Cheap flights To DeKalb (CHI) from $36

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Cheap Flights to DeKalb from $36 One Way, $98 Round Trip

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

Sun, Aug 23 - Wed, Aug 26
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Aug 23 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Aug 26, priced at $98 found 1 hour ago
Mon, Sep 14 - Tue, Sep 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 6 hours ago
$108
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, Sep 14 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 22, priced at $108 found 6 hours ago
Wed, Jul 1 - Wed, Jul 8
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Select United flight, departing Wed, Jul 1 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jul 8, priced at $126 found 1 day ago
Fri, Jul 3 - Sat, Jul 4
MSP
Minneapolis - St. Paul Intl.
RFD
Greater Rockford
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 3 from Minneapolis - St. Paul Intl. to Greater Rockford, returning Sat, Jul 4, priced at $138 found 1 day ago
Fri, Oct 30 - Sun, Nov 1
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 10 hours ago
$147
Roundtrip
found 10 hours ago
Select Sun Country Airlines flight, departing Fri, Oct 30 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sun, Nov 1, priced at $147 found 10 hours ago
Wed, Oct 14 - Sat, Oct 17
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$149 Roundtrip, found 8 hours ago
$149
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Oct 14 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Oct 17, priced at $149 found 8 hours ago
Tue, Jul 21 - Tue, Jul 21
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$182 Roundtrip, found 12 hours ago
$182
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Jul 21 from John F. Kennedy Intl. to O'Hare Intl., returning Tue, Jul 21, priced at $182 found 12 hours ago
Thu, Sep 17 - Sat, Sep 19
LGA
LaGuardia
ORD
O'Hare Intl.
$184 Roundtrip, found 6 days ago
$184
Roundtrip
found 6 days ago
Select United flight, departing Thu, Sep 17 from LaGuardia to O'Hare Intl., returning Sat, Sep 19, priced at $184 found 6 days ago
Sat, Aug 22 - Tue, Aug 25
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$186 Roundtrip, found 10 hours ago
$186
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Aug 22 from Newark Liberty Intl. Airport to Greater Rockford, returning Tue, Aug 25, priced at $186 found 10 hours ago
Sat, Aug 22 - Tue, Aug 25
LGA
LaGuardia
RFD
Greater Rockford
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 22 from LaGuardia to Greater Rockford, returning Tue, Aug 25, priced at $186 found 1 day ago

DeKalb Flight Information

Traveling To
DeKalb
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, Delta, Sun Country Airlines, United, JetBlue Airways
Flight Price
$98
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.
Arlo Chicago
4.0-star property

Arlo Chicago

Aug 13 - Aug 16

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,158, price is now $681 per person
$681
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Jul 26 - Jul 31

5 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,650, price is now $881 per person
$881
per person
found 1 day ago
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

Jul 26 - Jul 31

5 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,292, price is now $719 per person
$719
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.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,391 reviews)

Jul 26 - Jul 31

5 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,038, price is now $1,260 per person
$1,260
per person
found 13 hours ago
Everything was okay, nothing out of the normal stuff, you don’t even have swimming pool or any other activity at the hotel

Reviewed on Jun 15, 2026

Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

9.2/10 Wonderful! (493 reviews)

Jul 24 - Jul 29

5 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,871, price is now $1,306 per person
$1,306
per person
found 13 hours ago
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,535 reviews)

Jul 24 - Jul 29

5 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,855, price is now $1,298 per person
$1,298
per person
found 13 hours ago
Really nice property, rooms were clean, and staff was extremely friendly

Reviewed on May 5, 2026

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DeKalb

Why search for low cost fares on your flights to DeKalb when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to DeKalb

Orbitz offers massive discounts and substantial last-minute savings on your DeKalb flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your DeKalb flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to DeKalb. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to DeKalb but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

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 $98 and $186. If you were flying one-way from Dallas (DFW), you could have bagged prices from just $36.
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.