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Darien

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Darien Flights as Low as $100

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

Spirit Airlines
Thu, Sep 4 - Mon, Sep 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 2 hours ago
$100
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Thu, Sep 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Sep 8, priced at $100 found 2 hours ago
Frontier Airlines
Tue, Jul 8 - Tue, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$103 Roundtrip, found 2 days ago
$103
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $103 found 2 days ago
Frontier Airlines
Wed, May 21 - Sun, May 25
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$105 Roundtrip, found 6 days ago
$105
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, May 21 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sun, May 25, priced at $105 found 6 days ago
Spirit Airlines
Sun, Jun 8 - Wed, Jun 11
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$112 Roundtrip, found 6 hours ago
$112
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sun, Jun 8 from George Bush Intercontinental to O'Hare Intl., returning Wed, Jun 11, priced at $112 found 6 hours ago
Frontier Airlines
Mon, Jun 30 - Fri, Jul 4
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$135 Roundtrip, found 6 hours ago
$135
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, Jun 30 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Fri, Jul 4, priced at $135 found 6 hours ago
Frontier Airlines
Tue, Jul 29 - Sun, Aug 3
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$146 Roundtrip, found 6 hours ago
$146
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Jul 29 from Dallas-Fort Worth Intl. to Midway Intl., returning Sun, Aug 3, priced at $146 found 6 hours ago
American Airlines
Tue, Jul 8 - Tue, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $152 found 2 days ago
Delta
Tue, Jul 8 - Tue, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $152 found 2 days ago
Frontier Airlines
Fri, Jun 20 - Mon, Jun 30
IAH
George Bush Intercontinental
MDW
Midway Intl.
$155 Roundtrip, found 4 hours ago
$155
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Jun 20 from George Bush Intercontinental to Midway Intl., returning Mon, Jun 30, priced at $155 found 4 hours ago
United
Sat, Aug 9 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 4 hours ago
$157
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Aug 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 12, priced at $157 found 4 hours ago
Delta
Tue, Jul 15 - Tue, Jul 15
DAL
Love Field
ORD
O'Hare Intl.
$194 Roundtrip, found 6 hours ago
$194
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Jul 15 from Love Field to O'Hare Intl., returning Tue, Jul 15, priced at $194 found 6 hours ago
Delta
Wed, Jun 25 - Sat, Jun 28
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 6 hours ago
$197
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Jun 25 from Love Field to Midway Intl., returning Sat, Jun 28, priced at $197 found 6 hours ago
Contour Airlines
Thu, Jun 26 - Sun, Jun 29
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$213 Roundtrip, found 6 hours ago
$213
Roundtrip
found 6 hours ago
Select Contour Airlines flight, departing Thu, Jun 26 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sun, Jun 29, priced at $213 found 6 hours ago
JetBlue Airways
Thu, Sep 4 - Mon, Sep 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$338 Roundtrip, found 2 hours ago
$338
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, Sep 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Sep 8, priced at $338 found 2 hours ago
Turkish Airlines
Mon, Jun 16 - Thu, Jul 3
AMM
Queen Alia Intl.
ORD
O'Hare Intl.
$1,044 Roundtrip, found 2 hours ago
$1,044
Roundtrip
found 2 hours ago
Select Turkish Airlines flight, departing Mon, Jun 16 from Queen Alia Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $1,044 found 2 hours ago
Etihad Airways
Thu, Jun 19 - Fri, Jul 11
AMM
Queen Alia Intl.
ORD
O'Hare Intl.
$1,050 Roundtrip, found 2 hours ago
$1,050
Roundtrip
found 2 hours ago
Select Etihad Airways flight, departing Thu, Jun 19 from Queen Alia Intl. to O'Hare Intl., returning Fri, Jul 11, priced at $1,050 found 2 hours 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 September, 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 $100, 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 $100 right now, why wait?

Darien Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$100

Last Minute Hotel Deals in Darien

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 free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,856 reviews)
"Always a great choice."

Reviewed on May 17, 2025

Get rates
Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
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! (4,178 reviews)
"Friendly knowledgeable staff. Comfortable room. Walkable location. Very good restaurant next door."

Reviewed on May 19, 2025

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River Hotel
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
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! (3,065 reviews)
"Great value for money. Great location, breakfast and gymn. Decor is a bit avante garde,"

Reviewed on May 18, 2025

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citizenM Chicago Downtown
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
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. ...
8.2/10 Very Good! (4,078 reviews)
"I loved the breakfast and happy hour. It was nice to have that experience. The room was clean and the main areas were also clean and welcoming."

Reviewed on May 18, 2025

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Embassy Suites by Hilton Chicago Downtown River North
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,589 reviews)
"Everything was great the room was clean I like the staff was every attentive and Juan the server was Awesome I will be back in a few weeks"

Reviewed on May 13, 2025

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Holiday Inn Chicago Dwtn - The Mart by IHG
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
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 ...
8/10 Very Good! (1,685 reviews)
"This one was great. The only complaint I have is it is $100 fee and they have a destination fee. That’s like $26 a day and they’ll deduct it from the hundred dollar deposit that you put on the room so depending on how long you stayyou won’t get back much And the valet is $73 a day and you have to ..."

Reviewed on May 19, 2025

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Hotel Felix River North/Magnificent Mile
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
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! (1,035 reviews)
"Good location and good value. Phones no longer working (take them out). Wife said it was a bit dirty: seemed fine to me."

Reviewed on May 16, 2025

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Crowne Plaza Chicago West Loop by IHG
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 eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,567 reviews)
"Nice location for event center access, noise from airport is a lot."

Reviewed on May 14, 2025

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Hyatt Regency O'Hare Chicago
See all 3,415 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.