What is the cheapest airline that flies from Roanoke to Chicago?

American Airlines, Delta, and United Airlines are the most popular carriers operating from Roanoke to Chicago

How many flights depart from Roanoke to Chicago on average per day?

As of March 2026, 9 flights take off from Roanoke and land in Chicago each day. The most common flight departure time for this route is 6:00AM, with 68% of daily flights taking off at noon.

What airlines fly to Chicago?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago from Roanoke according to our data. United Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Roanoke to Chicago on average per week?

As of March 2026, there are 68 flights per week flying from Roanoke to Chicago. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.

When did momondo last update prices for flights from Roanoke Airport to Chicago?

Prices for flights from Roanoke Airport to Chicago are updated daily.

How many operators does momondo search for flights from Roanoke Airport to Chicago?

As of March 2026, there are 3 operators available to choose from for flights from Roanoke Airport to Chicago.

How old do you have to be to fly from Roanoke Airport to Chicago?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Roanoke Airport to Chicago.

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

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$126 Cheap Flights from Roanoke to Chicago in 2026

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Round-trip

One-way

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Enter your travel dates to find the best prices.

6:45 am - 7:54 am

ROA

ORD

2h 09mnonstop

6:50 am - 9:44 am

ORD

ROA

1h 54mnonstop

$229United Airlines

Thu, Apr 2 - Mon, Apr 6

7:50 am - 9:08 am

ROA

ORD

2h 18mnonstop

9:07 pm - 11:59 pm

ORD

ROA

1h 52mnonstop

$230American Airlines

Thu, Apr 2 - Sun, Apr 5

7:59 pm - 11:43 pm

ROA

ORD

4h 44m

1 stop

9:35 pm - 12:37 am

ORD

ROA

2h 02mnonstop

$239United Airlines

Thu, Apr 9 - Mon, Apr 13

6:00 am - 9:50 am

ROA

MDW

4h 50m

1 stop

5:25 pm - 11:50 pm

MDW

ROA

5h 25m

1 stop

$249Delta

Sat, Aug 22 - Mon, Aug 24

7:28 am - 8:58 am

ROA

ORD

2h 30mnonstop

9:15 pm - 12:14 am

ORD

ROA

1h 59mnonstop

$249American Airlines

Fri, May 8 - Sun, May 10

11:09 am - 4:21 pm

ROA

ORD

6h 12m

1 stop

9:11 pm - 12:10 am

ORD

ROA

1h 59mnonstop

$250American Airlines

Wed, Apr 15 - Sun, Apr 19

2:04 pm - 3:13 pm

ROA

ORD

2h 09mnonstop

6:50 am - 9:44 am

ORD

ROA

1h 54mnonstop

$251United Airlines

Tue, Apr 7 - Wed, Apr 8

6:00 am - 9:56 am

ROA

MDW

4h 56m

1 stop

6:07 pm - 12:04 am

MDW

ROA

4h 57m

1 stop

$271Delta

Wed, Apr 8 - Wed, Apr 8

2:38 pm - 7:45 am

ROA

RFD

18h 07m

1 stop

4:42 pm - 1:48 pm

RFD

ROA

20h 06m

1 stop

$400Allegiant Air

Thu, Jun 11 - Wed, Jun 17

4:08 pm - 9:17 am

ROA

RFD

18h 09m

1 stop

4:42 pm - 1:48 pm

RFD

ROA

20h 06m

1 stop

$402Allegiant Air

Fri, Jun 12 - Wed, Jun 17

United Airlines flights from Roanoke to Chicago

Our best United Airlines deals on Roanoke to Chicago flight tickets

United Airlines

Apr 2

ROA6:45 amRoanoke

2h 09m

ORD7:54 amChicago O'Hare Intl

Apr 6

ORD6:50 amChicago O'Hare Intl

1h 54m

ROA9:44 amRoanoke

$229

United Airlines

Apr 9

ROA7:59 pmRoanoke

4h 44m

1 stop

ORD11:43 pmChicago O'Hare Intl

Apr 13

ORD9:35 pmChicago O'Hare Intl

2h 02m

ROA12:37 amRoanoke

$239

