Cheap Flights To Chicago (ORD)

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

Chicago Flight Information

Traveling To
Destination Airport IATA Code
Number of Airlines Serving
Flight Price
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Chicago economy flight packages

The Langham, Chicago
Hilton Garden Inn Chicago Downtown South Loop
Hyatt Regency Chicago
Don't see what you're looking for?
See all available trips from Dallas to Chicago
View all trips

Frequently asked questions

Am I currently able to fly to Chicago?
Before you book your fare, check out our Covid-19 Travel Advisor. This page contains all the facts about current travel advice, quarantine regulations and other essential information for your flight to Chicago.
If I am not able to travel because of COVID-19, can I change or cancel?
Before you purchase your tickets, check your preferred carrier’s terms and conditions. This should help with most questions regarding COVID-19 and changes to your flight. For more details, visit our Customer Service Portal.
Which airlines fly to Chicago?
With airlines to select from, finding the perfect flight that matches your budget and plans will be easy. O’Hare Intl. Airport (ORD) is the main gateway to Chicago and where you’ll likely be disembarking. These popular international airlines are waiting to take you there:

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

What is the best airport to fly to in Chicago?
Jump on a flight to Midway Intl. Airport (MDW) and get ready to explore the best of this city. The airport is around 9 miles southwest of the downtown area. Also research the price of flights to O’Hare Intl. Airport (ORD), which is another way to arrive at Chicago.
How much is a flight to Chicago?
The cost for a round-trip flight to Chicago this last week fluctuated from to . If you were flying one-way out of (), you could have scored fares from as low as .
How to book the cheapest flight to Chicago?
With some of the most exciting flight deals around, you can jet for less with Orbitz. The following hints and tips will help you snap up cheap flights to Chicago — and leave you with cash to spare:

  • Taking off from or landing at nearby airports can be more cost-effective. Type in your preferred departure and arrival airports. Next, click on the ‘Nearby airports’ function below to explore your options.
  • If you’re flexible with your travel itinerary, click on the ‘Show flexible dates’ option. It’ll bring up flight deals for the days either side of your selected departure. Airfares often vary depending on the day of the week.
  • Hit ‘Show options’ to refine your search results. You can choose your preferred airline and seating class here. Under ‘Sort & Filter’ to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Reserve your seat as soon as you’ve worked out your travel dates. While it does happen occasionally, airfares rarely fall in price as your date of departure approaches.
  • Bundle your hotels, flights and car rentals into a package deal and unlock great discounts. Save your hard-earned cash for things you’re really excited about, like discovering every corner of Chicago.
  • Flying during the busy season means steep airfares. Try to plan your trip outside of popular periods, such as school breaks, Thanksgiving and Easter.

How long is a flight to Chicago?
Where you’re leaving from and whether you have a layover help determine your flight time. However, these three top routes to Chicago will give you a clearer idea:

  • 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 Chicago?
If you can, purchase your flights to Chicago in January. This is the best month to get low airfares, closely followed by February and August. With a little organizing, you’re guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Chicago?
When it comes to cheap flights to Chicago, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Chicago?
Consider departing early in the week if you want to get cheap flights to Chicago. Orbitz data from 2020 shows Monday is generally the most affordable day to set off, followed by Tuesday. Saturdays were shown to have the most expensive airfares. This is possibly because many travelers prefer to kick off their break after a long working week.
What is the cheapest month to fly to Chicago?
To secure cheap flights to Chicago, you should depart in August. If saving money on your plane ticket is your main concern, Orbitz data has found that this is generally the best month to take a trip. June is when airfares are the most expensive.
Which airlines allow free cancellation?
Life changes, and we believe your flight should be able to do the same. That’s why Orbitz makes it a cinch to search for airlines with no change fees and free cancellation. Simply enter your departure and arrival points and then select “Filter by flexible change policies.” How’s that for easy?
What do I need for the flight to Chicago?
Nothing’s more fun than flying off on an adventure, but it’s good to be prepared. This list of useful tips will help get your trip off to a flying start:

  • Whether you print it out at home or use an electronic one, you’ll need your boarding pass to walk on to the plane. You’ll also need some type of government-issued ID. If you’re traveling internationally, make sure your passport is valid and you’ve looked into visa requirements.
  • Take some activities to keep you amused on your trip to Chicago. Books and electronic gadgets like tablets and e-readers are ideal. Don’t forget to take a water bottle with you as well. Even on a short flight, it’s important to remain well-hydrated.
  • Even if you’re traveling when it’s sweltering outside, take a sweater or cardigan on board with you. Airplane cabins can get downright cold.

How many direct flights are there to Chicago?
Each month, there are 604 direct flights to Chicago. Choose from a nice variety of airline companies, including Southwest Airlines, Frontier Airlines and Delta Air Lines. Other carriers that fly to Chicago nonstop are Volaris, Porter Airlines and Allegiant Air.
How do I get cheap first-class/business deals to Chicago?
There are ways of booking first or business-class fares to Chicago that won’t burn a hole through your wallet. Snap up a seat in the pointy end of the plane for less with these great tips:

  • Being flexible isn’t just useful for your yoga. Avoid locking in your travel dates so you can pick up more affordable airfares when a sale pops up.
  • Look for a budget carrier that has seats in business class. They usually come with extra space and a glass of bubbly — and a nicer price.
  • Make the most of your airline’s customer loyalty program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

How to get into Chicago from the airport?
Step off the tarmac at Midway Intl. Airport (MDW) and then grab the keys from one of two Midway Intl. Airport (MDW) car rental companies on-site, Budget or Avis. With a sweet set of wheels, getting to the downtown area of Chicago from MDW will be a cinch. All you have to do is set your GPS and cruise 9 miles to the northeast. You could also use public transportation or take a taxi into town and rent a set of wheels directly from the city center. Check out the deals available on our Chicago car rentals.
What is the best time to go to Chicago?
You’ll have all the fun you can handle no matter what time of year you visit Chicago, but are the most popular months. Like to pack your schedule with warm-weather adventures? Book your getaway close to June 20. This is when the summer season kicks off in the Northern Hemisphere. Expect the mercury to range between 65undefined and 75undefined during this time of year.
Travel tips for Chicago

  • Slip on your comfortable kicks and tour this city on foot. There are tons of terrific attractions to make your way to, such as McCormick Place and Millennium Park.
  • You’ll discover rewarding day trip adventures a quick drive from Chicago’s center. Check out Wrigley Field first and after that, University of Chicago.
  • When you want to get out and experience more of Illinois, organize a car rental and drive to Rockford. Bloomington is another interesting city with so much to do and see.

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.