Find cheap flights from Virginia to Chicago

Find cheap flights from Virginia to Chicago

Round-trip
Economy
Washington (WAS)
Chicago All airports
Mon 8/3
Mon 8/10
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

March Best time to beat the crowds with an average 4% drop in price.

High season

February Most popular time to fly with an average 14% increase in price.

Average price of a round-trip

$296 (avg. price over the last 2 weeks)

Good deal for a round-trip

$157 or less

FAQs for booking Virginia to Chicago flights

How does KAYAK find such low prices on flights from Virginia to Chicago?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Virginia to Chicago?

What is the Hacker Fare option on flights from Virginia to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Virginia to Chicago?

Top airlines flying from Virginia to Chicago

Scores according to KAYAK customer reviews

8.2
JetBlue
Overall score based on 19,204 reviews
8.3
Boarding
8.3
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews
Read more about JetBlue

Book cheap flights from Virginia to Chicago (round-trip)

Airports
Origin
Norfolk
$150
only
$150
Richmond
$80
only
$80
Destination
Chicago
$80
only
$80
$166
only
$166
Fri, Aug 21
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
7h 10m
Sat, Aug 22
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
6h 58m
Trip: 2 days
Based on null reviews
Fri, Jul 24
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
8h 48m
Mon, Jul 27
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
15h 52m
Trip: 4 days
Based on null reviews
Sat, Aug 1
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
10h 01m
Sun, Aug 2
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
15h 52m
Trip: 2 days
Based on null reviews
Mon, Aug 24
ORF
Norfolk Airport
ORD
Chicago O'Hare Airport
2h 22m
Sun, Aug 30
ORD
Chicago O'Hare Airport
ORF
Norfolk Airport
4h 44m
Trip: 7 days
Based on null reviews
Sat, Sep 19
RIC
Richmond Byrd Airport
MDW
Chicago Midway Airport
7h 10m
Tue, Sep 22
MDW
Chicago Midway Airport
RIC
Richmond Byrd Airport
6h 10m
Trip: 4 days
Based on null reviews
Sat, Aug 1
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
10h 01m
Thu, Aug 6
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
17h 29m
Trip: 6 days
Based on null reviews
Thu, Jul 23
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
8h 48m
Tue, Jul 28
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
15h 52m
Trip: 6 days
Based on null reviews
Fri, Aug 7
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
7h 10m
Mon, Aug 10
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
6h 58m
Trip: 4 days
Based on null reviews
Fri, Aug 7
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
22h 13m
Sun, Aug 9
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
17h 29m
Trip: 3 days
Based on null reviews
Fri, Jul 31
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
9h 23m
Mon, Aug 3
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
17h 19m
Trip: 4 days
Based on null reviews
Fri, Aug 7
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
7h 10m
Mon, Aug 10
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
6h 58m
Trip: 4 days
Based on null reviews
Fri, Jul 31
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
9h 23m
Tue, Aug 4
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
37h 51m
Trip: 5 days
Based on null reviews
Fri, Jul 24
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
29h 54m
Mon, Jul 27
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
20h 26m
Trip: 4 days
Based on null reviews
Fri, Aug 7
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
7h 10m
Mon, Aug 10
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
6h 58m
Trip: 4 days
Based on null reviews
Fri, Jul 24
RIC
Richmond Byrd Airport
MDW
Chicago Midway Airport
40h 42m
Sun, Jul 26
MDW
Chicago Midway Airport
RIC
Richmond Byrd Airport
20h 46m
Trip: 3 days
Based on null reviews
Fri, Aug 21
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
18h 51m
Sun, Aug 23
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
17h 29m
Trip: 3 days
Based on null reviews
Wed, Aug 12
ORF
Norfolk Airport
ORD
Chicago O'Hare Airport
9h 49m
Tue, Aug 18
ORD
Chicago O'Hare Airport
ORF
Norfolk Airport
7h 21m
Trip: 7 days
Based on null reviews
Fri, Jul 31
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
8h 48m
Tue, Aug 4
ORD
Chicago O'Hare Airport
RIC
Richmond Byrd Airport
2h 06m
Trip: 5 days
Based on null reviews
Mon, Aug 24
ORF
Norfolk Airport
ORD
Chicago O'Hare Airport
2h 22m
Sun, Aug 30
ORD
Chicago O'Hare Airport
ORF
Norfolk Airport
2h 15m
Trip: 7 days
Based on null reviews
Mon, Sep 14
ORF
Norfolk Airport
MDW
Chicago Midway Airport
5h 20m
Tue, Sep 15
MDW
Chicago Midway Airport
ORF
Norfolk Airport
4h 15m
Trip: 2 days
Based on null reviews

Book cheap flights from Virginia to Chicago (one-way)

Airports
Origin
Norfolk
$51
only
$51
Richmond
$30
only
$30
Destination
Chicago
$30
only
$30
$131
only
$131
Sun, Aug 2
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
8h 48m
Based on null reviews
Wed, Jul 29
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
9h 23m
Based on null reviews
Sun, Aug 2
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
7h 10m
Based on null reviews
Sun, Aug 2
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
8h 48m
Based on null reviews
Sun, Aug 2
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
9h 26m
Based on null reviews
Sat, Aug 15
ORF
Norfolk Airport
ORD
Chicago O'Hare Airport
5h 00m
Based on null reviews
Wed, Jul 29
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
9h 23m
Based on null reviews
Mon, Aug 3
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
8h 48m
Based on null reviews
Fri, Jul 24
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
29h 54m
Based on null reviews
Fri, Aug 7
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
22h 13m
Based on null reviews
Thu, Jul 30
ORF
Norfolk Airport
ORD
Chicago O'Hare Airport
11h 23m
Based on null reviews
Fri, Aug 14
RIC
Richmond Byrd Airport
MDW
Chicago Midway Airport
40h 42m
Based on null reviews
Fri, Aug 21
ORF
Norfolk Airport
ORD
Chicago O'Hare Airport
12h 40m
Based on null reviews
Thu, Jul 23
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
31h 42m
Based on null reviews
Sat, Aug 1
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
4h 20m
Based on null reviews
Sun, Jul 26
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
12h 12m
Based on null reviews
Wed, Jul 29
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
8h 48m
Based on null reviews
Tue, Oct 6
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
5h 16m
Based on null reviews
Sat, Jul 25
RIC
Richmond Byrd Airport
ORD
Chicago O'Hare Airport
27h 31m
Based on null reviews
Fri, Aug 21
ORF
Norfolk Airport
ORD
Chicago O'Hare Airport
9h 49m
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

-
1
  • Round-trip
  • One-way
  • Multi-city
  • Trip Builder
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First