United Airlines

Apr 7

ROA2:04 pmRoanoke

2h 09m

ORD3:13 pmChicago O'Hare Intl

Apr 8

ORD6:50 amChicago O'Hare Intl

1h 54m

ROA9:44 amRoanoke

$251

American Airlines flights from Roanoke to Chicago

Our best American Airlines deals on Roanoke to Chicago flight tickets

American Airlines

Apr 2

ROA7:50 amRoanoke

2h 18m

ORD9:08 amChicago O'Hare Intl

Apr 5

ORD9:07 pmChicago O'Hare Intl

1h 52m

ROA11:59 pmRoanoke

$230

American Airlines

May 8

ROA7:28 amRoanoke

2h 30m

ORD8:58 amChicago O'Hare Intl

May 10

ORD9:15 pmChicago O'Hare Intl

1h 59m

ROA12:14 amRoanoke

$249

American Airlines

Apr 15

ROA11:09 amRoanoke

6h 12m

1 stop

ORD4:21 pmChicago O'Hare Intl

Apr 19

ORD9:11 pmChicago O'Hare Intl

1h 59m

ROA12:10 amRoanoke

$250

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Thu 4/2

6:45 am-7:54 am

Nonstop2h 09m

Chicago O'Hare Intl

Mon 4/6

6:50 am-9:44 am

Nonstop1h 54m

$229

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Thu 4/2

7:50 am-9:08 am

Nonstop2h 18m

Chicago O'Hare Intl

Sun 4/5

9:07 pm-11:59 pm

Nonstop1h 52m

$230

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Thu 4/9

7:59 pm-11:43 pm

1 stop4h 44m

Chicago O'Hare Intl

Mon 4/13

9:35 pm-12:37 am

Nonstop2h 02m

$239

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Sat 8/22

6:00 am-9:50 am

1 stop4h 50m

Chicago Midway

Mon 8/24

5:25 pm-11:50 pm

1 stop5h 25m

$249

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Fri 5/8

7:28 am-8:58 am

Nonstop2h 30m

Chicago O'Hare Intl

Sun 5/10

9:15 pm-12:14 am

Nonstop1h 59m

$249

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Wed 4/15

11:09 am-4:21 pm

1 stop6h 12m

Chicago O'Hare Intl

Sun 4/19

9:11 pm-12:10 am

Nonstop1h 59m

$250

RoanokeChicago

ROA - ORD

ROAORD

Roanoke

Tue 4/7

2:04 pm-3:13 pm

Nonstop2h 09m

Chicago O'Hare Intl

Wed 4/8

6:50 am-9:44 am

Nonstop1h 54m

$251

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 4/8

6:00 am-9:56 am

1 stop4h 56m

Chicago Midway

Wed 4/8

6:07 pm-12:04 am

1 stop4h 57m

$271

RoanokeChicago

ROA - RFD

ROARFD

Roanoke

Thu 6/11

2:38 pm-7:45 am

1 stop18h 07m

Chicago Greater Rockford

Wed 6/17

4:42 pm-1:48 pm

1 stop20h 06m

$400

RoanokeChicago

ROA - RFD

ROARFD

Roanoke

Fri 6/12

4:08 pm-9:17 am

1 stop18h 09m

Chicago Greater Rockford

Wed 6/17

4:42 pm-1:48 pm

1 stop20h 06m

$402

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Roanoke 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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Roanoke, with most prices found around $270. If you’re not able to fly to Chicago in January, then September is your next best option. Flight prices from Roanoke to Chicago during September average around $279.

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 $408. 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 Roanoke to Chicago for around $675.

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 afternoon. Flights from Roanoke to Chicago during this time can be as low as $440. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $449.

What is the cheapest Roanoke to Chicago flight route?

Fly from Roanoke to Chicago O'Hare Intl for the best Roanoke - 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 Roanoke when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $333 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Roanoke for as low as $256 on momondo.

