$28 Cheap flights to Illinois

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Top places to visit in Illinois

Chicago

Cheap flights to Illinois from $28 One Way, $57 Round Trip

$57 return flights and $28 one-way flights to Illinois were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Apr 25 - Tue, Apr 28

JFK

New York

ORD

Chicago

$57

Roundtrip

just found

Tue, Mar 10 - Tue, Mar 10

LGA

New York

ORD

Chicago

$68

Roundtrip

just found

Wed, Apr 1 - Sun, Apr 5

BOS

Boston

ORD

Chicago

$83

Roundtrip

found 8 hours ago

Wed, May 6 - Sat, May 9

BOS

Boston

ORD

Chicago

$99

Roundtrip

found 1 day ago

Sat, Apr 25 - Tue, Apr 28

BOS

Boston

ORD

Chicago

$104

Roundtrip

found 1 day ago

Wed, Jun 3 - Sat, Jun 6

BOS

Boston

MDW

Chicago

$117

Roundtrip

found 1 day ago

Sat, May 2 - Tue, May 5

LGA

New York

MDW

Chicago

$119

Roundtrip

found 1 day ago

Mon, Apr 27 - Tue, Apr 28

BOS

Boston

RFD

Rockford

$139

Roundtrip

found 1 day ago

Wed, Mar 4 - Tue, Mar 10

JFK

New York

MDW

Chicago

$146

Roundtrip

found 4 days ago

Wed, Mar 18 - Sat, Mar 21

LGA

New York

RFD

Rockford

$147

Roundtrip

found 4 days ago

Mon, Mar 2 - Tue, Mar 3

JFK

New York

STL

St. Louis

$152

Roundtrip

found 6 days ago

Thu, May 7 - Sun, May 10

BOS

Boston

STL

St. Louis

$181

Roundtrip

found 12 hours ago

Flights Review

Mar 10, 2018

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

A verified traveler

Denver to Chicago · United

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
ATL	Chicago	February 21 to February 25	$129
ATL	Chicago	February 21 to February 26	$151
EWR	Rockford	February 20 to February 28	$239
ATL	St. Louis	February 20 to February 23	$274
LAX	Chicago	February 20 to March 2	$279
LAX	St. Louis	February 21 to February 23	$301
LAX	Chicago	February 22 to February 24	$302
ATL	Peoria	February 20 to February 22	$435
LAX	Evansville	February 21 to June 4	$482
LAX	Peoria	February 20 to March 6	$487
ATL	Rockford	February 20 to February 22	$557
LAX	Bloomington	February 22 to March 11	$561
ATL	Moline	February 21 to February 22	$617
LAX	Rockford	February 21 to February 23	$757
PVG	Chicago	February 22 to April 8	$1,247

*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Illinois Accommodation Deals

Freehand Chicago

19 East Ohio Street Chicago IL

Fully refundableReserve now, pay when you stay

$67 nightly

$79 total

Feb 18 - Feb 19

Total with taxes and fees

Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...

7.8/10 Good! (2,757 reviews)

Room was clean, cozy and very comfortable. Staff were all friendly, and the atmosphere around the bar and café area was eclectic. Hustle and bustle, close to so much including the Magnificent Mile, Navy Pier, Water Tower Place, etc. It's got a different feel from chain hotels and if you're looking ...

Reviewed on Feb 15, 2026

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

Fully refundableReserve now, pay when you stay

$74 nightly

$86 total

Feb 18 - Feb 19

Total with taxes and fees

Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...

7.4/10 Good! (2,515 reviews)

Yes and everything was purfect. By the time i got there and the check in was great. Once i went to sleep i didnt even hear the trains til i woke up to actually hear all the noise. I would do it again and will recomend to anyone

Reviewed on Feb 13, 2026

Motel 6 Elk Grove Village, IL - O'Hare

2881 Touhy Ave Elk Grove Village IL

Fully refundableReserve now, pay when you stay

$42 nightly

$48 total

Feb 22 - Feb 23

Total with taxes and fees

Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...

7.8/10 Good! (1,822 reviews)

As expected

Reviewed on Feb 14, 2026

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Ohio House Motel

600 N La Salle Drive Chicago IL

Fully refundableReserve now, pay when you stay

$66 nightly

$77 total

Feb 22 - Feb 23

Total with taxes and fees

Stay at this motel in Chicago. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking ...

8.8/10 Excellent! (1,065 reviews)

Clean room, staff

Reviewed on Feb 8, 2026

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.

Our Top Illinois Apartment Hotels

Residence Inn Chicago Downtown/Loop

11 S Lasalle St Chicago IL

Fully refundableReserve now, pay when you stay

$127 nightly

$149 total

Feb 27 - Feb 28

Total with taxes and fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, a fitness center, and valet parking (surcharge). Our guests praise the breakfast ...

9.2/10 Wonderful! (1,003 reviews)

My daughter and I stayed nearly a week in a one-bedroom suite. The room was very comfortable, though in an odd location where the only window was always shaded by other buildings and didn't let in a lot of natural light. Housekeeping was outstanding and the room was very clean. Front desk staff was ...

