$50 Cheap flights to Cook County

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Top places to visit in Cook County

A river flowing through a forest with autumn-colored trees and fallen leaves.
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Tinley Park

Tinley Park
A frozen river with snow-covered banks and trees in the background during sunset.
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Matteson

Matteson
Horizontal banner of Brilliant fall colors bursting with yellow, red and orange on stately old maple trees in an Illinois forest preserve with empty picnic tables
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Park Forest

Park Forest

Cheap flights to Cook County from $50 One Way, $146 Round Trip

$146 return flights and $50 one-way flights to Cook County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Aug 6 - Wed, Aug 12
DFW
Dallas
MDW
Chicago
$146 Roundtrip, found 2 days ago
$146
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Dallas to Chicago, returning Wed, Aug 12, priced at $146 found 2 days ago
Wed, Oct 21 - Fri, Oct 30
DFW
Dallas
ORD
Chicago
$154 Roundtrip, found 2 days ago
$154
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Dallas to Chicago, returning Fri, Oct 30, priced at $154 found 2 days ago
Wed, Aug 12 - Wed, Aug 12
JFK
New York
ORD
Chicago
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Aug 12 from New York to Chicago, returning Wed, Aug 12, priced at $186 found 4 days ago
Sat, Sep 26 - Tue, Sep 29
EWR
New York
ORD
Chicago
$187 Roundtrip, found 6 hours ago
$187
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Sep 26 from New York to Chicago, returning Tue, Sep 29, priced at $187 found 6 hours ago
Sat, Jul 18 - Wed, Jul 22
EWR
New York
ORD
Chicago
$192 Roundtrip, found 3 hours ago
$192
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Jul 18 from New York to Chicago, returning Wed, Jul 22, priced at $192 found 3 hours ago
Tue, Sep 22 - Fri, Sep 25
JFK
New York
ORD
Chicago
$192 Roundtrip, found 5 hours ago
$192
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Sep 22 from New York to Chicago, returning Fri, Sep 25, priced at $192 found 5 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
LAXChicagoJune 27 to June 30$404
LAXChicagoJune 27 to July 1$415
FCOChicagoJune 28 to July 11$672
HKGChicagoJune 27 to July 13$1,061
CANChicagoJune 26 to July 4$1,231
PVGChicagoJune 26 to June 27$1,341
PVGChicagoJune 28 to November 17$1,442
PEKChicagoJune 26 to July 4$1,613
CTUChicagoJune 26 to July 11$2,179
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Cook County Accommodation Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
Total with taxes and fees
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! (10,178 reviews)
"Great location for see the city. Staff is very friendly and helpful. The only problem we had was the a/c unit was leaking water on the floor the staff came in the room and turned off the a/c unit and left a fan to help with the summer heat. Parking was expensive but very close to the hotel. Parking ..."

Reviewed on Jun 24, 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
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $166 total per night from Jul 6 to Jul 7
$166 total
Jul 6 - Jul 7
Total with taxes and fees
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! (4,454 reviews)
"Good location, bar and brunch were great. View from the pool and fitness centers was u real. Room was clean but sink faucet was loose and leaking and the bathroom door locks didn’t work well or would stick. Other than that it was nice."

Reviewed on Jun 24, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$245 nightly
The price is $288 total per night from Jul 18 to Jul 19
$288 total
Jul 18 - Jul 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,323 reviews)
"I love how convenient this hotel is. However they should FIRE their designer. Whoever thought shag carpets work with rolling luggage has never been a guest at the hotel. The room hallways have a lower profile carpet but still difficult. Even the maintenance people joke about it; not really funny ..."

Reviewed on Jun 22, 2026

Opens in a new windowHilton Chicago O'Hare Airport
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Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $145 total per night from Jun 28 to Jun 29
$145 total
Jun 28 - Jun 29
Total with taxes and fees
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 ...
8.8/10 Excellent! (2,728 reviews)
"I tried checking in at 5pm and my room still wasn’t available. They wanted me to wait for housekeeping until 7pm. Insane. I came from a 8 hr flight and then this lack of service was insane."

Reviewed on Jun 23, 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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Cook County

Save money on your flights to Cook County as well as on hotel and car packages.

 

Free Fees

Snap up cheap Cook County flights at Orbitz, and pay no booking fees. We also don’t charge fees when your plans change or are cancelled. While you’re there, check out our low fare deals on flights to other locations besides flights to Cook County.

Everyday Is a Great Day to Save Even More

Get bonus points from Orbitz, the best discount travel planner in the business. Use your Orbitz Visa to take advantage of sales on Cook County flights, or pile on points by using it for gas, groceries, and other everyday goods and services. Pack your wallet with even more savings using our cutting-edge suite of mobile tools.

Mix and Match

At Orbitz, we turned a great idea from the world of fashion into another way for you to save money. When you shop our low cost tickets on flights to any destination, don’t be afraid to mix and match different airlines for maximum savings on your Cook County flights air ticket. Save more on air travel every day in every way at Orbitz.

