Cheap flights from White Plains to Chicago from $185
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from White Plains to Chicago departing on 7/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from White Plains to Chicago
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How to get the cheapest flight ticket from White Plains to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between White Plains and Chicago?
What is the cheapest month to fly to Chicago?
The month of July is, on average, the cheapest month to fly to Chicago from White Plains, with most prices found around $420. If you’re not able to fly to Chicago in July, then September is your next best option. Flight prices from White Plains to Chicago during September average around $421.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $291. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from White Plains to Chicago for around $376.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from White Plains to Chicago during this time can be as low as $236. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $341.
What is the cheapest White Plains Westchester County to Chicago flight route?
Fly from White Plains Westchester County to Chicago O'Hare Intl for the best White Plains Westchester County - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from White Plains when booking 20 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $465 when searching 20 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from White Plains for as low as $370 on momondo.
What cabin class options are available on White Plains Westchester County to Chicago flights?
There are 4 cabin classes available to choose from on White Plains Westchester County to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from White Plains Westchester County to Chicago?
Delta and American Airlines are the most popular carriers operating from White Plains Westchester County to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago from White Plains according to our data. American Airlines is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from White Plains to Chicago on average per day?
As of May 2025, 3 flights take off from White Plains and land in Chicago each day. The most common flight departure time for this route is 4:00PM, with 71% of daily flights taking off in the afternoon.
How many flights depart from White Plains to Chicago on average per week?
25 flights are operational weekly from White Plains to Chicago as of May 2025. The most popular departure day for this route is Mon, with 28% of flights per week taking off on this day.
When to book flights from White Plains to Chicago
Cheap White Plains to Chicago (HPN to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from White Plains to Chicago
How far is White Plains Westchester County to Chicago by plane?
Chicago is 719.0 mi away from White Plains Westchester County. A reasonable flight in good conditions will take 2h 30m.
When did momondo last update prices for flights from White Plains Westchester County Airport to Chicago?
Prices for flights from White Plains Westchester County Airport to Chicago are updated daily.
How many operators does momondo search for flights from White Plains Westchester County Airport to Chicago?
As of May 2025, there is 1 operator available to choose from for flights from White Plains Westchester County Airport to Chicago.
How old do you have to be to fly from White Plains Westchester County Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from White Plains Westchester County Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from White Plains to Chicago?
momondo data reveals that the most frequently booked plane model on the route from White Plains to Chicago is Embraer 170, representing 18.27% of all bookings. The subsequent popular models are Airbus A320neo at 8.84%, Airbus A220-300 at 7.59%, and Airbus A220-100 at 7.12%.
What is the most popular airline from White Plains to Chicago?
momondo data reveals that the most frequently booked airline on the route from White Plains to Chicago is American Airlines, representing 96% of all bookings. The subsequent popular airline is Delta at 4%.
Best airlines flying from White Plains to Chicago
Compare and see reviews for airlines that fly from White Plains to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $318 | Free Cancellation | Rating 7.2 10,000 reviews |
American Airlines Flights From White Plains to Chicago
Across 9 American Airlines flights from White Plains to Chicago this week, the average price was $462, with the best American Airlines deals starting from $318 round-trip. 10,000 users have rated American Airlines on momondo, with an average score of 7.2/10.
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Why should I use momondo to find a flight deal from White Plains to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from White Plains to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from White Plains to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for White Plains to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from White Plains to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from White Plains to Chicago.
I’m not ready to book a flight from White Plains to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from White Plains are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.