Reviewed on Feb 11, 2026

The Chicago Hotel Collection - Millennium Park

55 E Washington St. Chicago IL

Stay at this hotel in Chicago. Enjoy free WiFi, room service, and laundry facilities. Our guests praise the room service in our reviews. Popular attractions ...

Good

Reviewed on Jul 21, 2023

Get rates

Residence Inn by Marriott Chicago Downtown / River North

410 N Dearborn St Chicago IL

Fully refundableReserve now, pay when you stay

$120 nightly

$141 total

Feb 22 - Feb 23

Total with taxes and fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...

9.2/10 Wonderful! (1,023 reviews)

Room was spacious, and hotel was located in a prime location would definitely go back!

Reviewed on Feb 1, 2026

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Sonesta ES Suites Chicago - Schaumburg

901 E Woodfield Office Ct Schaumburg IL

Fully refundableReserve now, pay when you stay

$94 nightly

$108 total

Feb 22 - Feb 23

Total with taxes and fees

Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

8.4/10 Very Good! (1,000 reviews)

Accommodations were fantastic. Very clean. Great breakfast selection. But the absolute highlight was the staff. I have nothing bad to say at all. We will definitely stay there again.

Reviewed on Feb 8, 2026

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.

Score Epic Illinois Accommodation Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$93 nightly

$109 total

Feb 17 - Feb 18

Total with taxes and fees

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...

8/10 Very Good! (9,871 reviews)

Great location, beautiful historic hotel with clean, updated rooms.

Reviewed on Feb 11, 2026

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

Fully refundableReserve now, pay when you stay

$137 nightly

$161 total

Mar 4 - Mar 5

Total with taxes and fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...

9.2/10 Wonderful! (3,333 reviews)

Excellent

Reviewed on Feb 13, 2026

Hilton Chicago

720 S Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$164 nightly

$192 total

Feb 27 - Feb 28

Total with taxes and fees

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 ...

8.4/10 Very Good! (2,614 reviews)

Outdated rooms and our heater stopped working overnight and the temp fell to 60's which felt freezing given it was zero outside with snow flurries But Matt the maintenance guy came quickly at 6 am thankfully and got it back up and running. Other than that, a truly beautiful hotel and the restaurant ...

Reviewed on Feb 8, 2026

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Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Fully refundableReserve now, pay when you stay

$94 nightly

$111 total

Feb 22 - Feb 23

Total with taxes and fees

Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...

8.4/10 Very Good! (5,650 reviews)

Average

Reviewed on Feb 12, 2026

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.

Family Friendly Hotels in Illinois

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

511 North Columbus Drive Chicago IL

Fully refundableReserve now, pay when you stay

$136 nightly

$160 total

Feb 22 - Feb 23

Total with taxes and fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...

8.2/10 Very Good! (2,818 reviews)

Clean room, great location, good ambience, excellent breakfast.

Reviewed on Feb 10, 2026

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Fully refundableReserve now, pay when you stay

$176 nightly

$202 total

Feb 22 - Feb 23

Total with taxes and fees

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 ...

8.4/10 Very Good! (2,288 reviews)

Service, history,

Reviewed on Feb 12, 2026

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Fully refundableReserve now, pay when you stay

$94 nightly

$111 total

Feb 22 - Feb 23

Total with taxes and fees

Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...

8.4/10 Very Good! (5,650 reviews)

Average

Reviewed on Feb 12, 2026

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Hyatt Regency Chicago

151 East Wacker Dr Chicago IL

Fully refundableReserve now, pay when you stay

$209 nightly

$245 total

Feb 17 - Feb 18

Total with taxes and fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

9.2/10 Wonderful! (3,460 reviews)

Spacious and clean room but improvement points on amenities (missing tissue in tissue casing, need to call for amenities, nondairy milk available but not dairy milk, dirty coffee maker cannot make tea), dark, and separate towers inconvenient with friends & availability of lifts during conference ...

Reviewed on Feb 10, 2026

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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar

4 people

Compact

Ford Focus or similar

4 people

Midsize

Toyota Corolla or similar

5 people

SUV

Jeep Compass or similar

5 people

Illinois

Finding cheap flights to Illinois is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Illinois 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 Illinois 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 Illinois—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Illinois 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 Illinois 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 Illinois?

Look up the deals from the 24 airlines that offer services to Illinois. Whether you want to get comfortable in the pointy end of the plane or cut costs in economy, there'll be a seat for you. Head for O'Hare Intl. Airport (ORD) with one of these reputable carriers:

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

How much is a flight to Illinois?

Prices for round-trip flights to Illinois this past week fluctuated between $57 and $1,247. If you were traveling one-way out of New York (JFK), you could have nabbed tickets from as low as $28.

How to book the cheapest flight to Illinois?

