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Cheap flights from Roswell, New Mexico to Chicago from $298

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Roswell, New Mexico to Chicago departing on 2/19. 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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Find the cheapest flights from Roswell, New Mexico to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
10:55 am - 5:05 pm
ROW
-
ORD
5h 10m
1 stop
United Airlines Logo
10:35 am - 5:01 pm
ORD
-
ROW
7h 26m
1 stop
$298United Airlines
Thu, Feb 19 - Mon, Feb 23
American Airlines Logo
6:18 am - 1:57 pm
ROW
-
ORD
6h 39m
1 stop
American Airlines Logo
7:20 am - 11:35 am
ORD
-
ROW
5h 15m
1 stop
$318American Airlines
Tue, Feb 17 - Sat, Feb 21
American Airlines Logo
12:30 pm - 7:57 pm
ROW
-
ORD
6h 27m
1 stop
American Airlines Logo
6:04 am - 12:00 pm
ORD
-
ROW
6h 56m
1 stop
$366American Airlines
Tue, Apr 21 - Sat, Apr 25
United Airlines Logo
5:45 pm - 11:59 pm
ROW
-
ORD
5h 14m
1 stop
United Airlines Logo
10:35 am - 5:01 pm
ORD
-
ROW
7h 26m
1 stop
$368United Airlines
Wed, Feb 25 - Sat, Feb 28
United Airlines Logo
5:52 pm - 11:52 pm
ROW
-
ORD
5h 00m
1 stop
United Airlines Logo
10:48 am - 5:17 pm
ORD
-
ROW
7h 29m
1 stop
$381United Airlines
Fri, Mar 20 - Mon, Mar 23
United Airlines Logo
5:53 pm - 12:30 am
ROW
-
ORD
5h 37m
1 stop
United Airlines Logo
7:58 pm - 5:15 pm
ORD
-
ROW
22h 17m
2 stops
$448United Airlines
Tue, Apr 21 - Sat, Apr 25
United Airlines Logo
5:52 pm - 11:52 pm
ROW
-
ORD
5h 00m
1 stop
United Airlines Logo
7:42 pm - 9:55 am
ORD
-
ROW
15h 13m
2 stops
$487United Airlines
Fri, Mar 20 - Mon, Mar 23
United Airlines Logo
10:55 am - 7:50 pm
ROW
-
ORD
7h 55m
1 stop
United Airlines Logo
9:00 am - 9:56 am
ORD
-
ROW
25h 56m
2 stops
$490United Airlines
Wed, Feb 25 - Sat, Feb 28
United Airlines Logo
10:55 am - 6:55 pm
ROW
-
ORD
7h 00m
1 stop
United Airlines Logo
8:00 pm - 5:01 pm
ORD
-
ROW
22h 01m
2 stops
$497United Airlines
Thu, Feb 19 - Mon, Feb 23
United Airlines Logo
5:45 pm - 9:31 am
ROW
-
ORD
14h 46m
2 stops
United Airlines Logo
10:35 am - 5:01 pm
ORD
-
ROW
7h 26m
1 stop
$510United Airlines
Tue, Feb 17 - Sat, Feb 21

American Airlines flights from Roswell, New Mexico to Chicago

Our best American Airlines deals on Roswell, New Mexico to Chicago flight tickets
American Airlines
Feb 17
ROW6:18 amRoswell Intl
6h 39m
1 stop
ORD1:57 pmChicago O'Hare Intl
Feb 21
ORD7:20 amChicago O'Hare Intl
5h 15m
1 stop
ROW11:35 amRoswell Intl
$318
American Airlines
Apr 21
ROW12:30 pmRoswell Intl
6h 27m
1 stop
ORD7:57 pmChicago O'Hare Intl
Apr 25
ORD6:04 amChicago O'Hare Intl
6h 56m
1 stop
ROW12:00 pmRoswell Intl
$366

