How much should you expect to spend for a flight from New York LaGuardia to Chicago Midway?

Flight prices from New York City to Chicago change depending on demand and time of booking.

Pick a travel date to see today’s available fares.

Studies show that flying midweek — like on a Tuesday or Wednesday — can be cheaper than weekend flights. Still, airfares change frequently, so check updated prices on Jetcost.

Are there multiple airports in New York City and Chicago?

If your departure or arrival city has more than one airport, it's worth comparing all of them for timing and pricing.

• Airports in New York City: 3 airports are active in New York City - John F. Kennedy, La Guardia, Newark.
• Airports in Chicago: 3 airports are available in Chicago - Midway, O'Hare, Rockford.

If you're traveling with a group or bulky luggage, look into parking or transport options. Alternative airports may offer faster transfers or better rates.

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 the best airlines and travel agencies.

Other popular destinations

Thinking about United States? You might also consider: Atlanta, 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.