Cheap flights from Roswell, New Mexico to Chicago from $390

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 12/5. 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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American Airlines Logo
12:57 pm - 7:35 pmROW-ORD
5h 38m1 stop
American Airlines Logo
7:15 am - 12:26 pmORD-ROW
6h 11m1 stop
$390American Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
American Airlines Logo
6:35 am - 3:09 pmROW-ORD
7h 34m1 stop
American Airlines Logo
6:10 am - 11:55 amORD-ROW
6h 45m1 stop
$470American Airlines
Find Deal
Wed, Mar 4 - Sat, Mar 7
American Airlines Logo
6:35 am - 8:15 pmROW-ORD
12h 40m2 stops
American Airlines Logo
6:10 am - 11:55 amORD-ROW
6h 45m1 stop
$509American Airlines
Find Deal
Wed, Mar 4 - Sat, Mar 7
American Airlines Logo
6:35 am - 8:15 pmROW-ORD
12h 40m2 stops
American Airlines Logo
5:11 pm - 10:08 pmORD-ROW
5h 57m1 stop
$511American Airlines
Find Deal
Wed, Mar 4 - Sat, Mar 7
American Airlines Logo
6:00 am - 1:39 pmROW-ORD
6h 39m1 stop
American Airlines Logo
4:45 pm - 10:06 pmORD-ROW
6h 21m1 stop
$515American Airlines
Find Deal
Wed, Nov 19 - Sun, Nov 23
American Airlines Logo
6:35 am - 8:05 pmROW-ORD
12h 30m2 stops
American Airlines Logo
8:04 am - 10:08 pmORD-ROW
15h 04m2 stops
$596American Airlines
Find Deal
Wed, Mar 4 - Sat, Mar 7
United Airlines Logo
5:50 pm - 11:57 pmROW-ORD
5h 07m1 stop
United Airlines Logo
5:15 am - 9:56 amORD-ROW
5h 41m1 stop
$610United Airlines
Find Deal
Thu, Apr 9 - Mon, Apr 13
American Airlines Logo
12:57 pm - 7:35 pmROW-ORD
5h 38m1 stop
American Airlines Logo
12:05 pm - 7:44 pmORD-ROW
8h 39m2 stops
$790American Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
American Airlines Logo
6:00 am - 4:10 pmROW-ORD
9h 10m2 stops
American Airlines Logo
4:45 pm - 10:06 pmORD-ROW
6h 21m1 stop
$840American Airlines
Find Deal
Wed, Nov 19 - Sun, Nov 23
United Airlines Logo
10:55 am - 11:12 pmROW-ORD
11h 17m2 stops
United Airlines Logo
8:55 am - 5:15 pmORD-ROW
9h 20m2 stops
$17,677United Airlines
Find Deal
Thu, Apr 9 - Mon, Apr 13

American Airlines flights from Roswell, New Mexico to Chicago

Our best American Airlines deals on Roswell, New Mexico to Chicago flight tickets
American Airlines
Dec 5
ROW12:57 pmRoswell Intl
5h 38m
1 stop
ORD7:35 pmChicago O'Hare Intl
Dec 8
ORD7:15 amChicago O'Hare Intl
6h 11m
1 stop
ROW12:26 pmRoswell Intl
American Airlines
Mar 4
ROW6:35 amRoswell Intl
7h 34m
1 stop
ORD3:09 pmChicago O'Hare Intl
Mar 7
ORD6:10 amChicago O'Hare Intl
6h 45m
1 stop
ROW11:55 amRoswell Intl
American Airlines
Mar 4
ROW6:35 amRoswell Intl
12h 40m
2 stops
ORD8:15 pmChicago O'Hare Intl
Mar 7
ORD6:10 amChicago O'Hare Intl
6h 45m
1 stop
ROW11:55 amRoswell Intl

United Airlines flights from Roswell, New Mexico to Chicago

Our best United Airlines deals on Roswell, New Mexico to Chicago flight tickets
United Airlines
Apr 9
ROW5:50 pmRoswell Intl
5h 07m
1 stop
ORD11:57 pmChicago O'Hare Intl
Apr 13
ORD5:15 amChicago O'Hare Intl
5h 41m
1 stop
ROW9:56 amRoswell Intl
United Airlines
Apr 9
ROW10:55 amRoswell Intl
11h 17m
2 stops
ORD11:12 pmChicago O'Hare Intl
Apr 13
ORD8:55 amChicago O'Hare Intl
9h 20m
2 stops
ROW5:15 pmRoswell Intl

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 November 4, 2025.
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

Fri 12/5

12:57 pm-7:35 pm

1 stop5h 38m

Chicago O'Hare Intl

Mon 12/8

7:15 am-12:26 pm

1 stop6h 11m

$390

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Wed 3/4

6:35 am-3:09 pm

1 stop7h 34m

Chicago O'Hare Intl

Sat 3/7

6:10 am-11:55 am

1 stop6h 45m

$470

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Wed 3/4

6:35 am-8:15 pm

2 stops12h 40m

Chicago O'Hare Intl

Sat 3/7

6:10 am-11:55 am

1 stop6h 45m

$509

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Wed 3/4

6:35 am-8:15 pm

2 stops12h 40m

Chicago O'Hare Intl

Sat 3/7

5:11 pm-10:08 pm

1 stop5h 57m

$511

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Wed 11/19

6:00 am-1:39 pm

1 stop6h 39m

Chicago O'Hare Intl

Sun 11/23

4:45 pm-10:06 pm

1 stop6h 21m

$515

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Wed 3/4

6:35 am-8:05 pm

2 stops12h 30m

Chicago O'Hare Intl

Sat 3/7

8:04 am-10:08 pm

2 stops15h 04m

$596

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Thu 4/9

5:50 pm-11:57 pm

1 stop5h 07m

Chicago O'Hare Intl

Mon 4/13

5:15 am-9:56 am

1 stop5h 41m

$610

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Fri 12/5

12:57 pm-7:35 pm

1 stop5h 38m

Chicago O'Hare Intl

Mon 12/8

12:05 pm-7:44 pm

2 stops8h 39m

$790

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Wed 11/19

6:00 am-4:10 pm

2 stops9h 10m

Chicago O'Hare Intl

Sun 11/23

4:45 pm-10:06 pm

1 stop6h 21m

$840

RoswellChicago

ROW - ORD

ROWORD

Roswell Intl

Thu 4/9

10:55 am-11:12 pm

2 stops11h 17m

Chicago O'Hare Intl

Mon 4/13

8:55 am-5:15 pm

2 stops9h 20m

$17,677

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Roswell, New Mexico 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 cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $375. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Roswell, New Mexico to Chicago for around $468.

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 Roswell, New Mexico to Chicago during this time can be as low as $396. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $505.

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

Direct flights

None
There are no direct flights from Roswell, New Mexico to Chicago. There are no popular flight routes from Roswell, New Mexico to Chicago.
  • 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 07m.

  • 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?

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
Crown Point
Munster
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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1 adult
Thu 12/4
Thu 12/11

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