Flights To Cook County - Cheap Flights Starting at CA $197

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Tinley Park

Flights
Tinley Park

How Much Does it Cost To Fly To Cook County?

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

Thu, Aug 27 - Sun, Aug 30
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $333 Roundtrip, just found
CA $333
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Aug 27 from Billy Bishop Toronto City to Midway Intl., returning Sun, Aug 30, priced at CA $333 just found
Wed, Nov 25 - Sat, Nov 28
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
CA $333 Roundtrip, found 2 hours ago
CA $333
Roundtrip
found 2 hours ago
Select Porter Airlines flight, departing Wed, Nov 25 from Billy Bishop Toronto City to O'Hare Intl., returning Sat, Nov 28, priced at CA $333 found 2 hours ago
Thu, Jul 23 - Mon, Jul 27
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $339 Roundtrip, just found
CA $339
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Jul 23 from Billy Bishop Toronto City to Midway Intl., returning Mon, Jul 27, priced at CA $339 just found
Fri, Sep 4 - Sat, Sep 5
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $346 Roundtrip, found 2 hours ago
CA $346
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Sep 4 from Pearson Intl. to O'Hare Intl., returning Sat, Sep 5, priced at CA $346 found 2 hours ago
Wed, Sep 2 - Fri, Sep 4
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $354 Roundtrip, found 5 hours ago
CA $354
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Sep 2 from Pearson Intl. to Midway Intl., returning Fri, Sep 4, priced at CA $354 found 5 hours ago
Thu, Aug 6 - Thu, Aug 13
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $354 Roundtrip, found 2 hours ago
CA $354
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Aug 6 from Pearson Intl. to O'Hare Intl., returning Thu, Aug 13, priced at CA $354 found 2 hours ago
Sun, Aug 23 - Tue, Sep 8
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
CA $354 Roundtrip, found 6 days ago
CA $354
Roundtrip
found 6 days ago
Select Air Canada flight, departing Sun, Aug 23 from Billy Bishop Toronto City to O'Hare Intl., returning Tue, Sep 8, priced at CA $354 found 6 days ago
Thu, Sep 3 - Mon, Sep 7
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
CA $355 Roundtrip, found 1 hour ago
CA $355
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Thu, Sep 3 from Billy Bishop Toronto City to O'Hare Intl., returning Mon, Sep 7, priced at CA $355 found 1 hour ago
OriginDestinationTravel datesFlights from*
LAXChicagoSeptember 30 to October 7CA $393
LAXChicagoAugust 19 to August 26CA $562
FCOChicagoJuly 24 to July 28CA $1,115
HKGChicagoOctober 19 to October 26CA $1,166
SZXChicagoOctober 4 to October 9CA $1,883
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXChicagoJuly 11 to July 13CA $748
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Sep 24 - Sep 28

4 night stay

Toronto (YTO) to Chicago (ORD)

Porter Airlines • Roundtrip • Coach
Price was CA $1,916, price is now CA $1,321 per person
CA $1,321
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Sep 16 - Sep 22

6 night stay

Edmonton (YEG) to Chicago (ORD)

United • Non-stop • Coach

Chicago (ORD) to Edmonton (YEG)

Air Canada • Non-stop • Coach
Price was CA $8,482, price is now CA $5,353 per person
CA $5,353
per person
found 21 hours ago
Pendry Chicago
4.5-star property

Pendry Chicago

Sep 20 - Sep 23

3 night stay

Toronto (YTO) to Chicago (ORD)

Air Canada • Coach

Chicago (ORD) to Toronto (YTO)

United • Coach
Price was CA $2,153, price is now CA $1,484 per person
CA $1,484
per person
found 11 hours ago
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Travelers ❤️ These Cook County 🏨

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9.2/10 Wonderful! (1,874 reviews)
"Convenient location and friendly staff."

Reviewed on Jul 7, 2026

Opens in a new windowOmni Chicago Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.2/10 Very good! (1,709 reviews)
"Rooms were spacious and clean. Would stay again."

Reviewed on Jul 8, 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
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 the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
8/10 Very good! (10,200 reviews)
"Dated hotel but the rooms are kept clean, updated flooring and really nice bedding. Fantastic location downtown, less than a mile walking distance from Museum Campus."

Reviewed on Jul 7, 2026

Opens in a new windowCongress Plaza Hotel
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Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.
8.8/10 Excellent! (2,792 reviews)
"The tub was great"

Reviewed on Jul 7, 2026

Opens in a new windowHyatt Regency O'Hare 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.

Frequently asked questions

How much is the cheapest flight to Cook County?
During the last seven days, the cheapest roundtrip flight to Cook County cost CA $333 on our site. Search through our fabulous deals, make your booking and get ready for your next trip. This price was available on Travelocity for flights to Cook County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Cook County?
There are 15 airline companies flying to Cook County. If you're thinking about a break in Steger, go for Southwest Airlines. This popular carrier operates 5,737 services a month to Cook County's gateway city.
What is the cheapest month to fly to Cook County?
Based on Travelocity's direct return flight demand from January to December last year, August is the cheapest time to fly to Cook County. Keep an eye out for flights across this month and lock in a great deal today.
How can I check my flight status to Cook County?
Go to our customer portal, Trips. You'll find everything related to your flight to Cook County here, including information about gate changes, flight status and more. Trips is located at the top right of the Travelocity homepage. Simply sign up, log in and find the answers you're after. Or you can access your itinerary while you're on the go and get trip updates through the Travelocity app. All your itineraries are in one convenient place, making it a breeze to share details with any members of your family flying with you.
How do I find the best deals on flights to Cook County?
A simple way to snag a bargain is to be flexible with your dates. Begin by searching for your flight to Cook County, then click on "Flexible dates" above your results. It will reveal prices for nearby days. Like more advice? Book early. To give you an idea of airfares, CA $333 was the best price for a roundtrip flight to Cook County in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Cook County with Travelocity?
If you're chasing cheap flights to Cook County, you'll discover some top deals with Travelocity. From cheap family flights with low-cost airlines to flexible fares, we can help with your journey. Experience a worry-free vacation with our 24/7 social media customer support, Price Match Guarantee and free cancellations with most hotels. Start packing your bags and get ready to fly out to this vibrant destination.
What are the most popular flight routes to Cook County?
To help you in your search for flights to Cook County, check out our list of some of the major routes:

  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 4,203 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 4,155 flights a month.
  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 4,138 flights a month.

How much is a flight to Cook County on average?
Get your next big adventure off to a great start by grabbing an awesome deal with Travelocity. In the last seven days, roundtrip flights to Cook County cost between CA $333 and CA $1,883. Look through our site and secure an airfare that's within your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.