Cheap Flight Tickets from San Juan (SJU) to Chicago (ORD), Starting at $240

Good to Know: Cheapest and Fastest SJU - ORD Flights

Useful information for finding best airline tickets from Luis Munoz Marin International to Chicago O'Hare International on your next trip.

Cheapest Round Trip Flight

$618

WN Southwest Airlines • 1 stop • 14h 5m

Nov 15 – Nov 22

The cheapest round trip flight from San Juan to Chicago (SJU-ORD-SJU) is currently $618

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Fastest Flight

11h 40m

The fastest nonstop flight from San Juan to Chicago (SJU-ORD) takes 11h 40m

Latest Flight Deals from San Juan (SJU) to Chicago (ORD)

Compare and book low fare round-trip air tickets from San Juan to Chicago. Ideal for travelers with confirmed return itineraries.

Nov 15 - Nov 22, Economy
WN
San Juan → Chicago
14h 5m
5:35 AM - 12:20 PM • 1 stop
WN
San Juan → Chicago
19h 10m
8:40 PM - 10:30 AM • 1 stop
$618
Southwest Airlines
Nov 15 - Nov 22, Economy
WN
San Juan → Chicago
17h 5m
2:20 PM - 10:45 PM • 1 stop
WN
San Juan → Chicago
19h 10m
8:40 PM - 10:30 AM • 1 stop
$618
Southwest Airlines
Nov 15 - Nov 22, Economy
WN
San Juan → Chicago
17h 5m
2:20 PM - 10:45 PM • 1 stop
WN
San Juan → Chicago
17h 15m
11:00 AM - 11:35 PM • 2 stops
$654
Southwest Airlines
Nov 15 - Nov 22, Economy
WN
San Juan → Chicago
14h 5m
5:35 AM - 12:20 PM • 1 stop
WN
San Juan → Chicago
17h 15m
11:00 AM - 11:35 PM • 2 stops
$654
Southwest Airlines
Nov 15 - Nov 22, Economy
WN
San Juan → Chicago
18h 45m
6:35 AM - 4:00 PM • 1 stop
WN
San Juan → Chicago
19h 10m
8:40 PM - 10:30 AM • 1 stop
$772
Southwest Airlines
Nov 15 - Nov 22, Economy
WN
San Juan → Chicago
18h 45m
6:35 AM - 4:00 PM • 1 stop
WN
San Juan → Chicago
17h 15m
11:00 AM - 11:35 PM • 2 stops
$809
Southwest Airlines

Fly from San Juan to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from San Juan to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on San Juan to Chicago Flights

What are the airports in San Juan?
SJU
What’s the most popular airline flying from SJU to ORD?
The most popular airline flying from San Juan to Chicago are
Can I fly from SJU to ORD non-stop?
NO
Which airlines fly nonstop between San Juan and Chicago?
The non-stop flights between San Juan and Chicago are .
What’s the earliest departure time from SJU to ORD Airport?
The earliest flight leaves SJU at 5:35 am and lands in ORD - Chicago O'Hare International
What are the airports in Chicago?
MDW,ORD
Can I make changes to my San Juan to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from SJU to ORD?
Read the fare rules of the San Juan to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from San Juan and Chicago?
operate flights between San Juan and Chicago
How long does a flight from San Juan to Chicago take?
It takes approximately 5 hour to fly non-stop from SJU to ORD, which is 2071.72 miles by air.
Which airlines provide the cheapest flights from San Juan (SJU) to Chicago (ORD) ?
In the past couple of days, the cheapest tickets to ORD from SJU were found on WN : USD 654
Do I need a passport to fly between SJU and ORD?
Yes
What’s the latest departure time from SJU to ORD ?
The last flight leaves SJU at 5:40 pm

Hotels in Chicago (ORD)

5 hotels near Chicago O'Hare International — compare rates from top booking sites.

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5.0-star hotel 5-star hotel

Fairmont Chicago at Millennium Park

📍 200 North Columbus Drive, Chicago, Illinois 60601

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5.0-star hotel 5-star hotel

InterContinental Chicago Magnificent Mile

📍 505 N Michigan Ave, Chicago, Illinois 60611

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5.0-star hotel 5-star hotel

JW Marriott Chicago

📍 151 West Adams Street, Chicago, Illinois 60603

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5.0-star hotel 5-star hotel

The Langham, Chicago

📍 330 North Wabash, Chicago, Illinois 60618

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5.0-star hotel 5-star hotel

The Ritz-Carlton, Chicago

📍 160 E Pearson Street, Chicago, Illinois 60611

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Hotel Deals in Chicago (IL)
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
Red Roof Inn

