Cheap Flights to Illinois from $29 (2026/2027)

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Flights
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How Much Does it Cost To Fly To Illinois?

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

Fri, Feb 27 - Sun, Mar 1
MCO
Orlando Intl.
STL
Lambert-St. Louis Intl.
$58 Roundtrip, found 9 hours ago
$58
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Fri, Feb 27 from Orlando Intl. to Lambert-St. Louis Intl., returning Sun, Mar 1, priced at $58 found 9 hours ago
Fri, Feb 6 - Sun, Feb 8
MCO
Orlando Intl.
MDW
Midway Intl.
$58 Roundtrip, found 14 hours ago
$58
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Fri, Feb 6 from Orlando Intl. to Midway Intl., returning Sun, Feb 8, priced at $58 found 14 hours ago
Sat, Feb 7 - Sat, Feb 14
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 7 from Denver Intl. to Lambert-St. Louis Intl., returning Sat, Feb 14, priced at $58 found 1 day ago
Thu, Jan 29 - Mon, Feb 2
MCO
Orlando Intl.
ORD
O'Hare Intl.
$59 Roundtrip, just found
$59
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jan 29 from Orlando Intl. to O'Hare Intl., returning Mon, Feb 2, priced at $59 just found
Sun, Jan 18 - Thu, Jan 22
DEN
Denver Intl.
ORD
O'Hare Intl.
$61 Roundtrip, found 3 days ago
$61
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Jan 18 from Denver Intl. to O'Hare Intl., returning Thu, Jan 22, priced at $61 found 3 days ago
Mon, Jan 12 - Mon, Jan 19
DEN
Denver Intl.
MDW
Midway Intl.
$95 Roundtrip, found 6 days ago
$95
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Jan 12 from Denver Intl. to Midway Intl., returning Mon, Jan 19, priced at $95 found 6 days ago
Mon, Jan 26 - Mon, Feb 2
MCO
Orlando Intl.
EVV
Evansville Regional
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Mon, Jan 26 from Orlando Intl. to Evansville Regional, returning Mon, Feb 2, priced at $102 found 6 days ago
Sat, Jan 24 - Sat, Jan 31
MCO
Orlando Intl.
SPI
Abraham Lincoln Capital
$124 Roundtrip, found 6 days ago
$124
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Jan 24 from Orlando Intl. to Abraham Lincoln Capital, returning Sat, Jan 31, priced at $124 found 6 days ago
Thu, Jan 15 - Sat, Jan 24
SMF
Sacramento Intl.
STL
Lambert-St. Louis Intl.
$176 Roundtrip, found 4 days ago
$176
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Jan 15 from Sacramento Intl. to Lambert-St. Louis Intl., returning Sat, Jan 24, priced at $176 found 4 days ago
Mon, Mar 9 - Wed, Mar 11
SMF
Sacramento Intl.
ORD
O'Hare Intl.
$224 Roundtrip, found 2 days ago
$224
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Mar 9 from Sacramento Intl. to O'Hare Intl., returning Wed, Mar 11, priced at $224 found 2 days ago
Wed, Feb 4 - Wed, Feb 25
SMF
Sacramento Intl.
MDW
Midway Intl.
$283 Roundtrip, found 5 days ago
$283
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Feb 4 from Sacramento Intl. to Midway Intl., returning Wed, Feb 25, priced at $283 found 5 days ago
OriginDestinationTravel DatesFlights From*
ATLSt. LouisMarch 31 to April 7$59
LAXChicagoMarch 17 to March 24$122
LAXChicagoFebruary 14 to February 18$139
LAXSt. LouisJanuary 28 to January 31$148
ATLPeoriaFebruary 6 to February 7$266
LAXMolineFebruary 10 to February 24$309
LAXPeoriaJanuary 21 to January 25$317
EWRSavoyMarch 12 to March 16$319
EWRSpringfieldMarch 18 to March 24$371
LAXEvansvilleMarch 3 to March 10$379
ATLBloomingtonJanuary 31 to February 19$399
ATLMolineJanuary 19 to January 27$483
ATLSavoyApril 2 to April 5$552
PVGSt. LouisJanuary 20 to January 25$1,221
PVGChicagoMarch 22 to March 28$1,255
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLChicagoJanuary 11 to January 17$140
LGAChicagoJanuary 9 to January 12$200
ATLChicagoJanuary 10 to January 14$203
DFWChicagoJanuary 11 to January 15$209
ATLSt. LouisJanuary 10 to January 12$248
LAXSt. LouisJanuary 9 to January 12$288
JFKPeoriaJanuary 10 to January 13$311
LAXChicagoJanuary 11 to January 18$318
ATLRockfordJanuary 10 to January 12$346
LAXRockfordJanuary 10 to January 17$365
ATLEvansvilleJanuary 11 to January 19$442
DFWPeoriaJanuary 11 to January 20$463
ATLBloomingtonJanuary 9 to January 25$519
PVGChicagoJanuary 11 to January 26$1,397
PEKChicagoJanuary 11 to January 24$1,465
*Prices include taxes and fees

