Cheap flights To Rosemont (CHI) from $49

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Cheap Flights to Rosemont from $49 One Way, $82 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Oct 28 - Fri, Oct 30
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$82 Roundtrip, found 5 days ago
$82
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Oct 30, priced at $82 found 5 days ago
Wed, Sep 9 - Sat, Sep 12
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Sep 12, priced at $100 found 1 day ago
Sat, Nov 7 - Sat, Nov 14
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Nov 7 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Nov 14, priced at $108 found 1 day ago
Tue, Sep 22 - Sat, Sep 26
LGA
LaGuardia
RFD
Greater Rockford
$159 Roundtrip, found 5 days ago
$159
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Sep 22 from LaGuardia to Greater Rockford, returning Sat, Sep 26, priced at $159 found 5 days ago
Mon, Sep 14 - Tue, Sep 15
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$161 Roundtrip, found 6 days ago
$161
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Sep 14 from Newark Liberty Intl. Airport to Greater Rockford, returning Tue, Sep 15, priced at $161 found 6 days ago
Wed, Sep 9 - Fri, Sep 11
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$168 Roundtrip, found 15 hours ago
$168
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Sep 9 from Newark Liberty Intl. Airport to O'Hare Intl., returning Fri, Sep 11, priced at $168 found 15 hours ago
Wed, Oct 28 - Fri, Nov 6
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$170 Roundtrip, found 3 days ago
$170
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Fri, Nov 6, priced at $170 found 3 days ago
Sat, Sep 12 - Sat, Sep 19
LGA
LaGuardia
MDW
Midway Intl.
$175 Roundtrip, found 6 days ago
$175
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Sat, Sep 12 from LaGuardia to Midway Intl., returning Sat, Sep 19, priced at $175 found 6 days ago
Thu, Oct 15 - Mon, Oct 19
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$182 Roundtrip, found 6 days ago
$182
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Oct 15 from Newark Liberty Intl. Airport to Midway Intl., returning Mon, Oct 19, priced at $182 found 6 days ago
Wed, Sep 16 - Sat, Sep 19
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$192 Roundtrip, found 5 days ago
$192
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Sep 16 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Sep 19, priced at $192 found 5 days ago

Rosemont Flight Information

Traveling To
Rosemont
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, Southwest Airlines
Flight Price
$82
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Rosemont economy flight packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

Sep 19 - Sep 21

2 night stay

Cleveland (CLE) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $677, price is now $466 per person
$466
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Sep 24 - Sep 27

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Frontier Airlines • Non-stop • Coach

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,514, price is now $1,036 per person
$1,036
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Oct 2 - Oct 4

2 night stay

Cleveland (CLE) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Cleveland (CLE)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,021, price is now $710 per person
$710
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Cleveland to Rosemont
View all trips

Rosemont premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,537 reviews)

Oct 2 - Oct 5

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • PremiumEconomy

Chicago (ORD) to New York (NYC)

Frontier Airlines • PremiumEconomy
Price was $1,155, price is now $856 per person
$856
per person
found 4 hours ago

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,907 reviews)

Oct 2 - Oct 5

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • PremiumEconomy

Chicago (ORD) to New York (NYC)

Frontier Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,504, price is now $1,092 per person
$1,092
per person
found 4 hours ago

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,638 reviews)

Oct 2 - Oct 5

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • PremiumEconomy

Chicago (ORD) to New York (NYC)

Frontier Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,584, price is now $1,187 per person
$1,187
per person
found 4 hours ago

Don't see what you're looking for?
See all available trips from New York to Rosemont
View all trips

Rosemont business class flight packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (512 reviews)

Oct 15 - Oct 18

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,371, price is now $1,044 per person
$1,044
per person
found 18 hours ago
The property seems new and well kept. There are many amenities that enhance the stay including a pool, hot tub, basketball ball court, game room, sauna and steam room. We loved our stay. Only negatives were there was not an ice machine, there was not daily cleaning service, the towels were OK and we needed our trash emptied but were many sure how to request that. Overall a great spot. Affordable and lots of space with great views!

