Top Airlines Offering the Cheapest Flights from Chicago

With numerous carriers operating out of Chicago, the competition is fierce – and that’s good news for those hunting for deals. Here are some of the top airlines offering budget-friendly flights from Chicago:

Find Major Airports in Chicago

Chicago is home to some of the nation’s busiest airports. Offering domestic and international flights, these airports connect the Windy City to the world: 

As one of the busiest airports globally, O’Hare International Airport offers unparalleled access to destinations worldwide. With four passenger terminals and a vast array of airlines, it’s the biggest airport in Chicago.

Midway International Airport is a favorite among travelers because it offers numerous domestic flights and a select number of international routes. It’s an excellent alternative to O’Hare as they service more cheap flights from Chicago.

A hidden gem just outside Chicago, Chicago Rockford International Airport provides domestic flights and limited international service. This airport is great for savvy travelers looking to avoid large crowds.

Just over the state line in Indiana, Gary/Chicago International Airport  serves as a reliever airport for O’Hare and Midway. It’s an option for those who prioritize ease and simplicity in their travel experience.

Discover Your Next Adventure from Chicago

In the last six months, OneAir has unlocked the lowest deals for our members departing from Chicago, connecting them to exciting destinations worldwide. Explore the most affordable flight options to each of these incredible places.

Flights from Chicago Snapshot

OneAir - Travel the world for less
Total number of deals from Chicago in the last month

110

Seat - Cheap Flights - OneAir
AVERAGE ONEAIR INTERNATIONAL ECONOMY ROUNDTRIP DEAL

$509

Business Class - Cheap Flights - OneAir
AVERAGE ONEAIR INTERNATIONAL BUSINESS CLASS ROUNDTRIP DEAL

$1,798

The Cheapest Time to Fly from Chicago

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Most Expensive Months to Fly

Jul and Dec

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Cheapest months to fly

Oct-Nov

Frequently Asked Questions

The cheapest months to fly from Chicago are October to November, while July and December are the priciest. However, these are just averages. Prices can vary significantly based on factors such as the airline and how far in advance you book.

The cheapest flights from Chicago to Europe can vary based on several factors, including which airport you’ll fly to. Regular roundtrip fares from Chicago to Europe can often climb from $1,200 to $1,500 during peak season, but you can score deals under $700 during off-peak season.

Sign up for a OneAir membership to help you find the best prices and compare flights between different airlines. Remember, flexibility with your travel dates can also lead to bigger savings.

When flying out of Chicago, you have two major options: O’Hare International Airport (ORD) and Midway International Airport (MDW). If you prioritize a wide array of flight options and don’t mind a larger, busier airport, O’Hare could be the best fit. Alternatively, if you value convenience and efficiency, Midway might be your airport of choice.

In terms of airlines, United Airlines and American Airlines are the two carriers with the most flights out of Chicago, particularly from O’Hare. Both airlines offer domestic and international flights from Chicago.

With approximately 858 daily direct flights to other US cities, you won’t have difficulty finding nonstop flights from Chicago. Fly from O’Hare and hop on cheap flights to popular local destinations like New York City, Dallas, Los Angeles, Las Vegas, Phoenix, Charlotte, or Washington D.C.

Travelers have the convenience of accessing direct flights to a multitude of direct flights from Chicago to Europe. Renowned airlines like KLM, United, LOT Polish Airlines, SAS, Aer Lingus, Lufthansa, Turkish Airlines, Norwegian Air, American Airlines, British Airways, Air France, Icelandair, Austrian Airlines, and SWISS operate these nonstop routes.

Flights from Chicago to London take approximately 10 hours and 15 minutes with one stop. Prices are lower in April, the cheapest being $530 for roundtrip economy tickets with Iceland Air.

Flights from Chicago to Rome take approximately 15 hours with one stop. Prices are lower in February, the cheapest being $896 for roundtrip economy tickets with Turkish Airlines.

San Juan, Puerto Rico is the cheapest international destination from Chicago, with roundtrip tickets for as low as $207 via Frontier. Planning your trip for early February is recommended to secure the best deals, as this timeframe tends to offer the most budget-friendly fares.

How to find cheap flights from Chicago

Looking for cheap flights from Chicago? OneAir makes it easy to discover incredible flight deals to destinations around the world from Chicago. Follow these simple steps to start saving on your next trip:

 

  • Set your departure airports on OneAir. Choose your preferred departure airport like Chicago, and we’ll search for the cheapest flights to those cities. OneAir offers deals from over 50 major US airports, so you can find the most convenient and affordable options. 
  • Be flexible with your travel dates. If your schedule allows, use our “Explore” or “Add Destinations” feature to find the most affordable days to fly from Chicago. Shifting your dates by just a day or two can often result in significant savings.
  • Turn on your notifications. We’ll notify you via email or push notification whenever the price for your selected route is at its lowest. This way, you’ll never miss a deal.
  • Compare flight options from multiple providers. Choose the cheapest, fastest, or most convenient flights from Chicago based on your priorities.
  • Filter for direct flights. If you prefer nonstop service from Chicago, simply tick the “Nonstop” box when searching. We’ll show you all available nonstop routes, so you can avoid lengthy layovers.
  • Get the best unpublished deals. Dreaming of a luxurious journey? We also find the best deals on Premium Economy, Business, and First Class fares. Compare prices across all cabin classes – you might be surprised by an affordable premium seat.
  • Expand your search to nearby airports. Unlock even more deals by searching for flights from Chicago or other nearby airports. This will show you flight prices from alternative departure airports close to your origin city.

Book a complete travel package. Once you’ve found your perfect flight, why not add a hotel room? OneAir also offers exclusive hotel deals so you can save even more on your entire trip.

 

Discover New Destinations with the “Explore” Tab. Not set on your destination? Use our “Explore” feature to find the cheapest flights from your city to anywhere in the world. You might just discover your next dream vacation spot!