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Cheap flights from Roanoke to Chicago from $151

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Roanoke to Chicago departing on 9/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Roanoke to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:47 pm - 7:14 pm
ROA
-
ORD
2h 27mnonstop
American Airlines Logo
2:13 pm - 5:17 pm
ORD
-
ROA
2h 04mnonstop
$279American Airlines
Thu, Sep 17 - Sat, Sep 19
American Airlines Logo
5:35 pm - 6:58 pm
ROA
-
ORD
2h 23mnonstop
American Airlines Logo
2:09 pm - 5:05 pm
ORD
-
ROA
1h 56mnonstop
$279American Airlines
Mon, Aug 24 - Mon, Aug 31
United Airlines Logo
5:51 pm - 7:00 pm
ROA
-
ORD
2h 09mnonstop
United Airlines Logo
2:00 pm - 5:09 pm
ORD
-
ROA
2h 09mnonstop
$279United Airlines
Thu, Sep 10 - Sat, Sep 12
United Airlines Logo
6:40 am - 7:51 am
ROA
-
ORD
2h 11mnonstop
United Airlines Logo
6:57 am - 10:09 am
ORD
-
ROA
2h 12mnonstop
$279United Airlines
Mon, Aug 24 - Mon, Aug 31
United Airlines Logo
6:40 am - 7:51 am
ROA
-
ORD
2h 11mnonstop
United Airlines Logo
6:57 am - 10:09 am
ORD
-
ROA
2h 12mnonstop
$279United Airlines
Fri, Sep 4 - Mon, Sep 7
American Airlines Logo
5:35 pm - 6:58 pm
ROA
-
ORD
2h 23mnonstop
American Airlines Logo
2:09 pm - 5:05 pm
ORD
-
ROA
1h 56mnonstop
$279American Airlines
Fri, Aug 21 - Sun, Aug 23
American Airlines Logo
4:54 pm - 6:15 pm
ROA
-
ORD
2h 21mnonstop
American Airlines Logo
1:29 pm - 4:21 pm
ORD
-
ROA
1h 52mnonstop
$279American Airlines
Fri, Nov 6 - Wed, Nov 11
Delta Logo
11:20 am - 4:37 pm
ROA
-
ORD
6h 17m
1 stop
Delta Logo
1:15 pm - 7:13 pm
ORD
-
ROA
4h 58m
1 stop
$299Delta
Fri, Dec 4 - Thu, Dec 10
Delta Logo
7:50 pm - 11:50 pm
ROA
-
ORD
5h 00m
1 stop
Delta Logo
5:55 pm - 12:23 am
ORD
-
ROA
5h 28m
1 stop
$299Delta
Wed, Dec 2 - Sat, Dec 5
Delta Logo
3:25 pm - 9:10 pm
ROA
-
ORD
6h 45m
1 stop
Delta Logo
5:55 pm - 12:23 am
ORD
-
ROA
5h 28m
1 stop
$299Delta
Tue, Dec 1 - Sat, Dec 5

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American Airlines flights from Roanoke to Chicago O'Hare Intl Airport

Our best American Airlines deals on Roanoke to Chicago O'Hare Intl Airport flight tickets
American Airlines
Sep 6
ROA5:35 pmRoanoke
2h 23m
ORD6:58 pmChicago O'Hare Intl
Sep 8
ORD2:09 pmChicago O'Hare Intl
1h 56m
ROA5:05 pmRoanoke
$290
American Airlines
Sep 18
ROA3:27 pmRoanoke
5h 11m
1 stop
ORD7:38 pmChicago O'Hare Intl
Sep 19
ORD8:59 amChicago O'Hare Intl
5h 02m
1 stop
ROA3:01 pmRoanoke
$299
American Airlines
Sep 10
ROA8:17 amRoanoke
4h 57m
1 stop
ORD12:14 pmChicago O'Hare Intl
Sep 17
ORD6:29 amChicago O'Hare Intl
6h 22m
1 stop
ROA1:51 pmRoanoke
$300

Delta flights from Roanoke to Chicago O'Hare Intl Airport

Our best Delta deals on Roanoke to Chicago O'Hare Intl Airport flight tickets
Delta
Sep 9
ROA4:46 pmRoanoke
5h 10m
1 stop
ORD8:56 pmChicago O'Hare Intl
Sep 10
ORD8:05 amChicago O'Hare Intl
6h 47m
1 stop
ROA3:52 pmRoanoke
$321
Delta
Aug 7
ROA7:59 pmRoanoke
4h 58m
1 stop
ORD11:57 pmChicago O'Hare Intl
Aug 22
ORD3:25 pmChicago O'Hare Intl
5h 13m
1 stop
ROA9:38 pmRoanoke
$329
Delta
Aug 9
ROA7:59 pmRoanoke
4h 58m
1 stop
ORD11:57 pmChicago O'Hare Intl
Aug 17
ORD6:25 pmChicago O'Hare Intl
5h 02m
1 stop
ROA12:27 amRoanoke
$349

momondo Fare Finder

 
Customize your flight search to find flights from Roanoke to Chicago O'Hare Intl Airport 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 July 28, 2026.
Use the filters below to find and compare flights from Roanoke to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Thu 9/17