United Airlines flights from Roswell, New Mexico to Chicago

Our best United Airlines deals on Roswell, New Mexico to Chicago flight tickets
United Airlines
Feb 19
ROW10:55 amRoswell Intl
5h 10m
1 stop
ORD5:05 pmChicago O'Hare Intl
Feb 23
ORD10:35 amChicago O'Hare Intl
7h 26m
1 stop
ROW5:01 pmRoswell Intl
$298
United Airlines
Feb 25
ROW5:45 pmRoswell Intl
5h 14m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 28
ORD10:35 amChicago O'Hare Intl
7h 26m
1 stop
ROW5:01 pmRoswell Intl
$368
United Airlines
Mar 20
ROW5:52 pmRoswell Intl
5h 00m
1 stop
ORD11:52 pmChicago O'Hare Intl
Mar 23
ORD10:48 amChicago O'Hare Intl
7h 29m
1 stop
ROW5:17 pmRoswell Intl
$381

momondo Fare Finder

 
Customize your flight search to find flights from Roswell, New Mexico 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 February 4, 2026.
Use the filters below to find and compare flights from Roswell, New Mexico to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Thu 2/19

10:55 am-5:05 pm

1 stop5h 10m

Chicago O'Hare Intl

Mon 2/23

10:35 am-5:01 pm

1 stop7h 26m

$298

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Tue 2/17

6:18 am-1:57 pm

1 stop6h 39m

Chicago O'Hare Intl

Sat 2/21

7:20 am-11:35 am

1 stop5h 15m

$318

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Tue 4/21

12:30 pm-7:57 pm

1 stop6h 27m

Chicago O'Hare Intl

Sat 4/25

6:04 am-12:00 pm

1 stop6h 56m

$366

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Wed 2/25

5:45 pm-11:59 pm

1 stop5h 14m

Chicago O'Hare Intl

Sat 2/28

10:35 am-5:01 pm

1 stop7h 26m

$368

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Fri 3/20

5:52 pm-11:52 pm

1 stop5h 00m

Chicago O'Hare Intl

Mon 3/23

10:48 am-5:17 pm

1 stop7h 29m

$381

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Tue 4/21

5:53 pm-12:30 am

1 stop5h 37m

Chicago O'Hare Intl

Sat 4/25

7:58 pm-5:15 pm

2 stops22h 17m

$448

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Fri 3/20

5:52 pm-11:52 pm

1 stop5h 00m

Chicago O'Hare Intl

Mon 3/23

7:42 pm-9:55 am

2 stops15h 13m

$487

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Wed 2/25

10:55 am-7:50 pm

1 stop7h 55m

Chicago O'Hare Intl

Sat 2/28

9:00 am-9:56 am

2 stops25h 56m

$490

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Thu 2/19

10:55 am-6:55 pm

1 stop7h 00m

Chicago O'Hare Intl

Mon 2/23

8:00 pm-5:01 pm

2 stops22h 01m

$497

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Tue 2/17

5:45 pm-9:31 am

2 stops14h 46m

Chicago O'Hare Intl

Sat 2/21

10:35 am-5:01 pm

1 stop7h 26m

$510

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

When to book flights from Roswell, New Mexico to Chicago

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

Cheap Roswell, New Mexico to Chicago (ROW to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Roswell, New Mexico to Chicago

Fastest flight time

5h 00m

Direct flights

None
The fastest flight from Roswell, New Mexico to Chicago takes 5h 00m
There are no direct flights from Roswell, New Mexico to Chicago. There are no popular flight routes from Roswell, New Mexico to Chicago.
Search flight deals

  • How far is Roswell Intl to Chicago by plane?

    A flight from Roswell Intl to Chicago will travel around 1090.7 mi. In terms of flight time, this usually takes a little over 5h 00m.

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

    Prices for flights from Roswell Intl Airport to Chicago are updated daily.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Roswell Intl 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 airline from Roswell, New Mexico to Chicago?

  • How do I get Price Alerts for flights from Roswell, New Mexico to Chicago?

    Search flight deals from Roswell, New Mexico to Chicago. While viewing offers you’ll have the option to create a Price Alert.

  • How can I save money on flights from Roswell, New Mexico to Chicago with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Roswell 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 Roswell.

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

momondo does allow users to show only those flights to Chicago from Roswell which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Roswell and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Roswell 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