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Cheap flights from Richmond to Chicago from $60

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Richmond to Chicago departing on 1/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

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Spirit Airlines Logo
1:04 pm - 11:20 amRIC-ORD
23h 16m2 stops
Spirit Airlines Logo
8:28 am - 10:59 amORD-RIC
25h 31m2 stops
$273Spirit Airlines
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Mon, Nov 3 - Fri, Nov 7
Spirit Airlines Logo
12:30 pm - 11:13 pmRIC-ORD
11h 43m1 stop
Spirit Airlines Logo
3:43 pm - 11:25 amORD-RIC
18h 42m1 stop
$275Spirit Airlines
Find Deal
Fri, Nov 21 - Tue, Nov 25
American Airlines Logo
7:55 pm - 9:29 pmRIC-ORD
2h 34mnonstop
American Airlines Logo
12:02 am - 8:15 amORD-RIC
7h 13m1 stop
$276American Airlines
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Sun, Dec 14 - Fri, Dec 19
Southwest Logo
4:50 pm - 5:55 pmRIC-MDW
2h 05mnonstop
Southwest Logo
6:40 am - 11:35 amMDW-RIC
3h 55m1 stop
$279Southwest
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Sun, Dec 14 - Mon, Dec 15
United Airlines Logo
10:40 am - 4:53 pmRIC-ORD
7h 13m1 stop
United Airlines Logo
6:07 pm - 9:25 pmORD-RIC
2h 18mnonstop
$281United Airlines
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Thu, Dec 4 - Sun, Dec 7
United Airlines Logo
6:30 am - 7:50 amRIC-ORD
2h 20mnonstop
United Airlines Logo
10:45 am - 1:52 pmORD-RIC
2h 07mnonstop
$283United Airlines
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Tue, Dec 2 - Sat, Dec 6
Delta Logo
8:00 am - 2:44 pmRIC-MDW
7h 44m1 stop
Delta Logo
6:08 pm - 11:17 pmMDW-RIC
4h 09m1 stop
$283Delta
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Wed, Dec 24 - Sat, Dec 27
Southwest Logo
6:10 am - 1:00 pmRIC-MDW
7h 50m2 stops
Southwest Logo
12:00 pm - 9:25 pmMDW-RIC
8h 25m2 stops
$285Southwest
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Wed, Dec 3 - Sat, Dec 6
American Airlines Logo
5:46 am - 7:13 amRIC-ORD
2h 27mnonstop
American Airlines Logo
8:42 pm - 12:01 amORD-RIC
2h 19mnonstop
$286American Airlines
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Thu, Nov 13 - Sat, Nov 15
Delta Logo
5:10 am - 10:19 amRIC-ORD
6h 09m1 stop
Delta Logo
10:30 am - 7:02 pmORD-RIC
7h 32m1 stop
$324Delta
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Sun, Nov 16 - Tue, Nov 18

Spirit Airlines flights from Richmond to Chicago

Our best Spirit Airlines deals on Richmond to Chicago flight tickets
Spirit Airlines
Nov 3
RIC1:04 pmRichmond Byrd Intl
23h 16m
2 stops
ORD11:20 amChicago O'Hare Intl
Nov 7
ORD8:28 amChicago O'Hare Intl
25h 31m
2 stops
RIC10:59 amRichmond Byrd Intl
$273
Find similar
Spirit Airlines
Nov 21
RIC12:30 pmRichmond Byrd Intl
11h 43m
1 stop
ORD11:13 pmChicago O'Hare Intl
Nov 25
ORD3:43 pmChicago O'Hare Intl
18h 42m
1 stop
RIC11:25 amRichmond Byrd Intl
$275
Find similar
Spirit Airlines
Dec 12
RIC9:36 pmRichmond Byrd Intl
23h 25m
2 stops
ORD8:01 pmChicago O'Hare Intl
Dec 14
ORD7:41 pmChicago O'Hare Intl
24h 00m
3 stops
RIC8:41 pmRichmond Byrd Intl
$280
Find similar

American Airlines flights from Richmond to Chicago

Our best American Airlines deals on Richmond to Chicago flight tickets
American Airlines
Dec 14
RIC7:55 pmRichmond Byrd Intl
2h 34m
ORD9:29 pmChicago O'Hare Intl
Dec 19
ORD12:02 amChicago O'Hare Intl
7h 13m
1 stop
RIC8:15 amRichmond Byrd Intl
$276
Find similar
American Airlines
Nov 13
RIC5:46 amRichmond Byrd Intl
2h 27m
ORD7:13 amChicago O'Hare Intl
Nov 15
ORD8:42 pmChicago O'Hare Intl
2h 19m
RIC12:01 amRichmond Byrd Intl
$286
Find similar
American Airlines
Nov 13
RIC5:46 amRichmond Byrd Intl
2h 27m
ORD7:13 amChicago O'Hare Intl
Nov 15
ORD8:20 amChicago O'Hare Intl
4h 50m
1 stop
RIC2:10 pmRichmond Byrd Intl
$296
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Richmond to Chicago 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, momondo users made 832,500 searches. Data last updated October 22, 2025.
Use the filters below to find and compare flights from Richmond to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Mon 11/3