5:47 pm-7:14 pm

Nonstop2h 27m

Chicago O'Hare Intl

Sat 9/19

2:13 pm-5:17 pm

Nonstop2h 04m

$279

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Mon 8/24

5:35 pm-6:58 pm

Nonstop2h 23m

Chicago O'Hare Intl

Mon 8/31

2:09 pm-5:05 pm

Nonstop1h 56m

$279

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Thu 9/10

5:51 pm-7:00 pm

Nonstop2h 09m

Chicago O'Hare Intl

Sat 9/12

2:00 pm-5:09 pm

Nonstop2h 09m

$279

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Mon 8/24

6:40 am-7:51 am

Nonstop2h 11m

Chicago O'Hare Intl

Mon 8/31

6:57 am-10:09 am

Nonstop2h 12m

$279

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Fri 9/4

6:40 am-7:51 am

Nonstop2h 11m

Chicago O'Hare Intl

Mon 9/7

6:57 am-10:09 am

Nonstop2h 12m

$279

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Fri 8/21

5:35 pm-6:58 pm

Nonstop2h 23m

Chicago O'Hare Intl

Sun 8/23

2:09 pm-5:05 pm

Nonstop1h 56m

$279
Quickest round-trip

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Fri 11/6

4:54 pm-6:15 pm

Nonstop2h 21m

Chicago O'Hare Intl

Wed 11/11

1:29 pm-4:21 pm

Nonstop1h 52m

$279

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Fri 12/4

11:20 am-4:37 pm

1 stop6h 17m

Chicago O'Hare Intl

Thu 12/10

1:15 pm-7:13 pm

1 stop4h 58m

$299

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Wed 12/2

7:50 pm-11:50 pm

1 stop5h 00m

Chicago O'Hare Intl

Sat 12/5

5:55 pm-12:23 am

1 stop5h 28m

$299

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Tue 12/1

3:25 pm-9:10 pm

1 stop6h 45m

Chicago O'Hare Intl

Sat 12/5

5:55 pm-12:23 am

1 stop5h 28m

$299

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 Roanoke to Chicago O'Hare Intl Airport

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 Roanoke and Chicago O'Hare Intl Airport?

Prices are currently typical for flights on this route.

Typical prices usually range from $269 to $367.
The lowest price recently found on this route was $279.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Roanoke averaging around $281.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $409. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Roanoke because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $664.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Roanoke in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $421 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $520. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Roanoke to Chicago O'Hare Intl flight route?

Fly from Roanoke to Chicago O'Hare Intl for the best Roanoke - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from Roanoke to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Roanoke when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $330 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Roanoke for as low as $288 on momondo.

What cabin class options are available on Roanoke to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Roanoke to Chicago O'Hare Intl Airport 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 Roanoke to Chicago O'Hare Intl Airport flights?

You could potentially save up to 13% on your flight if you consider stops on a Roanoke to Chicago O'Hare Intl Airport flight.

How have Roanoke to Chicago O'Hare Intl Airport flight prices changed over time?

As of July 2026, prices for Roanoke to Chicago O'Hare Intl Airport flights are approximately 24% cheaper when compared to flights at the same time last year.

When to book flights from Roanoke to Chicago O'Hare Intl Airport

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

Cheap Roanoke to Chicago O'Hare Intl Airport (ROA to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Roanoke to Chicago O'Hare Intl Airport

Best Price Found

$359

Fastest flight time

1h 59m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Roanoke in the past 72 hours is $359. The best round-trip flight deal from Roanoke to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $353.
The fastest flight from Roanoke to Chicago O'Hare Intl Airport takes 1h 59m
Direct flights go from Roanoke to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Roanoke to Chicago O'Hare Intl Airport

  • How far is Roanoke to Chicago O'Hare Intl by plane?

    The straight-line distance from Roanoke to Chicago O'Hare Intl is 533.5 mi. Typically, this will take 1h 59m by plane in normal conditions.

  • When did momondo last update prices for flights from Roanoke Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Roanoke Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Roanoke Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Roanoke Airport to Chicago O'Hare Intl Airport?

    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 Roanoke Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Roanoke to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Roanoke to Chicago O'Hare Intl Airport?

Best airlines flying from Roanoke to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Roanoke to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $209Free CancellationRating
7.1
11,839 reviews
Search American Airlines flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
10,046 reviews
Search United Airlines flights

  • United Airlines Flights From Roanoke to Chicago O'Hare Intl Airport

    The lowest priced United Airlines flight from Roanoke to Chicago O'Hare Intl Airport from the last 72 hours was $209. Generally, United Airlines has 21 flights on this route every week with an average price of $346. United Airlines is rated 7.4/10 by our users.

  • American Airlines Flights From Roanoke to Chicago O'Hare Intl Airport

    American Airlines is also a popular choice for this route. American Airlines flight deals for Roanoke to Chicago O'Hare Intl Airport start from as low as $209 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $288. American Airlines operates 3 flights to Chicago O'Hare Intl Airport from Roanoke in an average week. Users have rated it 7.1/10 across 11,839 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Rosemont
Orland Park
Oak Brook
Naperville
Joliet
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Hammond
Aurora
Racine
Janesville
Elgin
Evanston
South Holland

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Roanoke.

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

Yes. momondo enables you to select and highlight flights to Chicago from Roanoke with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Roanoke.

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

If you are not ready to book a flight from Roanoke to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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