Reviewed on Aug 15, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,907 reviews)

Oct 15 - Oct 18

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,728, price is now $1,234 per person
$1,234
per person
found 18 hours ago

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,537 reviews)

Oct 15 - Oct 18

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,444, price is now $1,057 per person
$1,057
per person
found 18 hours ago

Don't see what you're looking for?
See all available trips from New York to Rosemont
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Rosemont first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,899 reviews)

Oct 3 - Oct 5

2 night stay

Washington (DCA) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Washington (DCA)

Frontier Airlines • FirstClass
Price was $813, price is now $634 per person
$634
per person
found 1 day ago

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,907 reviews)

Oct 3 - Oct 5

2 night stay

Washington (DCA) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Washington (DCA)

Frontier Airlines • FirstClass
Price was $1,159, price is now $858 per person
$858
per person
found 1 day ago

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,537 reviews)

Oct 3 - Oct 5

2 night stay

Washington (DCA) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Washington (DCA)

Frontier Airlines • FirstClass
Price was $909, price is now $700 per person
$700
per person
found 1 day ago

Don't see what you're looking for?
See all available trips from Washington to Rosemont
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Rosemont

End your search for discount fares on flights to Rosemont. Orbitz has all the best prices on Rosemont flights. With Orbitz, you can expect:

Cheap Deals on Flights to Rosemont

We offer big discounts and last-minute savings on Rosemont flights. We make it easy for you to research, plan, and book your flight to Rosemont — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

Travel Convenience on the Go

Get alerts, updates, or book your Rosemont flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Rosemont flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Rosemont flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Rosemont flights to the actual booking. If you want to cancel your flight to Rosemont, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Rosemont with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

Frequently asked questions

Which airlines fly to Rosemont?
With 20 airlines to pick from, finding the ideal flight that matches your budget and travel dates should be a piece of cake. O'Hare Intl. Airport (ORD) is a major entry point to Rosemont and where you're likely to be disembarking. These top international carriers are ready when you are:

  • United Airlines - 612 flights to Rosemont per month
  • American Airlines - 339 flights to Rosemont per month
  • Air Canada - 190 flights to Rosemont per month

What is the best airport to fly to in Rosemont?
O'Hare Intl. Airport (ORD), around 2 miles southwest of central Rosemont, is one choice. Midway Intl. Airport (MDW) is another port of entry to this exciting city. Compare the flight deals to both airports, as well as which terminal is closer to where you're staying.
How much is a flight to Rosemont?
If you're looking at flights back and forth, airfares ranged from $82 to $192 this past week. The best price to travel one-way was $49, coming from Atlanta (ATL).
How to book the cheapest flight to Rosemont?
With Orbitz, you'll uncover some of the most affordable flight deals around from a huge range of airlines. But if you'd like to improve your chances of nabbing cheap flights to Rosemont, here are some pointers to keep in mind:

  • Depending on your departure point, choose the 'Nearby airports' function (located under the departure and arrival form fields). Occasionally, alternative departure points work out cheaper.
  • If you're flexible with your plans, click on the 'Show flexible dates' link. It'll display the flight deals for the days before and after your chosen departure. Ticket prices often vary depending on what day it is.
  • You can also use the 'Show options' link to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd like to fly.
  • Once you've settled on your travel dates, don't delay booking your flight. Prices generally get dearer as the departure date gets closer.
  • Combine your flights, hotels and car rental into a value-for-money package deal. Save your dollars for things you're really excited about, like exploring every corner of Rosemont.
  • Flying during the busy season can mean costly airfares. Try to plan your trip outside of popular periods, such as Easter, Thanksgiving and school breaks.