Frequently asked questions

Which airlines fly to Cook County?
Take a look at the deals from the 12 airlines that offer flights to Cook County. Whether you want to live large in the pointy end of the plane or save cash in economy, there'll be a seat for you. Make your way to O'Hare Intl. Airport (ORD) with one of these trusted carriers:

  • United Airlines - 612 flights to Cook County per month
  • American Airlines - 339 flights to Cook County per month
  • Air Canada - 190 flights to Cook County per month

What is the best airport to fly to in Cook County?
While many fly into Midway Intl. Airport (MDW), it's not the only entry point for exploring Cook County. Depending on where you're staying, O'Hare Intl. Airport (ORD) may also be worth considering. Do some research, compare the fares and score a great deal.
How much is a flight to Cook County?
This week, prices ranged between $146 and $2,179 for a return fare to Cook County. One-way flights departing from Dallas (DFW) dropped as low as $50 over the same period.
How to book the cheapest flight to Cook County?
With some of the most impressive flight deals around, you'll always jet for less with Orbitz. The following suggestions will help you land cheap flights to Cook County — and leave you with more cash to splash:

  • Depending on where you're leaving from, choose the 'Nearby airports' function (located under the departure and arrival options). In some cases, other departure points offer more competitive fares.
  • If you're flexible with your schedule, click on the 'Show flexible dates' option. It'll display the flight deals for the days before and after your selected departure. Fares often vary depending on what day it is.
  • You can also use the 'Show options' function to filter results for your preferred airline, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd like to fly.
  • The early bird catches the most impressive deals, so book as soon as you've worked out your travel dates. The cheapest fares sell out first and prices rise as the departure date gets closer.
  • Make big savings on your trip by combining your hotel, flights and car rental into a package with Orbitz. Your travel budget will thank you for it.
  • If it's an option, avoid traveling in the most popular seasons. Airfares are often at their most expensive during summer, school breaks and around other vacation times like Easter and Thanksgiving.

How long is a flight to Cook County?
You might have time to read one or more chapters of a book, or you might polish off the entire thing! Flight durations depend on where you're taking off from, but these top routes to Cook County will offer some insight:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Cook County?
Generally speaking, January is the ideal time to purchase your plane ticket. This is followed by February and August. Keep this in mind while tracking down a cheap flight to Cook County.
What day of the week is the cheapest to book a flight to Cook County?
To land a rewarding flight deal, book on a Tuesday, Wednesday or Saturday. These are typically the cheapest days to book seats to Cook County.
What is the cheapest day of the week to fly to Cook County?
Think about departing early in the week to score cheap flights to Cook County. Orbitz data from 2020 shows Monday is generally the most affordable day to start your trip, followed by Tuesday. Saturday was found to have the most expensive airfares. Presumably, this is because most travelers prefer to kick off their escape after a long working week.
What is the cheapest month to fly to Cook County?
To book cheap flights to Cook County, you should leave in August. If saving money on your plane ticket is your main concern, Orbitz data shows that this is generally the best month to jet off. June is when airfares are the least affordable.
Which airlines allow free cancellation?
When searching for flights on Orbitz, click on "Filter by flexible change policies." This filter will quickly find all the airlines offering free cancellation and no change fees. Relax knowing that if your travel dates change, your ticket can too.
What do I need for the flight to Cook County?
The key to a hassle-free flight is preparation. Here are some useful tips that'll help get you ready for your adventure:

  • Your travel documents are the most important things you'll need to carry on your flight to Cook County. To avoid any confusion when checking in, make sure that the personal information on your ticket corresponds with your government-issued ID.
  • To keep you amused on your short trip to Cook County, download your favorite tracks or stock up the podcast library on your phone. Food can also be a welcome distraction while in the air, so maybe even bring some light snacks.
  • No matter how hot it is outside, plane cabins can get chilly. Bring a light jacket on board to keep yourself cozy.

How many direct flights are there to Cook County?
Each month, there are 604 direct flights into Cook County. Pick from a nice range of airline companies, including Southwest Airlines, Frontier Airlines and Delta Air Lines. Other airlines that fly to Cook County nonstop are Volaris, Porter Airlines and Allegiant Air.
How do I get cheap first-class/business deals to Cook County?
Savvy travelers have a knack for finding business or first-class flights to Cook County without the steep price tag. Follow their lead with these handy hints:

  • Flexibility isn't confined to yoga. Avoid locking in your travel dates so you can pick up more affordable airfares when they crop up.
  • Search for a budget carrier that has seats in business class. They usually come with extra space and a glass of Champagne — and a more affordable price.
  • Bid for an upgrade in online auctions or upgrade your seat with frequent flyer loyalty programs.

What is the best time to go to Cook County?
If you'd like to soak up the unique vibe of Cook County in the tourist season, March, May and June are the prime months to visit. June 20 heralds the first day of the summer season in the Northern Hemisphere and is a wonderful time to travel if you're fond of the outdoors. At this time of the year, average daily temperatures typically range from 65 ºF to 80 ºF.

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.