Cheap flights from Manhattan to Chicago from $237
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Manhattan to Chicago departing on 6/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Deals available from 900+ travel sites.
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Manhattan to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Cheap bus & train deals from Manhattan to Chicago
All round-trip flight deals from Manhattan to Chicago
American Airlines flights from Manhattan to Chicago
Our best American Airlines deals on Manhattan to Chicago flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Manhattan 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 Manhattan and Chicago?
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 Saturday when prices can be found for as low as $207. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Manhattan to Chicago for around $489.
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 afternoon. Flights from Manhattan to Chicago during this time can be as low as $298. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $465.
What is the cheapest Manhattan to Chicago flight route?
Fly from Manhattan to Chicago O'Hare Intl for the best Manhattan - Chicago flight prices
What cabin class options are available on Manhattan to Chicago flights?
There are 2 cabin classes available to choose from on Manhattan 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 Manhattan to Chicago?
American Airlines is the most popular carrier operating from Manhattan to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Manhattan according to our data. American Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 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 Manhattan to Chicago on average per day?
The number of flights available between Manhattan and Chicago is 3 per day as of January 2025. The most frequent departure time is 12:00PM, with 68% of daily flights leaving in the afternoon.
How many flights depart from Manhattan to Chicago on average per week?
21 flights are operational weekly from Manhattan to Chicago as of January 2025. The most popular departure day for this route is Mon, with 19% of flights per week taking off on this day.
When to book flights from Manhattan to Chicago
Cheap Manhattan to Chicago (MHK to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Manhattan to Chicago
How far is Manhattan to Chicago by plane?
The straight-line distance from Manhattan to Chicago is 504.5 mi. By plane, this route typically takes 1h 36m.
When did momondo last update prices for flights from Manhattan Airport to Chicago?
Prices for flights from Manhattan Airport to Chicago were last updated today.
How many operators does momondo search for flights from Manhattan Airport to Chicago?
The number of operators available for flights from Manhattan Airport to Chicago is 1 as of January 2025.
How old do you have to be to fly from Manhattan 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 Manhattan Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Manhattan to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Manhattan to Chicago is Canadair (Bombardier) Regional Jet, representing 62.50% of all bookings. The subsequent popular models are Airbus A320 (sharklets) at 25.00%, Embraer 175 at 6.25%, and Embraer 170 at 6.25%.
What is the most popular airline from Manhattan to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Manhattan to Chicago is American Airlines (100% of total bookings).
Best airlines flying from Manhattan to Chicago
Compare and see reviews for airlines that fly from Manhattan to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $206 | Free Cancellation | Rating 7.2 10,000 reviews |
American Airlines Flights From Manhattan to Chicago
American Airlines flies from Manhattan to Chicago around 11 times per week, with 10,000 momondo users rating the airline 7.2/10. The cheapest American Airlines deal from Manhattan to Chicago in the last 72 hours was $206 (round-trip), much lower than the average airfare cost of $453 for American Airlines flights on this route.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Manhattan to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Manhattan to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Manhattan to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Manhattan with this policy.
How can momondo help me find flights from Manhattan to Chicago?
Once all potential Manhattan to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Manhattan to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Manhattan to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.