Cheap flights To Rosemont (CHI) from $44

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Cheap Flights to Rosemont from $44 One Way, $83 Round Trip

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

Fri, Nov 14 - Sun, Dec 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$83 Roundtrip, found 2 days ago
$83
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Nov 14 from Los Angeles Intl. to O'Hare Intl., returning Sun, Dec 14, priced at $83 found 2 days ago
Fri, Dec 5 - Fri, Dec 12
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Dec 5 from Los Angeles Intl. to O'Hare Intl., returning Fri, Dec 12, priced at $86 found 1 day ago
Fri, Dec 5 - Tue, Dec 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 3 hours ago
$98
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Dec 5 from Los Angeles Intl. to O'Hare Intl., returning Tue, Dec 9, priced at $98 found 3 hours ago
Fri, Dec 5 - Fri, Dec 5
BOS
Logan Intl.
ORD
O'Hare Intl.
$112 Roundtrip, found 3 days ago
$112
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Dec 5 from Logan Intl. to O'Hare Intl., returning Fri, Dec 5, priced at $112 found 3 days ago
Fri, Dec 5 - Tue, Dec 9
BOS
Logan Intl.
MDW
Midway Intl.
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Fri, Dec 5 from Logan Intl. to Midway Intl., returning Tue, Dec 9, priced at $117 found 15 hours ago
Fri, Dec 5 - Tue, Dec 9
BOS
Logan Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Fri, Dec 5 from Logan Intl. to O'Hare Intl., returning Tue, Dec 9, priced at $117 found 15 hours ago
Thu, Dec 4 - Sat, Dec 6
BOS
Logan Intl.
ORD
O'Hare Intl.
$119 Roundtrip, found 12 hours ago
$119
Roundtrip
found 12 hours ago
Select United flight, departing Thu, Dec 4 from Logan Intl. to O'Hare Intl., returning Sat, Dec 6, priced at $119 found 12 hours ago
Mon, Dec 15 - Tue, Dec 16
BOS
Logan Intl.
ORD
O'Hare Intl.
$119 Roundtrip, found 14 hours ago
$119
Roundtrip
found 14 hours ago
Select Delta flight, departing Mon, Dec 15 from Logan Intl. to O'Hare Intl., returning Tue, Dec 16, priced at $119 found 14 hours ago
Thu, Feb 19 - Tue, Feb 24
BOS
Logan Intl.
RFD
Greater Rockford
$139 Roundtrip, found 7 hours ago
$139
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Feb 19 from Logan Intl. to Greater Rockford, returning Tue, Feb 24, priced at $139 found 7 hours ago
Tue, Jan 13 - Thu, Jan 15
SFO
San Francisco Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 7 hours ago
$140
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Jan 13 from San Francisco Intl. to O'Hare Intl., returning Thu, Jan 15, priced at $140 found 7 hours ago

Rosemont Flight Information

Traveling To
Rosemont
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, Southwest Airlines, JetBlue Airways, United, American Airlines, Delta
Flight Price
$83
Earliest Departing Flight
Latest Departing Flight

Flights Review

Mar 10, 2018

Great overall service. Smooth landing. Plane was even early.

A verified traveler
Denver to Chicago · United

Book Your Flight & Hotel Together & Save

Rosemont economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Dec 22 - Dec 28

6 night stay

Mesa (AZA) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Mesa (AZA)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,111, price is now $690 per person
$690
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Dec 22 - Dec 28

6 night stay

Mesa (AZA) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Mesa (AZA)

Southwest Airlines • Coach
Save 100% on your flight
Price was $2,166, price is now $1,309 per person
$1,309
per person
found 1 day ago
Pendry Chicago
4.5-star property

Pendry Chicago

Dec 22 - Dec 28

6 night stay

Mesa (AZA) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Mesa (AZA)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,158, price is now $725 per person
$725
per person
found 1 day ago
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Rosemont premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
3.5-star property

The Whitehall Hotel, BW Premier Collection

8.2/10 Very Good! (3,657 reviews)

Dec 6 - Dec 10

4 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • PremiumEconomy

Chicago (ORD) to New York (NYC)

Spirit Airlines • PremiumEconomy
Price was $505, price is now $388 per person
$388
per person
found 1 day ago
I liked the ambiance of the hotel, it brought a sense of history and thoughts of whom might have stayed there! The only issue was waiting for the hot water in the shower the first 2 days. I'm thinking that it had to do with some work that was going on in the alleyway. Otherwise, it was wonderful and will recommend it to others!

Reviewed on Oct 2, 2025

Courtyard by Marriott Chicago Magnificent Mile
3.0-star property

Courtyard by Marriott Chicago Magnificent Mile

8.8/10 Excellent! (1,545 reviews)

Dec 6 - Dec 10

4 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • PremiumEconomy

Chicago (ORD) to New York (NYC)

Spirit Airlines • PremiumEconomy
Price was $568, price is now $425 per person
$425
per person
found 1 day ago
Staff was not helpful and when called for housekeeping they did not show up. Had to call 2 days until they showed up.

Reviewed on Aug 26, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0-star property

Hilton Garden Inn Chicago Downtown/Magnificent Mile

8.4/10 Very Good! (4,077 reviews)

Dec 6 - Dec 10

4 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • PremiumEconomy

Chicago (ORD) to New York (NYC)

Spirit Airlines • PremiumEconomy
Price was $545, price is now $419 per person
$419
per person
found 1 day ago
I was under the impression that the hotel came with breakfast but it didn't. And they never brought up new clean towels upon my request.

Reviewed on Oct 19, 2025

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Rosemont first class flight packages

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

Hilton Chicago

8.4/10 Very Good! (2,261 reviews)

Dec 28 - Jan 2

5 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,002, price is now $788 per person
$788
per person
found 19 hours ago
Nice, clean hotel, friendly staff, very comfortable room, within walking distance from lake Michigan, major attractions, shopping and dining.

Reviewed on Sep 5, 2025

Arlo Chicago
4.0-star property

Arlo Chicago

9.2/10 Wonderful! (1,852 reviews)

Dec 28 - Jan 2

5 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,127, price is now $853 per person
$853
per person
found 19 hours ago
Super convinient and great location.

Reviewed on Oct 25, 2025

Palmer House a Hilton Hotel
4.0-star property

Palmer House a Hilton Hotel

8.4/10 Very Good! (2,015 reviews)

Dec 28 - Jan 2

5 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,058, price is now $817 per person
$817
per person
found 19 hours ago
I loved the architecture and the history of the hotel.

Reviewed on Oct 20, 2025

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Rosemont

Orbitz is your one stop for guaranteed low prices on Rosemont flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

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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 $83 to $140 this past week. The best price to travel one-way was $44, coming from Los Angeles (LAX).
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.