Best Illinois Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

Mar 19 - Mar 23

4 night stay

Philadelphia (PHL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $724, price is now $465 per person
$465
per person
found 4 hours ago
The Emily Hotel
4.0-star property

The Emily Hotel

Mar 19 - Mar 23

4 night stay

Philadelphia (PHL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $848, price is now $497 per person
$497
per person
found 4 hours ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Mar 19 - Mar 23

4 night stay

Philadelphia (PHL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,310, price is now $777 per person
$777
per person
found 4 hours ago
Don't see what you're looking for?
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Travelers ❤️ These Illinois 🏨

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.8/10 Excellent! (3,656 reviews)
Everything was good

Reviewed on Jan 3, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.4/10 Very Good! (2,217 reviews)
NYE/ what a blast. Thank you

Reviewed on Jan 4, 2026

Opens in a new windowPalmer House a Hilton Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Soldier Field are located nearby.
8.4/10 Very Good! (2,448 reviews)
Yes it was a great stay

Reviewed on Jan 1, 2026

Opens in a new windowHilton Chicago
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Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
8.6/10 Excellent! (2,030 reviews)
The staff was GREAT, room was clean but small.

Reviewed on Jan 3, 2026

Opens in a new windowClub Quarters Hotel Wacker at Michigan, Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Illinois?
A roundtrip flight to Illinois cost as little as $58 within the last seven days. When you're ready to make a booking, we'll help you find a top deal. This price was available on Travelocity for flights to Illinois departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Illinois?
You'll have a choice of 20 airlines when you want to organize your flight to Illinois. Let Southwest Airlines take you there. This top carrier offers 5,737 services a month to Chicago, Illinois's premier city.
What is the cheapest month to fly to Illinois?
Splash out more money on epic experiences and less on airfares by visiting Illinois in February. This is the most affordable time to set off to this destination based on Travelocity's direct return flight demand between January and December last year. Take a peek at our list of flights and get away from it all without draining your bank account.
How can I check my flight status to Illinois?
Visit the Travelocity customer portal, Trips. You'll find almost everything related to your flight to Illinois here, including valuable information about any gate changes, flight delays and more. Keep an eye out for Trips at the top right of the Travelocity homepage. Simply sign up, log in and discover what you need. Or you can access your itinerary on the go and get real-time travel updates with the Travelocity app. You'll find all your itineraries in one convenient place, so you can quickly share details with any members of your family flying with you.
How do I find the best deals on flights to Illinois?
Being flexible with your travel dates is one of the best ways to score a fantastic deal. Travelocity makes it a snap to find your perfect fare through the "Flexible dates" feature. First, search for your flight to Illinois, then compare prices for surrounding days by clicking the Flexible dates box above. Booking ahead of time and traveling outside of peak periods will also help you save. In the last seven days, the cheapest price for a return flight to Illinois was $58 on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Illinois with Travelocity?
Look for cheap flights to Illinois with Travelocity and start arranging your next adventure. With 24/7 customer assistance during every step of your trip and a Price Match Guarantee, we take the difficulty out of reserving cheap family flights, places to stay and more. Bag a top deal today and prepare for an amazing adventure.
What are the most popular flight routes to Illinois?
To help you in your search for flights to Illinois, browse our list of some of the preferred routes:

  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 4,203 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 4,155 flights a month.
  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 4,138 flights a month.

How much is a flight to Illinois on average?
Airfares for roundtrip flights to Illinois cost between $58 and $1,465 in the last seven days. The moment you see a fabulous deal, snap it up and get ready to set off on your next wonderful adventure with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Illinois?
The length of your direct flight to Illinois mostly depends on your point of departure. To give you an idea of what to expect, here are the average travel times for a handful of popular routes to Illinois:

  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 29 minutes
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 20 minutes
  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 41 minutes

What can I expect on a flight to Illinois?
Factors such as which carrier you choose and where you're departing from will mostly determine your travel experience. Chances are you'll find all kinds of flights to Illinois, from cheap flights for family vacations to first class journeys. Warm meals, drinks and entertainment are usually what most airlines provide on long-haul trips.

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