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

6.6/10
★★☆☆☆ Hotel 132.0 rooms
✓ Free WiFi

📍 22 West Algonquin Road, Chicago (IL)

Experience an abundance of unparalleled facilities and features at Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts. Maintain seamless communication using the complimentary Wi-Fi at hotel.For visit…

Check-in 03:00 PM  ·  Check-out 12:00 PM

$74/night
View Deal
Baymont by Wyndham Glenview
Wyndham Hotels & Resorts

Baymont by Wyndham Glenview

8.1/10
★★★☆☆ Hotel 95.0 rooms
✓ Free WiFi ✓ Breakfast

📍 1625 Milwaukee Ave, Chicago (IL), Illinois

At Baymont by Wyndham Glenview, exceptional service and top-notch amenities create a memorable experience for guests.Complimentary internet access is available in the hotel to ensure you stay connect…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$103/night
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Radisson Hotel Schaumburg
Choice Hotels

Radisson Hotel Schaumburg

7.0/10
★★★☆☆ Hotel 127.0 rooms
✓ Free WiFi ✓ Breakfast

📍 1550 N. Roselle Rd, Chicago (IL), Illinois

Radisson Hotel Schaumburg provides flawless service and all the necessary facilities for visitors. Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. W…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$113/night
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La Quinta by Wyndham Chicago O'Hare Airport
Wyndham Hotels & Resorts

La Quinta by Wyndham Chicago O'Hare Airport

8.3/10
★★★☆☆ Hotel 123.0 rooms
✓ Breakfast

📍 6860 Mannheim Rd, Chicago (IL), Illinois

La Quinta by Wyndham Chicago O'Hare Airport offers top-notch services and amenities, ensuring guests experience utmost comfort.Visitors can take advantage of the accessible parking options directly a…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$121/night
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Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
InterContinental Hotels Group

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8.3/10
★★★★☆ Hotel 503.0 rooms
✓ Free WiFi ✓ Breakfast

📍 5440 North River Road, Chicago (IL), Illinois

Experience an abundance of unparalleled facilities and features at Crowne Plaza Chicago O'Hare Hotel & Conference Center By IHG.Share your photos and respond to emails at your convenience, thanks to …

Check-in 03:00 PM  ·  Check-out 12:00 PM

$161/night
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Chicago South Loop
No chain

Chicago South Loop

7.7/10
★★★☆☆ Hotel 232.0 rooms
✓ Free WiFi

📍 11 W 26th Street, Chicago (IL), Illinois

Chicago South Loop offers top-notch services and amenities, ensuring guests experience utmost comfort.Maintain seamless communication using the complimentary Wi-Fi at hotel. For visitors traveling by…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$179/night
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Holiday Inn O'Hare Area By IHG
InterContinental Hotels Group

Holiday Inn O'Hare Area By IHG

7.9/10
★★★☆☆ Hotel 245.0 rooms
✓ Free WiFi ✓ Breakfast

📍 5615 North Cumberland Avenue, Chicago (IL), Illinois

Holiday Inn O'Hare Area By IHG offers top-notch services and amenities, ensuring guests experience utmost comfort. Share your photos and respond to emails at your convenience, thanks to the free Wi-F…

Check-in 03:00 PM  ·  Check-out 12:00 PM

$186/night
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Hyatt Regency Ohare Chicago
Hyatt Hotels

Hyatt Regency Ohare Chicago

8.5/10
★★★★☆ Hotel
✓ Breakfast

📍 9300 Bryn Mawr Ave, Chicago (IL), Illinois

Hyatt Regency Ohare Chicago offers top-notch services and amenities, ensuring guests experience utmost comfort.Should you require transportation to or from the airport, hotel is able to organize it p…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$209/night
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The Allegro Royal Sonesta Hotel Chicago Loop
Sonesta

The Allegro Royal Sonesta Hotel Chicago Loop

8.5/10
★★★★☆ Hotel 250.0 rooms

📍 171 W Randolph Street, Chicago (IL), Illinois

Great care is taken to ensure guests experience comfort through top-notch services and amenities.Remain linked during your visit by utilizing the complimentary internet access available.Parking is ac…

Check-in 04:00 PM  ·  Check-out 11:00 AM

$212/night
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San Juan (SJU) to Chicago (ORD): Airport Information

Origin Airport Luis Munoz Marin International , San Juan, PR
Destination Airport Chicago O'Hare International , Chicago, US
Distance 2072 miles

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