Cheap Flights to Cook County from $29

View $29 flight on Mon, Jan 26, 2026Opens in a new window

Popular airlines to Cook County

  • Delta

    Delta

  • American Airlines

    American Airlines

  • United

    United

  • Frontier Airlines

    Frontier Airlines

  • Southwest Airlines

    Southwest Airlines

  • Spirit Airlines

    Spirit Airlines

  • JetBlue Airways

    JetBlue Airways

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How much is the cheapest flight to Cook County?

Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sun, Jan 25 - Thu, Feb 5
JFK
New York
ORD
Chicago
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Jan 25 from New York to Chicago, returning Thu, Feb 5, priced at $58 just found
Frontier Airlines
Thu, Jan 15 - Sun, Jan 18
EWR
New York
MDW
Chicago
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jan 15 from New York to Chicago, returning Sun, Jan 18, priced at $58 just found
Frontier Airlines
Mon, Feb 23 - Mon, Mar 2
JFK
New York
ORD
Chicago
$65 Roundtrip, found 1 hour ago
$65
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Feb 23 from New York to Chicago, returning Mon, Mar 2, priced at $65 found 1 hour ago
Spirit Airlines
Tue, Jan 20 - Fri, Jan 23
LGA
New York
ORD
Chicago
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Jan 20 from New York to Chicago, returning Fri, Jan 23, priced at $68 just found
Frontier Airlines
Mon, Feb 23 - Fri, Feb 27
JFK
New York
ORD
Chicago
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Feb 23 from New York to Chicago, returning Fri, Feb 27, priced at $68 found 2 hours ago
Frontier Airlines
Mon, Jan 12 - Mon, Jan 19
JFK
New York
ORD
Chicago
$69 Roundtrip, just found
$69
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Jan 12 from New York to Chicago, returning Mon, Jan 19, priced at $69 just found
Spirit Airlines
Sun, Jan 25 - Thu, Feb 5
EWR
New York
ORD
Chicago
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Jan 25 from New York to Chicago, returning Thu, Feb 5, priced at $72 just found
JetBlue Airways
Fri, Feb 27 - Sun, Mar 1
JFK
New York
ORD
Chicago
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Fri, Feb 27 from New York to Chicago, returning Sun, Mar 1, priced at $78 found 1 hour ago
American Airlines
Tue, Jan 13 - Tue, Jan 20
JFK
New York
ORD
Chicago
$97 Roundtrip, just found
$97
Roundtrip
just found
Select American Airlines flight, departing Tue, Jan 13 from New York to Chicago, returning Tue, Jan 20, priced at $97 just found
United
Sun, Jan 18 - Sat, Jan 24
LGA
New York
ORD
Chicago
$97 Roundtrip, just found
$97
Roundtrip
just found
Select United flight, departing Sun, Jan 18 from New York to Chicago, returning Sat, Jan 24, priced at $97 just found

Airports in Cook County

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Flights from $339
ORD
O'Hare Intl.
Flights from $339
Select flight to Midway Intl. MDW. Cheapest option available. Flights from $207
MDW
Midway Intl.
Cheapest
Flights from $207

Enjoy extra legroom, flight flexibility, and a seamless travel experience.

Cook County Flights Information

Airlines serving
Frontier Airlines, Spirit Airlines, American Airlines, JetBlue Airways, United
Roundtrip price
from $58

Trending flights to Cook County

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Feb 14 - Sat, Feb 21
DFW
Dallas
MDW
Chicago
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Feb 14 from Dallas to Chicago, returning Sat, Feb 21, priced at $58 just found
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