Cheap flights from IND to MDW (Indianapolis Intl. to Midway Intl.)

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Cheap Flights from IND to MDW starting at $89 One Way, $222 Round Trip

Prices starting at $222 for return flights and $89 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.

Fri, Apr 3 - Sun, Apr 5
IND
Indianapolis
MDW
Chicago
$222 Roundtrip, found 4 days ago
$222
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Apr 3 from Indianapolis to Chicago, returning Sun, Apr 5, priced at $222 found 4 days ago
Fri, Apr 3 - Sun, Apr 5
IND
Indianapolis
MDW
Chicago
$253 Roundtrip, found 4 days ago
$253
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Apr 3 from Indianapolis to Chicago, returning Sun, Apr 5, priced at $253 found 4 days ago
Fri, Apr 3 - Sun, Apr 5
IND
Indianapolis
MDW
Chicago
$273 Roundtrip, found 4 days ago
$273
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Apr 3 from Indianapolis to Chicago, returning Sun, Apr 5, priced at $273 found 4 days ago
Fri, Apr 3 - Sun, Apr 5
IND
Indianapolis
MDW
Chicago
$284 Roundtrip, found 4 days ago
$284
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Apr 3 from Indianapolis to Chicago, returning Sun, Apr 5, priced at $284 found 4 days ago
Fri, Apr 3 - Sun, Apr 5
IND
Indianapolis
MDW
Chicago
$304 Roundtrip, found 4 days ago
$304
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Apr 3 from Indianapolis to Chicago, returning Sun, Apr 5, priced at $304 found 4 days ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$93 nightly
The price is $109 total per night from Feb 28 to Mar 1
$109 total
Feb 28 - Mar 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,892 reviews)
We mainly go to Chicago for medical appointments and it is *so awesome* that you can actually open the windows here.That is the main reason we chose it. Because Dad has cancer we aired it out and then ran our own air purifier. No bad smells or anything, we're just being cautious because of his health. ...

Reviewed on Feb 27, 2026

Congress Plaza Hotel
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
$111 nightly
The price is $131 total per night from Mar 1 to Mar 2
$131 total
Mar 1 - Mar 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (1,996 reviews)
Bathroom wasn’t clean and hair on towels

Reviewed on Feb 25, 2026

Crowne Plaza Chicago West Loop by IHG
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
$109 nightly
The price is $128 total per night from Mar 1 to Mar 2
$128 total
Mar 1 - Mar 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,868 reviews)
I had an extremely great stay. Staff was amazing. I never got her name but the young lady that was doing check ins on Saturday morning was extremely sweet.

Reviewed on Feb 25, 2026

Hilton Garden Inn Chicago Downtown South Loop
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

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$93 nightly
The price is $109 total per night from Feb 28 to Mar 1
$109 total
Feb 28 - Mar 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,892 reviews)
We mainly go to Chicago for medical appointments and it is *so awesome* that you can actually open the windows here.That is the main reason we chose it. Because Dad has cancer we aired it out and then ran our own air purifier. No bad smells or anything, we're just being cautious because of his health. ...

Reviewed on Feb 27, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$137 nightly
The price is $161 total per night from Mar 4 to Mar 5
$161 total
Mar 4 - Mar 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,420 reviews)
Good job

Reviewed on Feb 27, 2026

Hotel Riu Plaza 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
$113 nightly
The price is $132 total per night from Mar 2 to Mar 3
$132 total
Mar 2 - Mar 3
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,690 reviews)
Great location and amenities but housekeeping could have been better.

Reviewed on Feb 27, 2026

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.

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
$42 nightly
The price is $48 total per night from Mar 22 to Mar 23
$48 total
Mar 22 - Mar 23
Total with taxes and fees
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! (1,848 reviews)
My stay was relaxing. The staff was helpful and welcoming. I'm glad I stayed here. The rooms were clean and quiet. I checked in with Tiffany. She was very kind and made me feel valued as a guest. Thank You!!

Reviewed on Feb 22, 2026

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
$91 nightly
The price is $101 total per night from Feb 28 to Mar 1
$101 total
Feb 28 - Mar 1
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.4/10 Good! (1,290 reviews)
Staff was rude experience was horrible.

Reviewed on Feb 27, 2026

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
$79 nightly
The price is $90 total per night from Mar 1 to Mar 2
$90 total
Mar 1 - Mar 2
Total with taxes and fees
Book a stay at this 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! (2,909 reviews)
The room was clean. The staff was helpful only down side was none of the ice machines worked and one elevator was out.

Reviewed on Feb 27, 2026

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
$82 nightly
The price is $96 total per night from Mar 2 to Mar 3
$96 total
Mar 2 - Mar 3
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (2,782 reviews)
Great bar areas! Very clean rooms

Reviewed on Feb 26, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$95 nightly
The price is $112 total per night from Mar 5 to Mar 6
$112 total
Mar 5 - Mar 6
Total with taxes and fees
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 ...
7.4/10 Good! (2,521 reviews)
🎯

Reviewed on Feb 25, 2026

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
$42 nightly
The price is $48 total per night from Mar 22 to Mar 23
$48 total
Mar 22 - Mar 23
Total with taxes and fees
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! (1,848 reviews)
My stay was relaxing. The staff was helpful and welcoming. I'm glad I stayed here. The rooms were clean and quiet. I checked in with Tiffany. She was very kind and made me feel valued as a guest. Thank You!!

Reviewed on Feb 22, 2026

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
$144 nightly
The price is $169 total per night from Mar 5 to Mar 6
$169 total
Mar 5 - Mar 6
Total with taxes and fees
Book a stay at this 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! (2,809 reviews)
Customer service was great. There’s a great team working the front desk. Room was clean and held enough space for 4 adults and one child. Beds were really comfortable and slept great. Enjoyed the refreshments when we had time as well. Highly recommend staying there for a future visit.

Reviewed on Feb 26, 2026

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
$176 nightly
The price is $202 total per night from Mar 6 to Mar 7
$202 total
Mar 6 - Mar 7
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,309 reviews)
Beautiful hotel with exceptional service.

Reviewed on Feb 25, 2026

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
$113 nightly
The price is $132 total per night from Mar 2 to Mar 3
$132 total
Mar 2 - Mar 3
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,690 reviews)
Great location and amenities but housekeeping could have been better.

Reviewed on Feb 27, 2026

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.

IND to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
IND Address & GPS
Address:
7800 Col. H. Weir Cook Memorial Drive
Indianapolis IN, 46241
United States
IATA Code:
IND
Longitude:
-86.292991
Latitude:
39.71627
Time Zone:
America/Indiana/Indianapolis
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 IND to Midway Airport?
If you're planning to fly from Indianapolis Airport to Midway Intl. Airport (MDW), you'll need to change planes. Southwest Airlines, Delta Air Lines and Frontier Airlines service this route with just one stopover. Use the time to stretch those legs and get something to eat.
What is the shortest flight from IND to Chicago Airport?
The shortest flight from Indianapolis Airport to Midway Intl. Airport (MDW) is around 5 hours and 9 minutes. Grab a wine from the cabin crew, start your travel journal or read a few magazines — you'll have plenty of time on this medium-haul trip.
How many hours flight from IND to Midway Intl. Airport (MDW)?
On a normal day, the flight time from Indianapolis Intl. Airport (IND) to Midway Intl. Airport (MDW) takes 5 hours and 16 minutes. If you want to be as comfortable as you can, consider upgrading your seat using air miles or cash.
What airlines have the most flights from IND to Chicago Airport?
You won't find any airlines that fly direct between Indianapolis Intl. Airport (IND) and MDW. Do your research and secure 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.

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