Cheap flights from JAN to MDW (Evers Intl. to Midway Intl.)

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Cheap Flights from JAN to MDW starting at $159 One Way, $252 Round Trip

Prices starting at $252 for return flights and $159 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Aug 23 - Thu, Sep 11
JAN
Jackson
MDW
Chicago
$252 Roundtrip, found 9 hours ago
$252
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Aug 23 from Jackson to Chicago, returning Thu, Sep 11, priced at $252 found 9 hours ago
Tue, Aug 19 - Thu, Sep 11
JAN
Jackson
MDW
Chicago
$256 Roundtrip, found 9 hours ago
$256
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Aug 19 from Jackson to Chicago, returning Thu, Sep 11, priced at $256 found 9 hours ago
Mon, Aug 4 - Wed, Aug 6
JAN
Jackson
MDW
Chicago
$257 Roundtrip, found 4 days ago
$257
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Aug 4 from Jackson to Chicago, returning Wed, Aug 6, priced at $257 found 4 days ago
Tue, Jul 29 - Wed, Aug 6
JAN
Jackson
MDW
Chicago
$272 Roundtrip, found 4 days ago
$272
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jul 29 from Jackson to Chicago, returning Wed, Aug 6, priced at $272 found 4 days ago
Mon, Aug 4 - Sat, Aug 9
JAN
Jackson
MDW
Chicago
$274 Roundtrip, found 4 days ago
$274
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Aug 4 from Jackson to Chicago, returning Sat, Aug 9, priced at $274 found 4 days ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Cozy and Modern Stay in the Heart of C
Cozy and Modern Stay in the Heart of C
3 out of 5
1407 w 15th St Chicago, Chicago, IL
Stay at this 3-star motel in Chicago. Enjoy free WiFi, in-room washers/dryers, and air conditioning. Popular attractions United Center and Grant Park are located ...
5.6/10 (17 reviews)
"It was good to stay there. Had good traveling. Thank you for taking care of staying safety!"

Reviewed on Jun 5, 2025

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Cozy and Modern Stay in the Heart of C
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,153 reviews)
"A great experience"

Reviewed on Jun 20, 2025

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Crowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
3 out of 5
506 West Harrison Street, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,006 reviews)
"The hotel staff was very friendly and informative."

Reviewed on Jun 20, 2025

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Holiday Inn & Suites Chicago - Downtown by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Chicago

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,245 reviews)
"Great stay, amazing late night staff assisted with late check in. Clean, comfortable rooms. Good hot breakfast. Broken TV in room they couldn’t fix was only downside."

Reviewed on Jun 20, 2025

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Embassy Suites by Hilton Chicago Downtown River North
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,902 reviews)
"Over all, a very pleasant stay."

Reviewed on Jun 20, 2025

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InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,321 reviews)
"It was faithful to what was advertised. Some constructions may limit the experience but overall it was a very good option. We would probably repeat"

Reviewed on Jun 20, 2025

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Hilton Chicago/Magnificent Mile Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare
Motel 6 Elk Grove Village, IL - O'Hare
2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,508 reviews)
"Clean room and relaxing i enjoyed my stay wood vook again if need"

Reviewed on Jun 19, 2025

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Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3 out of 5
777 E Grand Avenue, Bensenville, IL
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
6.8/10 (1,009 reviews)
"Love it"

Reviewed on Jun 19, 2025

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Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport
Comfort Suites Chicago O'Hare Airport
3 out of 5
4200 North River Road, Schiller Park, IL
Stay at this 3-star business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,511 reviews)
"Easy commute"

Reviewed on Jun 20, 2025

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Comfort Suites Chicago O'Hare Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Chicago Hotels

Freehand Chicago
Freehand Chicago
4 out of 5
19 East Ohio Street, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (1,965 reviews)
"Loved it . Easy to find and had everything I needed in house. Located around everything u want. Clean / nice / safe staff is friendly / food was good !! 5 stars"

Reviewed on Jun 21, 2025

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Freehand Chicago
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2 out of 5
65 E Harrison St, Chicago, IL
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7/10 Good! (2,205 reviews)
"Good hotel."

Reviewed on Jun 19, 2025

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Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare
Motel 6 Elk Grove Village, IL - O'Hare
2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,508 reviews)
"Clean room and relaxing i enjoyed my stay wood vook again if need"

Reviewed on Jun 19, 2025

Get rates
Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4 out of 5
511 North Columbus Drive, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,678 reviews)
"Its a nice place. A little confusing checking in.come in go up check in. Go out go down into ramp. Park come up in one elevator. Go around to another elevator to the lobby. Got to another elevator to the room."

Reviewed on Jun 19, 2025

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Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,752 reviews)
"Our room was spacious and well appointed. The hotel was truly lovely. Staff were friendly and helpful."

Reviewed on Jun 15, 2025

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Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,245 reviews)
"Great stay, amazing late night staff assisted with late check in. Clean, comfortable rooms. Good hot breakfast. Broken TV in room they couldn’t fix was only downside."

Reviewed on Jun 20, 2025

Get rates
Embassy Suites by Hilton Chicago Downtown River North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

JAN to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
JAN Address & GPS
Address:
100 International Drive, Suite 300
Jackson MS, 39296-8109
United States
IATA Code:
JAN
Longitude:
-90.074955
Latitude:
32.309896
Time Zone:
America/Chicago
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from Jackson Municipal Airport to Chicago Airport?
Nonstop flights aren't an option when it comes to getting from Evers Intl. Airport (JAN) to Chicago Airport. However, there are plenty of companies that service this route with just a single stopover, including Southwest Airlines, Delta Air Lines and United Airlines.
What is the shortest flight from Jackson Municipal Airport to Chicago Airport?
The shortest flight time from Jackson to Chicago is around 3 hours and 39 minutes. Order your favorite tipple from the drink cart, go over your travel itinerary or get to know your neighbors --- you'll have enough time on this medium-haul trip.
How many hours flight from JAN to Midway Intl. Airport (MDW)?
Get comfortable, because the average plane trip from JAN to Midway Airport is 3 hours and 44 minutes. Listen to a few podcasts, stick your nose in a book ... You'll have enough time to relax and unwind.
What airlines have the most flights from Evers Intl. Airport (JAN) to Chicago Airport?
There are no airlines operating direct flights between Evers Intl. Airport (JAN) and Chicago Airport. Plan ahead and reserve a multi-stop or one-stop plane ticket.

Map To Nearby Hotels

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.