Cheap flights To Cary (CHI) from $66
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Cheap Flights to Cary from $66 One Way, $127 Round Trip
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$127 Roundtrip, found 4 days ago
$127
Roundtrip
found 4 days ago
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$131 Roundtrip, found 1 day ago
$131
Roundtrip
found 1 day ago
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 7 hours ago
$132
Roundtrip
found 7 hours ago
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$135 Roundtrip, found 1 hour ago
$135
Roundtrip
found 1 hour ago
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 5 hours ago
$140
Roundtrip
found 5 hours ago
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$142 Roundtrip, just found
$142
Roundtrip
just found
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$145 Roundtrip, found 3 days ago
$145
Roundtrip
found 3 days ago
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$172 Roundtrip, just found
$172
Roundtrip
just found
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$196 Roundtrip, found 1 hour ago
$196
Roundtrip
found 1 hour ago
Cary Flight Information
Traveling To | Cary |
|---|---|
Destination Airport IATA Code | CHI |
Number of Airlines Serving | |
Airlines | Frontier Airlines, American Airlines |
Flight Price | $127 |
Earliest Departing Flight | |
Latest Departing Flight |
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Cary economy flight packages
Price found within the past 48 hours. Click for updated prices.
Cary premium economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Guesthouse Hotel
9.8/10 Exceptional! (407 reviews)
Sep 10 - Sep 14
4 night stay
Dallas (DFW) to Chicago (ORD)
Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,290, price is now $1,105 per person
$1,105
per person
found 1 day ago
I loved this hotel! It’s in a beautiful part of uptown Chicago (Andersonville- an adorable gayborhood), near lots of cute shops, thrift stores, pubs, and bakeries. It sits right across the street from a beautiful cemetery, filled with gorgeous old trees. The lobby is charming and welcoming, as is the rooftop deck, where you can see the Chicago skyline in the distance. The rooms are nicely decorated-tasteful, not overly adorned. Our room had a lovely balcony that we enjoyed. Beds were comfortable and everything was spotlessly clean. Our room was near the elevator, and I was concerned it would be noisy, but it wasn’t. These older buildings are sturdy, and the walls were quite soundproof. Our two bedroom/two bath suite with kitchen was fully equipped and worked well for a four day stay with two adults children. You can even cook full meals if you want to. The hotel is certainly not cheap. You will absolutely pay for the quality of your stay, but if you can swing it, it’s worth every penny.
Reviewed on Jul 13, 2026
Cary first class flight packages
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
8.8/10 Excellent! (1,928 reviews)
Sep 11 - Sep 17
6 night stay
Los Angeles (LAX) to Chicago (ORD)
American Airlines • FirstClass
Chicago (ORD) to Los Angeles (LAX)
Frontier Airlines • FirstClass
Price was $1,578, price is now $1,289 per person
$1,289
per person
found 1 day ago
Clean room, easy parking, good location to the airport
Reviewed on Jul 21, 2026
4.0-star property
The Guesthouse Hotel
9.8/10 Exceptional! (407 reviews)
Sep 11 - Sep 17
6 night stay
Los Angeles (LAX) to Chicago (ORD)
American Airlines • FirstClass
Chicago (ORD) to Los Angeles (LAX)
Frontier Airlines • FirstClass
Price was $2,589, price is now $2,069 per person
$2,069
per person
found 1 day ago
I loved this hotel! It’s in a beautiful part of uptown Chicago (Andersonville- an adorable gayborhood), near lots of cute shops, thrift stores, pubs, and bakeries. It sits right across the street from a beautiful cemetery, filled with gorgeous old trees. The lobby is charming and welcoming, as is the rooftop deck, where you can see the Chicago skyline in the distance. The rooms are nicely decorated-tasteful, not overly adorned. Our room had a lovely balcony that we enjoyed. Beds were comfortable and everything was spotlessly clean. Our room was near the elevator, and I was concerned it would be noisy, but it wasn’t. These older buildings are sturdy, and the walls were quite soundproof. Our two bedroom/two bath suite with kitchen was fully equipped and worked well for a four day stay with two adults children. You can even cook full meals if you want to. The hotel is certainly not cheap. You will absolutely pay for the quality of your stay, but if you can swing it, it’s worth every penny.
Reviewed on Jul 13, 2026
3.5-star property
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
8.6/10 Excellent! (2,933 reviews)
Sep 11 - Sep 17
6 night stay
Los Angeles (LAX) to Chicago (ORD)
American Airlines • FirstClass
Chicago (ORD) to Los Angeles (LAX)
Frontier Airlines • FirstClass
Price was $1,716, price is now $1,404 per person
$1,404
per person
found 1 day ago
The rooms are very nice. I didn’t like the parking.
Reviewed on Jul 21, 2026
Cary
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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.