Cheap flights To Cary (CHI) from $37

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Cheap Flights to Cary from $37 One Way, $70 Round Trip

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

Thu, Apr 30 - Tue, May 5
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$70 Roundtrip, found 5 hours ago
$70
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, May 5, priced at $70 found 5 hours ago
Tue, May 5 - Wed, May 6
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 3 hours ago
$78
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, May 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, May 6, priced at $78 found 3 hours ago
Thu, Apr 30 - Wed, May 6
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$82 Roundtrip, found 6 hours ago
$82
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, May 6, priced at $82 found 6 hours ago
Thu, Apr 23 - Sat, Apr 25
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$83 Roundtrip, just found
$83
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Apr 23 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Apr 25, priced at $83 just found
Tue, Apr 28 - Tue, May 5
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$83 Roundtrip, found 5 hours ago
$83
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, May 5, priced at $83 found 5 hours ago
Mon, Apr 13 - Tue, Apr 14
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$87 Roundtrip, found 14 hours ago
$87
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Mon, Apr 13 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Apr 14, priced at $87 found 14 hours ago
Thu, Apr 30 - Wed, May 6
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 6 hours ago
$88
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Thu, Apr 30 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, May 6, priced at $88 found 6 hours ago
Wed, May 6 - Sat, May 9
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$91 Roundtrip, found 3 hours ago
$91
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, May 6 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, May 9, priced at $91 found 3 hours ago
Tue, Apr 21 - Sat, Apr 25
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$91 Roundtrip, just found
$91
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Apr 21 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Apr 25, priced at $91 just found
Thu, Apr 9 - Wed, Apr 22
LGA
LaGuardia
ORD
O'Hare Intl.
$104 Roundtrip, found 6 days ago
$104
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, Apr 9 from LaGuardia to O'Hare Intl., returning Wed, Apr 22, priced at $104 found 6 days ago

Cary Flight Information

Traveling To
Cary
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines
Flight Price
$70
Earliest Departing Flight
Latest Departing Flight

Flights Review

Mar 10, 2018

Great overall service. Smooth landing. Plane was even early.

A verified traveler
Denver to Chicago · United

Book Your Flight & Hotel Together & Save

Cary economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

May 2 - May 4

2 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $728, price is now $455 per person
$455
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

May 10 - May 16

6 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Spirit Airlines • Coach
Save 100% on your flight
Price was $1,417, price is now $972 per person
$972
per person
just found
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

May 12 - May 15

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Spirit Airlines • Coach
Save 100% on your flight
Price was $735, price is now $512 per person
$512
per person
found 1 day ago
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Cary premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Chicago - Oak Forest by IHG
2.5-star property

Holiday Inn Express & Suites Chicago - Oak Forest by IHG

9/10 Wonderful! (533 reviews)

May 8 - May 10

2 night stay

San Francisco (SFO) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $853, price is now $803 per person
$803
per person
found 2 hours ago
Very clean rooms and building. Staff is the best. Theo, Bri and Toi are so accomadating

Reviewed on Jan 17, 2026

Hilton Garden Inn Merrillville
3.0-star property

Hilton Garden Inn Merrillville

8.4/10 Very Good! (1,000 reviews)

May 8 - May 10

2 night stay

San Francisco (SFO) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $858, price is now $836 per person
$836
per person
found 2 hours ago
Would definitely stay here again. Perfect overnight stop on a long road trip.

Reviewed on Nov 22, 2025

Holiday Inn Express & Suites Merrillville by IHG
2.5-star property

Holiday Inn Express & Suites Merrillville by IHG

8.4/10 Very Good! (772 reviews)

May 8 - May 10

2 night stay

San Francisco (SFO) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $876, price is now $859 per person
$859
per person
found 2 hours ago
We stayed 3 nights with family of 4. One of the cleanest properties we've stayed at. When we went down the hallway of our hotel room, it smelled of cleaning chemicals which was nice to know it was cleaned and not musty. Air conditioner in room was cold. Bedding was fresh on beds. Mattresses were not the most comfortable, but cleanliness of the room made up for it. Breakfast was great. Lots of options and was constantly refilled to not run out of hot or cold food options. We utilized the washer and dryer on site. Was affordable, but there was no option to purchase detergent. Dryer didn't get hot enough to completely dry our clothes. Check in and out was a breeze. Friendly and attentive staff. Would absolutely stay here again.

Reviewed on Jul 22, 2025

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Cary first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,582 reviews)

May 7 - May 12

5 night stay

Seattle (SEA) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,300, price is now $1,103 per person
$1,103
per person
found 1 day ago
The rooms were clean and smelled fresh.

Reviewed on Jan 8, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (3,495 reviews)

May 7 - May 12

5 night stay

Seattle (SEA) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,668, price is now $1,230 per person
$1,230
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.

Reviewed on Jan 14, 2026

Eurostars Magnificent Mile
4.0-star property

Eurostars Magnificent Mile

9/10 Wonderful! (3,314 reviews)

May 7 - May 12

5 night stay

Seattle (SEA) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,535, price is now $1,300 per person
$1,300
per person
found 1 day ago
In convenient area either by walking or uber

Reviewed on Oct 18, 2025

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Cary

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More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.