Cheap flights To DeKalb (CHI) from $40

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Cheap Flights to DeKalb from $40 One Way, $86 Round Trip

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

Thu, Aug 27 - Sat, Aug 29
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$86 Roundtrip, found 2 hours ago
$86
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Aug 27 from George Bush Intercontinental to O'Hare Intl., returning Sat, Aug 29, priced at $86 found 2 hours ago
Wed, Sep 16 - Wed, Sep 16
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$94 Roundtrip, found 2 days ago
$94
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Sep 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 16, priced at $94 found 2 days ago
Thu, Nov 12 - Thu, Nov 19
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 5 days ago
$140
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Nov 19, priced at $140 found 5 days ago
Mon, Aug 31 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Aug 31 from Los Angeles Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $172 found 1 day ago
Tue, Sep 29 - Thu, Oct 1
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$173 Roundtrip, found 7 hours ago
$173
Roundtrip
found 7 hours ago
Select United flight, departing Tue, Sep 29 from George Bush Intercontinental to O'Hare Intl., returning Thu, Oct 1, priced at $173 found 7 hours ago
Tue, Sep 29 - Thu, Oct 1
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$173 Roundtrip, found 7 hours ago
$173
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Sep 29 from George Bush Intercontinental to O'Hare Intl., returning Thu, Oct 1, priced at $173 found 7 hours ago
Tue, Sep 29 - Thu, Oct 1
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$197 Roundtrip, found 7 hours ago
$197
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Sep 29 from George Bush Intercontinental to O'Hare Intl., returning Thu, Oct 1, priced at $197 found 7 hours ago
Thu, Nov 5 - Thu, Nov 5
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$202 Roundtrip, found 5 days ago
$202
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Nov 5 from John F. Kennedy Intl. to O'Hare Intl., returning Thu, Nov 5, priced at $202 found 5 days ago
Wed, Sep 2 - Sun, Sep 6
JFK
John F. Kennedy Intl.
RFD
Greater Rockford
$206 Roundtrip, found 3 days ago
$206
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 2 from John F. Kennedy Intl. to Greater Rockford, returning Sun, Sep 6, priced at $206 found 3 days ago
Tue, Aug 11 - Sat, Aug 15
IAH
George Bush Intercontinental
RFD
Greater Rockford
$213 Roundtrip, found 3 days ago
$213
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Aug 11 from George Bush Intercontinental to Greater Rockford, returning Sat, Aug 15, priced at $213 found 3 days ago

DeKalb Flight Information

Traveling To
DeKalb
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, United, American Airlines, Delta, JetBlue Airways
Flight Price
$86
Earliest Departing Flight
Latest Departing Flight

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DeKalb economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

Sep 6 - Sep 11

5 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,057, price is now $690 per person
$690
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Sep 6 - Sep 11

5 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,341, price is now $821 per person
$821
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Aug 28 - Sep 3

6 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,607, price is now $1,061 per person
$1,061
per person
found 1 day ago
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DeKalb first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,323 reviews)

Sep 1 - Sep 5

4 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,393, price is now $1,236 per person
$1,236
per person
found 12 hours ago
They are very accommodating. We brought our 9 week old Corgi puppies and had no issues!

Reviewed on Jul 19, 2026

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (1,910 reviews)

Sep 1 - Sep 5

4 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,927, price is now $1,585 per person
$1,585
per person
found 12 hours ago

The Langham, Chicago
5.0-star property

The Langham, Chicago

9.8/10 Exceptional! (1,003 reviews)

Sep 1 - Sep 5

4 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,922, price is now $1,597 per person
$1,597
per person
found 12 hours ago
I will never forget my first stay at The Langham. My partner and I were blown away by how spotless it was, the interior design of the building, the professionalism of the staff… …and the view from our room - and, mind you, we weren’t even in one of their more luxurious rooms/suites, just their standard room. If you make bank, you should stay here every time you visit Chicago; if you don’t, this is a bucket list hotel. Cannot recommend it enough.

Reviewed on Jul 19, 2026

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DeKalb

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to DeKalb. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

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Orbitz holds a “Best of the Web” Cruise Site Award from Forbes Magazine. You won’t find better deals anywhere on low cost cruises and low fare DeKalb flights. Our Customer Care and guaranteed low prices make Orbitz the team to beat in budget cruises and air ticket sales.

