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Darien

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Darien Flights as Low as $97

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

JetBlue Airways
Wed, Apr 30 - Tue, May 6
BOS
Logan Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 5 hours ago
$97
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Wed, Apr 30 from Logan Intl. to O'Hare Intl., returning Tue, May 6, priced at $97 found 5 hours ago
American Airlines
Tue, May 6 - Thu, May 8
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 6 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, May 8, priced at $97 found 1 day ago
Delta
Wed, May 28 - Thu, May 29
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 28 from Minneapolis - St. Paul Intl. to Midway Intl., returning Thu, May 29, priced at $97 found 1 day ago
United
Wed, Jun 4 - Mon, Jun 9
BOS
Logan Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 10 hours ago
$97
Roundtrip
found 10 hours ago
Select United flight, departing Wed, Jun 4 from Logan Intl. to O'Hare Intl., returning Mon, Jun 9, priced at $97 found 10 hours ago
Delta
Tue, Apr 29 - Sat, May 3
BOS
Logan Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 5 hours ago
$97
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Apr 29 from Logan Intl. to O'Hare Intl., returning Sat, May 3, priced at $97 found 5 hours ago
Sun Country Airlines
Thu, May 8 - Mon, May 12
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Thu, May 8 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, May 12, priced at $107 found 1 day ago
Delta
Sun, Apr 20 - Wed, Apr 23
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$143 Roundtrip, just found
$143
Roundtrip
just found
Select Delta flight, departing Sun, Apr 20 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Apr 23, priced at $143 just found
Frontier Airlines
Sat, Jul 19 - Tue, Jul 22
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 19 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Jul 22, priced at $190 found 1 day ago
Delta
Tue, May 20 - Wed, May 28
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, May 20 from Love Field to Midway Intl., returning Wed, May 28, priced at $197 found 6 days ago
Delta
Mon, May 12 - Tue, May 13
DAL
Love Field
ORD
O'Hare Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, May 12 from Love Field to O'Hare Intl., returning Tue, May 13, priced at $197 found 1 day ago
Spirit Airlines
Wed, Apr 2 - Mon, Apr 7
BOS
Logan Intl.
ORD
O'Hare Intl.
$211 Roundtrip, found 8 hours ago
$211
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Wed, Apr 2 from Logan Intl. to O'Hare Intl., returning Mon, Apr 7, priced at $211 found 8 hours ago
Frontier Airlines
Sat, Apr 5 - Tue, Apr 8
JFK
John F. Kennedy Intl.
MDW
Midway Intl.
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Apr 5 from John F. Kennedy Intl. to Midway Intl., returning Tue, Apr 8, priced at $250 found 1 day ago
Delta
Tue, May 27 - Tue, Jun 3
BOS
Logan Intl.
MDW
Midway Intl.
$253 Roundtrip, found 5 days ago
$253
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, May 27 from Logan Intl. to Midway Intl., returning Tue, Jun 3, priced at $253 found 5 days ago
Aeromexico
Wed, May 14 - Thu, May 15
MEX
Mexico City Intl.
ORD
O'Hare Intl.
$297 Roundtrip, found 8 hours ago
$297
Roundtrip
found 8 hours ago
Select Aeromexico flight, departing Wed, May 14 from Mexico City Intl. to O'Hare Intl., returning Thu, May 15, priced at $297 found 8 hours ago
Viva Aerobus
Fri, May 23 - Mon, May 26
TLC
Toluca Intl.
ORD
O'Hare Intl.
$313 Roundtrip, found 4 hours ago
$313
Roundtrip
found 4 hours ago
Select Viva Aerobus flight, departing Fri, May 23 from Toluca Intl. to O'Hare Intl., returning Mon, May 26, priced at $313 found 4 hours ago
Viva Aerobus
Fri, May 23 - Mon, May 26
NLU
Felipe Ángeles Intl.
ORD
O'Hare Intl.
$320 Roundtrip, found 4 hours ago
$320
Roundtrip
found 4 hours ago
Select Viva Aerobus flight, departing Fri, May 23 from Felipe Ángeles Intl. to O'Hare Intl., returning Mon, May 26, priced at $320 found 4 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 April, 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 $97, 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 $97 right now, why wait?

Darien Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$97

Last Minute Hotel Deals in Darien

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 $149 per night from Apr 13 to Apr 14
$149
includes taxes & fees
Apr 13 - Apr 14
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! (3,790 reviews)
"It was extremely hot on the 10th floor and our window would only open a tiny bit, but otherwise it was a lovely hotel and absolutely LOVED the happy hour with the 2 free drinks."

Reviewed on Mar 28, 2025

Embassy Suites by Hilton Chicago Downtown River North
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $128 per night from Mar 30 to Mar 31
$128
includes taxes & fees
Mar 30 - Mar 31
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! (3,958 reviews)
"The best stay"

Reviewed on Mar 26, 2025

River Hotel
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
The price is $108 per night from Apr 6 to Apr 7
$108
includes taxes & fees
Apr 6 - Apr 7
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 ...
8.6/10 Excellent! (1,004 reviews)
"People at the front desk were very kind and easy to check in. Room was very nice, clean, and comfortable."

Reviewed on Mar 25, 2025

Crowne Plaza Chicago West Loop by IHG
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 out of 5
225 N Wabash Ave, Chicago, IL
The price is $193 per night from Apr 13 to Apr 14
$193
includes taxes & fees
Apr 13 - Apr 14
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and ...
9.6/10 Exceptional! (1,962 reviews)
"I loved everything about my stay at L7 Chicago by Lotte. From the special note and mini cup cakes and lucky charms left my Courtney & Team for my bday. They gave me a perfect room with a view of the river! Which was my only desire. They hit the mark and they sure knew how to make a gal feel ..."

Reviewed on Mar 26, 2025

L7 Chicago by LOTTE
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 $115 per night from Apr 6 to Apr 7
$115
includes taxes & fees
Apr 6 - Apr 7
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! (3,114 reviews)
"Good location. Good dive bars and food options in every direction."

Reviewed on Mar 26, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $147 per night from Apr 1 to Apr 2
$147
includes taxes & fees
Apr 1 - Apr 2
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! (8,618 reviews)
"On my final night an incident occurred and I appreciated the front desk clerk for accommodating me by switching me rooms as I was uncomfortable being next door to where the incident occurred. Sincerely appreciate her immensely for that! I’ve enjoyed staying here and definitely will again!"

Reviewed on Mar 26, 2025

Congress Plaza Hotel
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
The price is $126 per night from Mar 30 to Mar 31
$126
includes taxes & fees
Mar 30 - Mar 31
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! (2,841 reviews)
"Efficiency of the room & hotel"

Reviewed on Mar 27, 2025

citizenM Chicago Downtown
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
The price is $144 per night from Mar 30 to Mar 31
$144
includes taxes & fees
Mar 30 - Mar 31
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! (1,438 reviews)
"5 star rating!"

Reviewed on Mar 26, 2025

Hyatt Regency O'Hare Chicago
See all 3,405 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.