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$58+ Cheap flights from Virginia to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORD
Jun 14 — Jun 211
Sun 6/14
Sun 6/21
1 adult, Economy
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Cheap flight deals from Virginia to Illinois

Cheapest flights from Virginia to Illinois
Explore the most affordable flight options available from Virginia to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:15 am
RDU
-
ORD
1 stop14h 38m
Frontier
Sat 8/112:44 am
ORD
-
RDU
1 stop10h 06m
Frontier
Deal found 5/11$215
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/412:54 pm
RDU
-
ORD
1 stop7h 35m
Frontier
Tue 6/96:55 am
ORD
-
RDU
1 stop16h 34m
Frontier
Deal found 5/10$216
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:15 am
RDU
-
MDW
1 stop5h 54m
Frontier
Mon 6/812:04 pm
MDW
-
RDU
1 stop11h 20m
Frontier
Deal found 5/10$217
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:46 am
RDU
-
ORD
2 stops10h 55m
Frontier
Tue 6/21:29 pm
ORD
-
RDU
1 stop10h 04m
Frontier
Deal found 5/11$218
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:46 am
RDU
-
MDW
2 stops13h 16m
Frontier
Tue 6/26:00 am
MDW
-
RDU
1 stop4h 59m
Frontier
Deal found 5/11$218
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1112:54 pm
RDU
-
ORD
1 stop20h 09m
Frontier
Thu 6/181:29 pm
ORD
-
RDU
1 stop9h 41m
Frontier
Deal found 5/12$219
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1311:47 am
RDU
-
MDW
1 stop11h 24m
Frontier
Sun 6/146:00 am
MDW
-
RDU
1 stop17h 10m
Frontier
Deal found 5/11$219
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:33 pm
RDU
-
ORD
1 stop8h 08m
Frontier
Sat 6/61:29 pm
ORD
-
RDU
1 stop9h 57m
Frontier
Deal found 5/12$220
This Frontier deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:33 pm
RDU
-
MDW
1 stop10h 29m
Frontier
Tue 6/26:00 am
MDW
-
RDU
1 stop4h 59m
Frontier
Deal found 5/11$220
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:14 pm
RDU
-
ORD
1 stop8h 39m
Frontier
Sun 7/261:50 pm
ORD
-
RDU
1 stop9h 35m
Frontier
Deal found 5/13$221
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:15 am
RDU
-
MDW
1 stop5h 54m
Frontier
Sat 8/296:00 am
MDW
-
RDU
1 stop17h 22m
Frontier
Deal found 5/13$221
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:54 pm
RDU
-
ORD
1 stop7h 35m
Frontier
Mon 6/88:00 pm
ORD
-
RDU
1 stop11h 45m
Frontier
Deal found 5/10$222

Find flight deals from Virginia to Illinois

Keep the following information in mind while searching for Virginia to Illinois flight deals. Data was last updated May 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$215
(Kiwi.com)

One-way from

$58
(Trip.com)

Popular in

March

Cheapest in

September

Average price

$363

Good round-trip deal

$307 or less

Good one-way deal

$178 or less
Provider with most accurate pricing for Norfolk-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Chicago (CHI) flights.
Search Deals
From Virginia to Illinois
Search Deals
One-way flight from Virginia to Illinois
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Virginia to Illinois.
Search Deals
Price to beat on a one-way flight from Virginia to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 15, 2026.
Use the filters below to find and compare flights from Virginia to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 9/26

6:00 am-10:42 am

1 stop5h 42m

Chicago O'Hare Intl

Tue 9/29

7:10 am-11:52 am

1 stop3h 42m

$238
Quickest round-trip

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Thu 9/3

7:25 am-8:20 am

Nonstop1h 55m

Chicago Midway

Thu 9/3

2:00 pm-4:50 pm

Nonstop1h 50m

$239

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Thu 7/23

2:00 pm-3:18 pm

Nonstop2h 18m

Chicago O'Hare Intl

Wed 7/29

12:45 pm-3:52 pm

Nonstop2h 07m

$247

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sat 6/27

10:20 pm-11:31 pm

Nonstop2h 11m

Chicago O'Hare Intl

Tue 6/30

9:40 pm-12:45 am

Nonstop2h 05m

$247

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sat 7/11

5:42 pm-6:50 pm

Nonstop2h 08m

Chicago O'Hare Intl

Tue 7/14

6:30 am-9:24 am

Nonstop1h 54m

$247

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Thu 6/25

10:20 pm-11:31 pm

Nonstop2h 11m

Chicago O'Hare Intl

Wed 7/1

6:30 am-9:24 am

Nonstop1h 54m

$247

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Thu 5/28

10:05 am-11:31 am

Nonstop2h 26m

Chicago O'Hare Intl

Tue 6/2

10:48 am-2:01 pm

Nonstop2h 13m

$247

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Wed 9/23

8:00 am-11:50 am

1 stop4h 50m

Chicago Midway

Sat 9/26

5:10 pm-8:05 pm

Nonstop1h 55m

$249

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 6/4

11:07 am-10:02 pm

1 stop11h 55m

Chicago Midway

Thu 6/11

6:00 am-4:52 pm

1 stop9h 52m

$250

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Wed 7/29

9:30 pm-10:30 pm

Nonstop2h 00m

Chicago Midway

Fri 7/31

8:15 am-11:10 am

Nonstop1h 55m

$253

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Virginia to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Virginia with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Virginia to Illinois

How far ahead should I book a flight from Virginia to Illinois?

To ensure you get the cheapest price possible for a flight from Virginia to Illinois, you should look to book at least 88 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Virginia to Illinois?

Currently, May is the cheapest month in which you can book a flight from Virginia to Illinois (average of $65). Flying from Virginia to Illinois in November is currently the most expensive (average of $868). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from VA to IL?

Find hourly flight availability from Virginia to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 15, 2026.

When flying from Virginia to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 5% versus a flight in the morning.

What is the cheapest day to fly from Virginia to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Virginia to Illinois. Price data was last updated on May 9, 2026.

Travelers seeking maximum savings on their Virginia to Illinois flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Virginia to Illinois

Explore weekly flight availability from Virginia to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 15, 2026.

The most flights from USVA to USIL are scheduled on a Wednesday (29 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (20 on average).

How much does it cost to fly round-trip from Virginia to Illinois?

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated May 15, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Virginia to Illinois by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,299 reviews
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,453 reviews
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,717 reviews
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,662 reviews
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.6
Fair
2,951 reviews
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Virginia to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Virginia to Illinois?

    For as low as $239, Delta can have you in Illinois from Virginia in 1h 55m. The distance between Virginia and Illinois is about 599 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Virginia to Illinois one-way?

    $53 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Frontier and American Airlines, with prices starting from $72 and $90, respectively.

  • Can I find deals for flights from Virginia to Illinois that include hotel bookings?

    Yes. In addition to deals on Virginia to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Virginia to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Virginia to Illinois.

  • Can I find deals for business class flights from Virginia to Illinois?

    Yes. Cheapflights offers flight deals from Virginia to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Virginia to Illinois?

    Currently, May is the cheapest month in which you can book a flight from Virginia to Illinois (average of $65). Flying from Virginia to Illinois in November is currently the most expensive (average of $868). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Virginia to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Virginia to Illinois

Discover the top 7 airlines that operate flights from Virginia to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$354FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$92Average$303FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$310FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$126Average$352FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$169Average$384FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$178Average$375FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$203Average$354FlexibilityNo cancel feeOn-time71%

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