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First-Timers

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Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to DeKalb and DeKalb flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

Which airlines fly to DeKalb?
You can select from 20 airlines that operate services to O'Hare Intl. Airport (ORD), the primary airport in the city. With a good range of options, you're certain to pick up a terrific deal. Here are some of the international airlines that'll get you to DeKalb — and then discovering every corner of this city:

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

How much is a flight to DeKalb?
Prices for round-trip flights to DeKalb this week ranged between $86 and $213. If you were flying one-way from Atlanta (ATL), you could have bagged prices from just $40.
How to book the cheapest flight to DeKalb?
With some of the biggest and best flight deals around, you can jet for less with Orbitz. The following handy hints will help you snap up cheap flights to DeKalb — and leave you with more money to play with:

  • Depending on your departure city, select the 'Nearby airports' function (located under the departure and arrival options). In some cases, other departure points offer cheaper airfares.
  • Also, click on the 'Show flexible dates' link to compare the prices on days either side of your selected departure. You may be able to score cheaper flight deals if you're flexible with your dates.
  • You can also use the 'Show options' link 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 want to fly.
  • Book your airfare as soon as you've decided on your travel dates. While it does happen now and then, airfares rarely drop in price as your departure date approaches.
  • Make even more savings on your adventure by combining your hotel, flights and car rentals into an Orbitz package deal. Your credit card will thank you.
  • Whenever possible, don't fly in peak seasons. Airfares often hit their highest during school breaks, summer and other vacation periods like Easter and Christmas.

What is the best time to book a flight to DeKalb?
Generally speaking, the cheapest time to book a seat is in January. This is closely followed by February and August. When looking for a cheap flight to DeKalb, make sure you're ready to book. Cheap deals pop up quickly and don't hang around!
What day of the week is the cheapest to book a flight to DeKalb?
To score a great flight deal, book on a Tuesday, Wednesday or Saturday. These are generally the cheapest days to purchase tickets to DeKalb.
What is the cheapest day of the week to fly to DeKalb?
According to Orbitz data from 2020, you ought to kick off your trip on a Monday to nab cheap flights to DeKalb. Next cheapest day? Tuesday. Saturday costs the most. So, think about departing early in the week if you'd like to score a low-priced fare and stretch your travel budget.
What is the cheapest month to fly to DeKalb?
Get set to jet for less in August. This is generally the best month to get on a plane if you're looking for cheap flights to DeKalb, based on Orbitz data. The costliest time to fly is June, so avoid this month if you can.
Which airlines allow free cancellation?
We understand that plans change and flexibility is important. That's why you can search for flights that have free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll show you fares more flexible than a lollipop left in the sun!
What do I need for the flight to DeKalb?
The key to a comfortable flight is preparation. Here are some handy tips to help you get ready for take off:

  • Whether you print it out at home or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some form of government-issued photo ID. If you're traveling internationally, make sure your passport is valid and you've looked into visa requirements.
  • Make time fly by even quicker on your short flight by packing the right stuff. Think snacks, a water bottle and entertainment. If you'd like your journey to DeKalb to go quietly, squeeze some headphones in your carry-on bag too.
  • Even if you're flying when it's 100 degrees outside, bring a sweater or cardigan on board with you. Airplane cabins can get downright chilly.

How do I get cheap first-class/business deals to DeKalb?
There are ways of booking first or business-class fares to DeKalb that won't burn a hole through your budget. Bag a seat at the front of the plane for less with these helpful tips:

  • Flexibility is key. By being open to a variety of travel dates, you'll have more chances of picking up a great deal on business or first-class airfares.
  • Search for a budget airline that has seats in business class. They usually come with extra legroom and a glass of Champagne — and a more appealing price.
  • Take advantage of your airline's loyalty program and upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

What is the best time to go to DeKalb?
DeKalb is busy in June, July and August. If you're arranging a visit during these months, it would be wise to book well in advance to ensure you snap up the greatest deals. Curious to know what summer's like in DeKalb? Average daily temperatures usually fluctuate between 65 ºF and 80 ºF. Like most destinations in the Northern Hemisphere, the summer season begins June 20 here.
Travel tips for DeKalb

  • Downtown DeKalb is brimming with terrific attractions. Tourist spots like Northern Illinois University and Star Worlds Arcade will keep your feet on the move and your adventurous spirit full.
  • You'll also want to see the sights within an easy drive of DeKalb's center. Set out for Chicago Premium Outlets and Aurora University and see a different side of this sought-after destination.
  • When you want to explore more of Illinois, book a car rental and cruise to Chicago. Peoria is another popular city with a wealth of things to see and do.

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.