What cabin class options are available on Roanoke to Chicago flights?

There are 4 cabin classes available to choose from on Roanoke 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 Roanoke to Chicago flights?

No. A direct flight is the cheapest option for a flight between Roanoke to Chicago.

How have Roanoke to Chicago flight prices changed over time?

When to book flights from Roanoke to Chicago

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

Estimated round-trip price

Cheap Roanoke to Chicago (ROA to CHI) flight deals and tips

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

Best Price Found	$280
Fastest flight time	2h 04m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Roanoke in the past 72 hours is $280. The best round-trip flight deal from Roanoke to Chicago found on momondo in the last 72 hours is $351.

The fastest flight from Roanoke to Chicago takes 2h 04m

Direct flights go from Roanoke to Chicago every day.

There are 3 airports in Chicago. From Roanoke there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

How far is Roanoke to Chicago by plane?
Chicago is 517.7 mi away from Roanoke. By plane, this route typically takes 2h 04m.
When did momondo last update prices for flights from Roanoke Airport to Chicago?
Prices for flights from Roanoke Airport to Chicago are updated daily.
How many operators does momondo search for flights from Roanoke Airport to Chicago?
As of March 2026, there are 3 operators available to choose from for flights from Roanoke Airport to Chicago.
How old do you have to be to fly from Roanoke Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Roanoke Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Roanoke to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Roanoke to Chicago is Canadair (Bombardier) Regional Jet CRJ-550, representing 40.04% of all bookings. The subsequent popular models are Embraer 175 at 34.11%, Embraer 175 (Enhanced Winglets) at 9.75%, and Canadair (Bombardier) Regional Jet at 9.11%.
What is the most popular airline from Roanoke to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Roanoke to Chicago is United Airlines (70% of total bookings). The next most popular airline is American Airlines (30%).

Best airlines flying from Roanoke to Chicago

Compare and see reviews for airlines that fly from Roanoke to Chicago with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $209	Free Cancellation	Rating 7.1 11,413 reviews	Search American Airlines flights
United Airlines	PriceFrom $209	Free Cancellation	Rating 7.4 9,409 reviews	Search United Airlines flights
Delta	PriceFrom $228	Free Cancellation	Rating 7.9 8,276 reviews	Search Delta flights

United Airlines Flights From Roanoke to Chicago
United Airlines flight deals from Roanoke to Chicago start from $209 round-trip. Over the 20 United Airlines flights for this route in a normal week, average airfare is usually $343 round-trip - but some users have found much cheaper deals with momondo.
American Airlines Flights From Roanoke to Chicago
American Airlines is also a popular choice for this route. American Airlines flight deals for Roanoke to Chicago start from as low as $209 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $281. American Airlines operates 7 flights to Chicago from Roanoke in an average week. Users have rated it 7.1/10 across 11,413 reviews.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

Finding the right flight to Chicago from Roanoke is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

All flight searches from Roanoke to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

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

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

Price alerts on flights to Chicago from Roanoke are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Roanoke to Chicago from $126

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 5/2. 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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How to get the cheapest flight ticket from Roanoke to Chicago

What is the cheapest month to fly to Chicago?

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

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

What is the cheapest Roanoke to Chicago flight route?

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

What cabin class options are available on Roanoke to Chicago flights?

Can stopping save me money on Roanoke to Chicago flights?

How have Roanoke to Chicago flight prices changed over time?

What is the cheapest airline that flies from Roanoke to Chicago?

What airlines fly to Chicago?

How many flights depart from Roanoke to Chicago on average per day?

How many flights depart from Roanoke to Chicago on average per week?

When to book flights from Roanoke to Chicago

Cheap Roanoke to Chicago (ROA to CHI) flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Best airlines flying from Roanoke to Chicago

Compare and see reviews for airlines that fly from Roanoke to Chicago with momondo

United Airlines Flights From Roanoke to Chicago

American Airlines Flights From Roanoke to Chicago

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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