Cheap flights To Deerfield (CHI) from $39

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Cheap Flights to Deerfield from $39 One Way, $77 Round Trip

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

Sat, May 31 - Sat, May 31
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$77 Roundtrip, found 1 hour ago
$77
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, May 31 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sat, May 31, priced at $77 found 1 hour ago
Tue, May 20 - Sat, May 31
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, May 20 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sat, May 31, priced at $80 just found
Sat, May 31 - Wed, Jun 4
LGA
LaGuardia
ORD
O'Hare Intl.
$81 Roundtrip, just found
$81
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 31 from LaGuardia to O'Hare Intl., returning Wed, Jun 4, priced at $81 just found
Wed, May 21 - Tue, May 27
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$83 Roundtrip, just found
$83
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, May 21 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, May 27, priced at $83 just found
Wed, May 7 - Wed, May 28
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, May 7 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 28, priced at $88 found 4 days ago
Mon, May 19 - Wed, May 21
LGA
LaGuardia
ORD
O'Hare Intl.
$89 Roundtrip, just found
$89
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, May 19 from LaGuardia to O'Hare Intl., returning Wed, May 21, priced at $89 just found
Sat, May 31 - Mon, Jun 2
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$90 Roundtrip, just found
$90
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 31 from Newark Liberty Intl. Airport to O'Hare Intl., returning Mon, Jun 2, priced at $90 just found
Sat, May 31 - Mon, Jun 2
LGA
LaGuardia
ORD
O'Hare Intl.
$91 Roundtrip, just found
$91
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 31 from LaGuardia to O'Hare Intl., returning Mon, Jun 2, priced at $91 just found
Wed, May 14 - Wed, May 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, May 14 from Los Angeles Intl. to O'Hare Intl., returning Wed, May 28, priced at $100 found 1 day ago
Fri, May 23 - Tue, May 27
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, May 23 from Los Angeles Intl. to O'Hare Intl., returning Tue, May 27, priced at $118 just found

Deerfield Flight Information

Traveling To
Deerfield
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines
Flight Price
$77
Earliest Departing Flight
Latest Departing Flight

Flights Review

Mar 10, 2018

Great overall service. Smooth landing. Plane was even early.

A verified traveler
Denver to Chicago · United

Book Your Flight & Hotel Together & Save

Deerfield economy flight packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Villa Park, IL - Chicago West
2.0-star property

Motel 6 Villa Park, IL - Chicago West

Jun 6 - Jun 8

2 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Coach

Chicago (ORD) to Dallas (DFW)

Spirit Airlines • Coach
per person
found 1 day ago
Motel 6 Joliet, IL - I-80
2.0-star property

Motel 6 Joliet, IL - I-80

Jun 6 - Jun 8

2 night stay

Dallas (DFW) to Chicago (CHI)

Frontier Airlines • Coach

Chicago (CHI) to Dallas (DFW)

Spirit Airlines • Coach
per person
found 1 day ago
Sonesta Simply Suites Lansing
2.5-star property

Sonesta Simply Suites Lansing

Jun 6 - Jun 8

2 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Coach

Chicago (ORD) to Dallas (DFW)

Spirit Airlines • Coach
per person
found 1 day ago
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Deerfield premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel
3.5-star property

Congress Plaza Hotel

7.8/10 Good! (8,642 reviews)

Jun 10 - Jun 15

5 night stay

New York (NYC) to Chicago (ORD)

Delta • PremiumEconomy

Chicago (ORD) to New York (NYC)

United • PremiumEconomy
per person
found 1 day ago
Loved our stay! Cool historic hotel in an excellent location. Breakfast buffet was $29.95 and had wonderful variety of choices.

Reviewed on Apr 28, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,546 reviews)

Jun 10 - Jun 15

5 night stay

New York (NYC) to Chicago (ORD)

Delta • PremiumEconomy

Chicago (ORD) to New York (NYC)

United • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
Loved their spa facility

Reviewed on Mar 21, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
4.0-star property

The Allegro Royal Sonesta Hotel Chicago Loop

8.8/10 Excellent! (1,610 reviews)

Jun 10 - Jun 15

5 night stay

New York (NYC) to Chicago (ORD)

Delta • PremiumEconomy

Chicago (ORD) to New York (NYC)

United • PremiumEconomy
per person
found 1 day ago
The best!!!!!!!!! Beautiful hotel, rooms are small but we got upgraded to a suite and it was worth it! The customer service was excellent. David and Hethel were excellent.

Reviewed on May 2, 2025

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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! (1,605 reviews)

Jun 2 - Jun 4

2 night stay

New York (LGA) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
per person
found 4 hours ago
Our second time. Here, highly recommended

Reviewed on Mar 3, 2025

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,001 reviews)

Jun 2 - Jun 4

2 night stay

New York (LGA) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
per person
found 4 hours ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.

Reviewed on Sep 13, 2024

Four Seasons Hotel Chicago
5.0-star property

Four Seasons Hotel Chicago

9.4/10 Exceptional! (1,005 reviews)

Jun 2 - Jun 4

2 night stay

New York (LGA) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
per person
found 4 hours ago
The Four Seasons is excellent. The property, staff and spa are exquisite.

Reviewed on Apr 18, 2025

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Deerfield

Traveling to Deerfield and need a cheap flight? Orbitz has great deals on flights to Deerfield right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

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Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Deerfield or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Deerfield flights. When you need us, we’re here for you!

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 $77 and $118 this week. The most affordable one-way ticket prices were $39, originating in New York (EWR).
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.

Nearby

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.