Cheap flights To Deerfield (CHI) from $30

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Cheap Flights to Deerfield from $30 One Way, $58 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Jan 17 - Mon, Jan 26
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$58 Roundtrip, found 10 hours ago
$58
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Sat, Jan 17 from John F. Kennedy Intl. to O'Hare Intl., returning Mon, Jan 26, priced at $58 found 10 hours ago
Sat, Jan 17 - Tue, Jan 27
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$58 Roundtrip, found 6 days ago
$58
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Jan 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jan 27, priced at $58 found 6 days ago
Fri, Feb 20 - Mon, Feb 23
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$59 Roundtrip, just found
$59
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Feb 20 from John F. Kennedy Intl. to O'Hare Intl., returning Mon, Feb 23, priced at $59 just found
Tue, Jan 20 - Tue, Jan 20
LGA
LaGuardia
ORD
O'Hare Intl.
$63 Roundtrip, found 1 day ago
$63
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jan 20 from LaGuardia to O'Hare Intl., returning Tue, Jan 20, priced at $63 found 1 day ago
Sat, Jan 10 - Thu, Jan 22
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$64 Roundtrip, found 6 hours ago
$64
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Jan 10 from John F. Kennedy Intl. to O'Hare Intl., returning Thu, Jan 22, priced at $64 found 6 hours ago
Fri, Feb 27 - Mon, Mar 2
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$66 Roundtrip, found 11 hours ago
$66
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Fri, Feb 27 from John F. Kennedy Intl. to O'Hare Intl., returning Mon, Mar 2, priced at $66 found 11 hours ago
Tue, Jan 20 - Mon, Jan 26
LGA
LaGuardia
ORD
O'Hare Intl.
$68 Roundtrip, found 9 hours ago
$68
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Jan 20 from LaGuardia to O'Hare Intl., returning Mon, Jan 26, priced at $68 found 9 hours ago
Sun, Jan 25 - Mon, Jan 26
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 22 hours ago
$68
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sun, Jan 25 from John F. Kennedy Intl. to O'Hare Intl., returning Mon, Jan 26, priced at $68 found 22 hours ago
Thu, Jan 15 - Sun, Jan 18
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 15 hours ago
$97
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Thu, Jan 15 from John F. Kennedy Intl. to O'Hare Intl., returning Sun, Jan 18, priced at $97 found 15 hours ago
Tue, Jan 27 - Wed, Jan 28
LGA
LaGuardia
MDW
Midway Intl.
$97 Roundtrip, just found
$97
Roundtrip
just found
Select Southwest Airlines flight, departing Tue, Jan 27 from LaGuardia to Midway Intl., returning Wed, Jan 28, priced at $97 just found

Deerfield Flight Information

Traveling To
Deerfield
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Southwest Airlines, JetBlue Airways, United, American Airlines
Flight Price
$58
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Deerfield economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Feb 14 - Feb 16

2 night stay

Charlotte (CLT) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Price was $408, price is now $299 per person
$299
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Feb 19 - Feb 22

3 night stay

Houston (IAH) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $555, price is now $395 per person
$395
per person
found 18 hours ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Feb 20 - Feb 22

2 night stay

Charlotte (CLT) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $587, price is now $430 per person
$430
per person
found 1 day ago
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Deerfield first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,790 reviews)

Feb 10 - Feb 13

3 night stay

New York (JFK) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Price was $685, price is now $561 per person
$561
per person
found 17 hours ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful. Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates! The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods. The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely. I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month. Kudos to all, and thank you for our wonderful stay!

Reviewed on Dec 28, 2025

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (2,947 reviews)

Feb 10 - Feb 13

3 night stay

New York (JFK) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Price was $712, price is now $600 per person
$600
per person
found 17 hours ago
Staff was friendly. Rooms are showing their age. No pool, no sauna, nothing really fancy. Not worth the price.

Reviewed on Dec 10, 2025

Springhill Suites by Marriott Chicago Downtown/ River North
3.5-star property

Springhill Suites by Marriott Chicago Downtown/ River North

9.2/10 Wonderful! (1,006 reviews)

Feb 10 - Feb 13

3 night stay

New York (JFK) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Price was $698, price is now $596 per person
$596
per person
found 17 hours ago
Great location and friendly staff.

Reviewed on May 14, 2025

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See all available trips from New York to Deerfield
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Deerfield

Finding cheap flights to Deerfield is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Deerfield flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Deerfield through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Deerfield—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Deerfield flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Deerfield with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Deerfield?
With 20 airlines providing services to O'Hare Intl. Airport (ORD), a major entry point to Deerfield, the choice is yours. Find an unbeatable deal among these leading international carriers waiting to whisk you away to this city:

  • United Airlines - 612 flights to Deerfield per month
  • American Airlines - 339 flights to Deerfield per month
  • Air Canada - 190 flights to Deerfield per month

What is the best airport to fly to in Deerfield?
Hop on a flight to O'Hare Intl. Airport (ORD) and get ready to explore the sights and sounds of this city. The airport is around 14 miles south of the center of town. Also compare fares to Midway Intl. Airport (MDW), which is another entrance point to Deerfield.
How much is a flight to Deerfield?
If you're looking for round-trip flights, fares ranged between $58 and $97 this week. The most affordable one-way ticket prices were $30, originating in New York (JFK).
How to book the cheapest flight to Deerfield?
With some of the most amazing flight deals around, bagging a bargain is easy with Orbitz. The following hints and tips will help you land cheap flights to Deerfield — and leave you with more cash to splash:

  • Departing from or landing at other airports can sometimes help you save on airfares. Enter your preferred departure and arrival points. Next, click on the 'Nearby airports' function below to see what your options are.
  • If you're flexible with your plans, click on the 'Show flexible dates' link. It'll show the flight deals for the days either side of your chosen departure. Ticket prices often vary depending on what day of the week it is.
  • You can also use the 'Show options' function to filter results for your preferred carrier, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd prefer to fly.
  • Once you've worked out your travel dates, get booking. Prices normally get dearer as the departure date nears.
  • Make greater savings on your trip by combining your hotel, flights and car rental into a package with Orbitz. Your credit card will thank you for it.
  • Don't travel during the busy season if possible. By steering clear of school vacations and summer, you can save loads on your airfares.

How long is a flight to Deerfield?
Flight times vary based on where you're jetting in from. But to give you a good idea of the average duration, have a peek at these well-known routes to Deerfield:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Deerfield?
Generally speaking, January is the ideal time to book your airfare. This is closely followed by February and August. Bear this in mind while you search for a cheap flight to Deerfield.
What day of the week is the cheapest to book a flight to Deerfield?
To land a rewarding flight deal, book on a Tuesday, Wednesday or Saturday. These are typically the cheapest days of the week to purchase flights to Deerfield.
What is the cheapest day of the week to fly to Deerfield?
Based on Orbitz data from 2020, Monday is generally the best day to get cheap flights to Deerfield. Tuesday also has budget-friendly airfares, whereas Saturday has the highest ticket prices. Even though flying out at the weekend can be more suitable, you'll have more money in your pocket to play with if you set off earlier in the week.
What is the cheapest month to fly to Deerfield?
To score cheap flights to Deerfield, you should pack your suitcase and fly out in August. Orbitz data has found that generally, this is the best month to save a bundle on your fare. If you're considering flying to Deerfield in June, bear in mind that this is the most expensive time to take a trip.
Which airlines allow free cancellation?
Flexible travel is more important than ever, that's why Orbitz lets you search for carriers that won't hit you with a fee for making amendments. Add your departure and arrival destinations, then choose "Filter by flexible change policies." We'll show you options that include free cancellation and no change fees.
What do I need for the flight to Deerfield?
There's nothing like flying off to a cool new destination, but it's good to be prepared. This list of useful tips will help get your trip off to a great start:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to get on to the plane. You'll also need some kind of government-issued identification. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • To keep you busy on the short trip to Deerfield, download some new tunes or restock the audiobook library on your tablet. Food can also be a welcome distraction while in the air, so maybe even bring some snacks.
  • Whatever the weather's doing outside, plane cabins can get a bit chilly. Bring a sweater on board to keep yourself comfortable.

How many direct flights are there to Deerfield?
With approximately 2,332 direct flights every month, you'll be heading straight into Deerfield and embarking on your next exciting adventure in no time. Some of the carriers that travel nonstop to Deerfield include United Airlines, American Airlines and Delta Air Lines. Southwest Airlines, Spirit Airlines and Air Canada are some other frequently booked options.
How do I get cheap first-class/business deals to Deerfield?
If you think a business or first-class airfare is beyond your reach, you may want to think again. Here are a few practical tips to help you pick up a premium flight to Deerfield for a whole lot less:

  • Flexibility isn't confined to yoga. Have some room to move around your travel dates so you can snap up more affordable airfares when they pop up.
  • Search for a budget carrier that offers seats in business class. They usually come with extra space and a glass of Champagne — and a more affordable price.
  • Bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a flight loyalty scheme.

How to get into Deerfield from the airport?
Cruise into central Deerfield with an O'Hare Intl. Airport (ORD) car rental. Thrifty Car Rental and Dollar are two well-known suppliers at O'Hare Intl. Airport (ORD). Toss your baggage in the trunk, drive 14 miles to the north and you'll be in the heart of the city in no time at all. Many travelers also use public transportation or taxis to head into town from the airport. From there, you can still rent a ride to see the region's other great attractions with one of our Deerfield car rentals.
What is the best time to go to Deerfield?
Deerfield is a popular place in May, June and July. If you're contemplating visiting during these months, it would be a good idea to book ahead of time to ensure you get the most rewarding deals. Curious to know what summer's like in Deerfield? Average daily temperatures usually fluctuate between 65 ºF and 80 ºF. Like most places in the Northern Hemisphere, summer begins June 20 here.
Travel tips for Deerfield

  • Downtown Deerfield has plenty of renowned attractions. Drawcards like Marriott Theatre and Sportsman's Country Club will keep your feet on the move and your adventurous spirit happy.
  • If you're in search of a day trip, there are more sights to see a short drive out of town. Discover why Wrigley Field and McCormick Place are on the must-do lists of many Deerfield travelers.
  • When you want to get out and experience more of Chicago, book a car rental and set your GPS for Calumet City. Naperville is another worthwhile city with no shortage of things to do and see.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.