Scoring cheap flights to Illinois is as easy as booking with Orbitz. But if you're eager to make sure you're nabbing the best flight deals around, here are some tips your wallet will love:

Consider departing from or arriving at nearby airports to save extra cash. Enter your preferred departure and arrival airports in the form fields, then click on the 'Nearby airports' function below. It will list any available options.
Also, click on the 'Show flexible dates' link to see the prices for days around your chosen departure. You may be able to pick up cheaper flight deals if you're flexible with your schedule.
To fine tune your results, click on 'Show options.' You can search based on airlines, seating class, and nonstop and refundable flights. You can also select your preferred departure and arrival times under 'Sort & Filter' to the left.
Once you know your travel dates, don't delay booking your flight. Fares normally get more expensive as the departure date nears.
Save big on your vacation by bundling your flights, hotels and car rentals into an Orbitz package deal. Your budget will thank you.
Don't travel during the busy season if you can. By steering clear of summer, school vacations and other popular dates, you can save plenty on your airfare.

What is the best time to book a flight to Illinois?

Reserve your seats to Illinois in January. This is the best month for low prices, closely followed by February and August. Snap up cheap flights and enjoy your dream getaway with Orbitz.

What day of the week is the cheapest to book a flight to Illinois?

When it comes to cheap airfares to Illinois, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just clicks away with Orbitz.

What is the cheapest day of the week to fly to Illinois?

Think about leaving early in the week to score cheap flights to Illinois. Orbitz data from 2020 indicates Monday is typically the most affordable day to head off, followed by Tuesday. Saturday was found to have the most expensive ticket prices. This is possibly because many passengers prefer to begin their trip after a long working week.

What is the cheapest month to fly to Illinois?

If you have some flexibility with your travel plans, consider departing sometime in August. Orbitz data has found that this is generally the best month to travel if you're looking for cheap flights to Illinois. As you might expect, airfares rise in the busy month of June and flights sell out fast.

Which airlines allow free cancellation?

We understand that plans can change and flexibility is more important than ever. 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 with more flexibility than a lollipop left in the sun!

What do I need for the flight to Illinois?

The secret to a hassle-free flight is preparation. Listed below are some useful tips that'll help get you ready for your journey:

Before you step on board the plane, you'll need to show some type of government-issued ID, such as a passport. You'll also need your boarding pass. If you're traveling with children, check with your airline about which documents they require — if any.
Take some activities to keep you occupied on your trip to Illinois. Books and electronic devices like tablets and laptops will do the trick. Be sure to take a water bottle with you too. Even on a short flight, it's important to stay well-hydrated.
It can get very cool on the plane. If you'd prefer not to shiver your way through the flight, wear an extra layer of clothes.

How do I get cheap first-class/business deals to Illinois?

There are ways of booking first or business-class fares to Illinois that won't burn a hole through your savings. Pick up a seat in the pointy end of the plane for less with these helpful tips:

Be flexible. By being open to a range of travel dates, you'll have a better chance of finding a deal on first or business-class airfares.
Budget airlines offer first or business-class seating at more affordable prices. Give the full-service carriers a miss and go with one of these cheaper options.
Take advantage of your airline's customer loyalty program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

What is the best time to go to Illinois?

Illinois is a lively place in May, June and August. If you're thinking of visiting during these months, it would be wise to book early to ensure you pick up the greatest deals. Want to know what the summer's like in Illinois? Average daily temperatures typically range between 65 ºF and 80 ºF. Like most of the Northern Hemisphere, summertime begins June 20 here.

Travel tips for Illinois

The possibilities for adventure in Illinois are almost endless — and Disneyland® is just one place you'll find it. Arrange a car rental, find out how to reach this top attraction and then get moving!
One of Illinois's most well-known cities, Chicago is the ideal place to begin a big road trip around this region. Eat, sleep, adventure and repeat — it's what vacations are for!

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.

$28 Cheap flights to Illinois

Top places to visit in Illinois

Chicago

Cheap flights to Illinois from $28 One Way, $57 Round Trip

Flights Review

Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Illinois Accommodation Deals

Freehand Chicago

Travelodge by Wyndham Downtown Chicago

Motel 6 Elk Grove Village, IL - O'Hare

Ohio House Motel

Our Top Illinois Apartment Hotels

Residence Inn Chicago Downtown/Loop

The Chicago Hotel Collection - Millennium Park

Residence Inn by Marriott Chicago Downtown / River North

Sonesta ES Suites Chicago - Schaumburg

Score Epic Illinois Accommodation Deals

Congress Plaza Hotel

Hotel Riu Plaza Chicago

Hilton Chicago

Embassy Suites by Hilton Chicago Downtown River North

Family Friendly Hotels in Illinois

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Palmer House a Hilton Hotel

Embassy Suites by Hilton Chicago Downtown River North

Hyatt Regency Chicago

Need a Car For After Your Flight?

Economy

Compact

Midsize

SUV

Illinois

Mobile Site and Apps

Pick and Choose or Book Full Vacation Packages

Rewards That Are Miles Better

Great Deals Every Day

Frequently asked questions

More to Explore