Search Cheap Flights to
Cook County from $56

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Cheap round-trip flights to Cook County

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

Frontier Airlines
Frontier Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines
Frontier Airlines
United
American Airlines
Delta
Frontier Airlines
Delta
Delta
Alaska Airlines
JetBlue Airways

Flights to Cook County starting at $56

Have you been telling yourself, “2026 is the year I travel more and sit less”? Well, here we are and there you are. So, where are you going? Looks like a flight to Cook County is calling. Good thing we can help you bag that flight out of town for cheap, so you can get your resolutions resolved.

Travel like you mean it

When you land it’s not straight to the tourist traps for you. You have things to do and see in Cook County that aren’t on a map or in the “Best of. . .” guides. You know this region is filled with hidden haunts, locals-only know favorites, and the off-beat-so-weird-it’s-amazing places. And you plan to find every last one of them. Good thing you’ll save a grip of cash on your flight so you can daytrip far and wide.

You won’t have to wing it

So how do you score that killer deal on a flight to Cook County? Easy, go through us. These aren’t pie in the sky deals, but ones you can actually score. Filter flights to Cook County by:

  • Hotwire Hot Rate: Do you have a flexible schedule? Hit up the Hotwire Hot Rate and land a super cheap flight to Cook County. We’ll reveal the airline and exact time after you book.
  • Price: How low can we go? Find out. We have prices from $56 to $397.
  • Duration: Want to get to Cook County as fast as you can? Or maybe you don’t mind taking your time to save a few bucks here and there.
  • Departure or Arrival: Like to arrive in the a.m. to get your day going? Or are you a night owl that knows the best fun happens late night? The choice is yours.

So are you going to live up to those travel plans or kick the can to next year? Book your flight to Cook County today and get going.

Last Minute Hotel Deals in Cook County

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 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,074 reviews)
Room was clean, but cheaply remodeled and nothing really special.

Reviewed on Apr 9, 2026

Opens in a new windowCongress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (4,087 reviews)
Clean room, quiet safe area, nice walking distance to the lake or shopping. Lovely staff.

Reviewed on Apr 9, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
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 hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,828 reviews)
Perfect location for a family trip, the hotel amenities were amazing and the staff was very friendly. We did have an issue with having our room serviced during our stay, after a long day out we came back to it still not being serviced, after asking the front desk they said they would put in the request ...

Reviewed on Apr 9, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Save an average of 15% on thousands of hotels when you're signed in
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,779 reviews)
Very clean, exceptional service, and over the top breakfast! Excellent convenient location to everything we needed to do.

Reviewed on Apr 9, 2026

Opens in a new windowHotel Riu Plaza Chicago
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.