1:04 pm-11:20 am

2 stops23h 16m

Chicago O'Hare Intl

Fri 11/7

8:28 am-10:59 am

2 stops25h 31m

$273

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Fri 11/21

12:30 pm-11:13 pm

1 stop11h 43m

Chicago O'Hare Intl

Tue 11/25

3:43 pm-11:25 am

1 stop18h 42m

$275

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Sun 12/14

7:55 pm-9:29 pm

Nonstop2h 34m

Chicago O'Hare Intl

Fri 12/19

12:02 am-8:15 am

1 stop7h 13m

$276

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sun 12/14

4:50 pm-5:55 pm

Nonstop2h 05m

Chicago Midway

Mon 12/15

6:40 am-11:35 am

1 stop3h 55m

$279

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Thu 12/4

10:40 am-4:53 pm

1 stop7h 13m

Chicago O'Hare Intl

Sun 12/7

6:07 pm-9:25 pm

Nonstop2h 18m

$281

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Tue 12/2

6:30 am-7:50 am

Nonstop2h 20m

Chicago O'Hare Intl

Sat 12/6

10:45 am-1:52 pm

Nonstop2h 07m

$283

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Wed 12/24

8:00 am-2:44 pm

1 stop7h 44m

Chicago Midway

Sat 12/27

6:08 pm-11:17 pm

1 stop4h 09m

$283

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Wed 12/3

6:10 am-1:00 pm

2 stops7h 50m

Chicago Midway

Sat 12/6

12:00 pm-9:25 pm

2 stops8h 25m

$285

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Thu 11/13

5:46 am-7:13 am

Nonstop2h 27m

Chicago O'Hare Intl

Sat 11/15

8:42 pm-12:01 am

Nonstop2h 19m

$286

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Sun 11/16

5:10 am-10:19 am

1 stop6h 09m

Chicago O'Hare Intl

Tue 11/18

10:30 am-7:02 pm

1 stop7h 32m

$324

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Richmond to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Richmond and Chicago?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Richmond, with most prices found around $305. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Richmond to Chicago during August average around $317.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $430. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Richmond to Chicago for around $571.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Richmond to Chicago during this time can be as low as $424. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $538.

What is the cheapest Richmond Byrd Intl to Chicago flight route?

Fly from Richmond Byrd Intl to Chicago Midway for the best Richmond Byrd Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Richmond when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $377 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Richmond for as low as $253 on momondo.

What cabin class options are available on Richmond Byrd Intl to Chicago flights?

There are 4 cabin classes available to choose from on Richmond Byrd Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Richmond to Chicago flights?

You could potentially save up to 49% on your flight if you consider stops on a Richmond to Chicago flight.

How have Richmond to Chicago flight prices changed over time?

As of October 2025, prices for Richmond to Chicago flights are approximately 38% cheaper when compared to flights at the same time last year.

When to book flights from Richmond to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Richmond to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Richmond to Chicago (RIC to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Richmond to Chicago

Best Price Found

$137

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Richmond in the past 72 hours is $137. The best round-trip flight deal from Richmond to Chicago found on momondo in the last 72 hours is $359.
The fastest flight from Richmond to Chicago takes 2h 00m
Direct flights go from Richmond to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
Search flight deals

  • How far is Richmond Byrd Intl to Chicago by plane?

    The straight-line distance from Richmond Byrd Intl to Chicago is 617.9 mi. By plane, this route typically takes 2h 00m.

  • When did momondo last update prices for flights from Richmond Byrd Intl Airport to Chicago?

    Prices for flights from Richmond Byrd Intl Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Richmond Byrd Intl Airport to Chicago?

  • How old do you have to be to fly from Richmond Byrd Intl Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Richmond Byrd Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Richmond to Chicago?

  • What is the most popular airline from Richmond to Chicago?

Best airlines flying from Richmond to Chicago

Compare and see reviews for airlines that fly from Richmond to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $65Free CancellationRating
6.3
8,097 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $224Free CancellationRating
7.2
11,028 reviews
Search American Airlines flights
SouthwestPriceFrom $229Free CancellationRating
8.0
4,237 reviews
Search Southwest flights
United AirlinesPriceFrom $237Free CancellationRating
7.4
8,988 reviews
Search United Airlines flights

  • Southwest Flights From Richmond to Chicago

    Southwest is one of the most popular airlines flying from Richmond to Chicago, operating 5 flights/week on average for this route. A good Southwest flight deal for Richmond to Chicago starts from $229 round-trip, up to an average price of $371. Our users have rated Southwest at 8.0/10.

  • United Airlines Flights From Richmond to Chicago

    Across 8,988 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Richmond to Chicago about 18 times each week, with ticket deals ranging from $237 to $392. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Richmond to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Richmond to Chicago for you.

Can I find flights from Richmond to Chicago with flexible booking policies on momondo?

Flights from Richmond to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Richmond to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Richmond. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Richmond to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Richmond to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport