$36 Cheap flights to Cook County

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Cook County

Cheap flights to Cook County from $36 One Way, $97 Round Trip

$97 return flights and $36 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.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
LAXChicagoJune 21 to July 1$374
LAXChicagoJune 20 to June 27$445
HKGChicagoJune 19 to June 30$1,062
FCOChicagoJune 19 to July 2$1,111
CANChicagoJune 19 to June 25$1,230
PVGChicagoJune 19 to June 23$1,312
HKGChicagoJune 21 to July 5$1,443
XIYChicagoJune 21 to June 27$2,511
FOCChicagoJune 20 to June 27$2,591
*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! (10,293 reviews)
"Good stay and requested a quiet room. AC is very cold but I like it cold in Chicago summer. Shower lukewarm first day and a bit cold side in second day."

Reviewed on Jun 17, 2026

Opens in a new windowCongress Plaza Hotel
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
$135 nightly
The price is $154 total per night from Jun 28 to Jun 29
$154 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! (2,681 reviews)
"Great place to stay!"

Reviewed on Jun 17, 2026

Opens in a new windowHyatt Regency O'Hare Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $192 total per night from Jul 1 to Jul 2
$192 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,582 reviews)
"I was worried because of bad reviews on Google. It turns out those bad reviews were from the customers booking thru sites that don’t disclose all fees. Thankfully on Expedia they do so the price I was quoted was the true price."

Reviewed on Jun 16, 2026

Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
Save an average of 15% on thousands of hotels when you're signed in
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $174 total per night from Jun 30 to Jul 1
$174 total
Jun 30 - Jul 1
Total with taxes and fees
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 ...
8.2/10 Very Good! (1,603 reviews)
"Everything was great! Staff was nice and I really enjoyed getting to explore Chicago. This hotel seems to be in a pretty nice area of town."

Reviewed on Jun 16, 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
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?

Frequently asked questions

Which airlines fly to Cook County?
Take a look at the deals from the 17 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 $97 and $2,591 for a return fare to Cook County. One-way flights departing from Dallas (DFW) dropped as low as $36 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.