Cheap flights To Rosemont (CHI) from $29

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Cheap Flights to Rosemont from $29 One Way, $58 Round Trip

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

Sun, Jan 25 - Thu, Jan 29
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$58 Roundtrip, found 3 days ago
$58
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Jan 25 from John F. Kennedy Intl. to O'Hare Intl., returning Thu, Jan 29, priced at $58 found 3 days ago
Sat, Mar 7 - Sat, Mar 7
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$58 Roundtrip, found 2 hours ago
$58
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Mar 7 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Mar 7, priced at $58 found 2 hours ago
Sat, Mar 7 - Tue, Mar 10
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$58 Roundtrip, found 1 hour ago
$58
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Mar 7 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Mar 10, priced at $58 found 1 hour ago
Tue, Feb 10 - Wed, Feb 11
LGA
LaGuardia
ORD
O'Hare Intl.
$63 Roundtrip, found 2 hours ago
$63
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Feb 10 from LaGuardia to O'Hare Intl., returning Wed, Feb 11, priced at $63 found 2 hours ago
Fri, Feb 6 - Sat, Feb 7
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$70 Roundtrip, found 3 hours ago
$70
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Feb 6 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sat, Feb 7, priced at $70 found 3 hours ago
Tue, Jan 13 - Thu, Jan 15
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$91 Roundtrip, found 4 days ago
$91
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jan 13 from Newark Liberty Intl. Airport to Midway Intl., returning Thu, Jan 15, priced at $91 found 4 days ago
Tue, Jan 27 - Thu, Jan 29
LGA
LaGuardia
MDW
Midway Intl.
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Jan 27 from LaGuardia to Midway Intl., returning Thu, Jan 29, priced at $111 found 5 days ago
Wed, Jan 21 - Wed, Jan 28
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$126 Roundtrip, found 4 days ago
$126
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jan 21 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Jan 28, priced at $126 found 4 days ago
Wed, Jan 28 - Wed, Feb 4
JFK
John F. Kennedy Intl.
MDW
Midway Intl.
$128 Roundtrip, found 6 days ago
$128
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Jan 28 from John F. Kennedy Intl. to Midway Intl., returning Wed, Feb 4, priced at $128 found 6 days ago
Mon, Mar 9 - Wed, Mar 11
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$136 Roundtrip, found 4 days ago
$136
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Mar 9 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Mar 11, priced at $136 found 4 days ago

Rosemont Flight Information

Traveling To
Rosemont
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, American Airlines, Southwest Airlines, JetBlue Airways
Flight Price
$58
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

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Rosemont economy flight packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Chicago Magnificent Mile
3.0-star property

Courtyard by Marriott Chicago Magnificent Mile

Feb 13 - Feb 15

2 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Price was $268, price is now $192 per person
$192
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Feb 13 - Feb 16

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $588, price is now $335 per person
$335
per person
found 2 days ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Feb 13 - Feb 16

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $942, price is now $656 per person
$656
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.
Comfort Inn & Suites Arlington Heights - Schaumburg
3.0-star property

Comfort Inn & Suites Arlington Heights - Schaumburg

8.4/10 Very Good! (782 reviews)

Mar 5 - Mar 8

3 night stay

Minneapolis (MSP) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $554, price is now $485 per person
$485
per person
found 6 hours ago
Smells a little weird in the room. But over pretty clean. The bathroom needs updating. The tub has lots of stains and the toilet has one of those buttons that use different amounts of water between the two buttons. The larger one didn’t work so that was annoying. Close to a lot of things if you have a car or take the bus. Can walk to a big gas station across the street

Reviewed on Dec 13, 2025

Embassy Suites by Hilton Chicago O'Hare Rosemont
4.0-star property

Embassy Suites by Hilton Chicago O'Hare Rosemont

8.8/10 Excellent! (1,208 reviews)

Mar 5 - Mar 8

3 night stay

Minneapolis (MSP) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $742, price is now $609 per person
$609
per person
found 6 hours ago
The room was clean and comfortable. The breakfast was amazing. The outer room where our granddaughter slept on the sofabed was very loud from the open area and very bright at night. Because of the unexpected $78.00 fee for parking for a day and half, we will not be returning.

Reviewed on Dec 28, 2025

Sonesta Chicago O'Hare Airport Rosemont
3.0-star property

Sonesta Chicago O'Hare Airport Rosemont

8.6/10 Excellent! (1,633 reviews)

Mar 5 - Mar 8

3 night stay

Minneapolis (MSP) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $609, price is now $529 per person
$529
per person
found 6 hours ago
Great location and Amazing restaurant downstairs

Reviewed on Sep 21, 2025

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Rosemont first class 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

9.4/10 Exceptional! (2,790 reviews)

Feb 12 - Feb 15

3 night stay

Minneapolis (MSP) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Price was $885, price is now $665 per person
$665
per person
found 2 hours ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful. Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates! The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods. The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely. I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month. Kudos to all, and thank you for our wonderful stay!

Reviewed on Dec 28, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,773 reviews)

Feb 12 - Feb 15

3 night stay

Minneapolis (MSP) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Price was $1,256, price is now $955 per person
$955
per person
found 2 hours ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (380 reviews)

Feb 12 - Feb 15

3 night stay

Minneapolis (MSP) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Price was $899, price is now $732 per person
$732
per person
found 2 hours ago
We always love staying here. Such great service and nice accommodations.

Reviewed on Nov 20, 2025

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Rosemont

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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 $58 to $136 this past week. The best price to travel one-way was $29, coming from Dallas (DFW).
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.