How much is a ticket from New York LaGuardia to Chicago Midway?

Depending on when you travel and how far in advance you book, fares between New York City and Chicago can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Which airports serve New York City and Chicago?

When planning a trip of about 1164 km, it's a good idea to check flights from surrounding airports too.

• Airports in New York City: New York City is connected to 3 airports - John F. Kennedy, La Guardia, Newark.
• Airports in Chicago: Chicago offers flights from 3 airports - Midway, O'Hare, Rockford.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Customize your flight from New York LaGuardia to Chicago Midway

Jetcost allows you to filter by travel dates, duration, layovers, carriers, and booking providers. You’ll find direct and connecting flights, one-way or round-trip, from Ryanair, Easyjet, British Airways, Expedia, eDreams, and more.

Other popular destinations

Thinking about United States? You might also consider: Las Vegas, Los Angeles, Miami, New York City, Orlando.

You can sort results by price, duration, or departure time to find the best option for you. When available, results always include both low-cost and traditional airlines.