Dec 10 to Dec 11
$119
includes taxes & fees
Dec 10 - Dec 11
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (2,621 reviews)
"There was a lot of erratic individuals outside the building that would walk to the front doors and harass us as we were leaving. Next, I would have liked a hot tub and pool. Finally, most hotels include a breakfast with the hotel stay, but if I wanted to get the breakfast here I would have to ..."

Reviewed on Nov 22, 2024

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 3,371 properties in Darien
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.