How long is a flight to Rosemont?
The United States is big, so that depends on which airport you're departing from. To make vacation planning a bit easier, we've chosen three of the main routes to Rosemont and worked out their average flight times:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Rosemont?
Book your seats to Rosemont in January. This is the perfect time of the year for bargain airfares, followed by February and August. Snap up cheap flights and enjoy your dream vacation with Orbitz.
What day of the week is the cheapest to book a flight to Rosemont?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days of the week to purchase airfares to Rosemont. The vacation of your dreams starts with an impressive flight deal!
What is the cheapest day of the week to fly to Rosemont?
Consider flying early in the week to nab cheap flights to Rosemont. Orbitz data from 2020 shows Monday is typically the most affordable day to set off, followed by Tuesday. Saturdays were shown to have the most expensive ticket fares. This is possibly because most passengers choose to start their escape on a weekend.
What is the cheapest month to fly to Rosemont?
Consider flying during August if you're sticking to a budget. Orbitz data has found that it's generally the best month for cheap flights to Rosemont. June is when prices are at their most expensive.
Which airlines allow free cancellation?
We understand that plans change and flexibility matters. That's why you can easily search for flights that have free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll find you fares with more flexibility than candy in a hot car!
What do I need for the flight to Rosemont?
Flying doesn't have to be a drag. In fact it can be fun with a little pre-planning! Make your flight a comfortable one with these handy tips:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some kind of government-issued ID. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • Take some activities to keep you entertained on your trip to Rosemont. Books, magazines and devices like tablets and e-readers should do the trick. Be sure to take a bottle of water as well. Even on short flights, it's important to stay hydrated.
  • Even if you're traveling when it's 90 degrees outside, carry a sweater or cardigan on board with you. Cabins are notorious for getting a bit chilly!

How many direct flights are there to Rosemont?
With roughly 2,332 direct flights every month, you'll be heading straight into Rosemont and embarking on a fantastic new adventure in no time at all. Some of the carriers that journey nonstop to Rosemont include United Airlines, American Airlines and Delta Air Lines. Southwest Airlines, Spirit Airlines and Air Canada are some other popular options.
How do I get cheap first-class/business deals to Rosemont?
Smart travelers have a talent for finding first or business-class flights to Rosemont without the steep price tag. You can do the same with these helpful hints:

  • Flexibility is important. By being open to a variety of travel dates, you'll have better odds of picking up a rewarding deal on first or business-class airfares.
  • Search for a low-cost carrier that has seats in business class. They often come with extra space and a glass of bubbly — but at a more affordable price.
  • Take advantage of your airline's loyalty scheme and upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

How to get into Rosemont from the airport?
If you like the convenience of having your own set of wheels, reserve an O'Hare Intl. Airport (ORD) car rental with one of the two outlets at O'Hare Intl. Airport (ORD). Thrifty Car Rental and Dollar have some terrific rides to choose from. Once you've grabbed the keys, the center of Rosemont is around 2 miles to the northeast. Or, you might prefer to take a taxi into town and rent a vehicle from the downtown area after you've found your bearings? Rosemont car rentals always has a variety of terrific deals available.
What is the best time to go to Rosemont?
If you'd like to experience the unique vibe of Rosemont in peak season, May, June and August are the best months to visit. June 20 marks the onset of summer in the Northern Hemisphere and is a wonderful time to go if you savor the great outdoors. Around this time of the year, average daily temperatures usually range from 65 ºF to 75 ºF.
Travel tips for Rosemont

  • Allstate Arena is one of this vibrant city's best-loved attractions. Reserve a room close to the downtown area and stop by whenever you want.
  • If you'd love to venture farther afield and check out other Rosemont drawcards, collect the keys to a car rental and follow the road signs to Wrigley Field. It won't take long to get there from the hustle and bustle.
  • When you're ready to explore more amazing places in Chicago, jump back in the car and road-trip it to Homewood. One of the region's other happening cities, the possibilities for fun are endless here.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.