When did momondo last update prices for flights from Bend/Redmond Airport to Chicago Midway Airport?

Prices for flights from Bend/Redmond Airport to Chicago Midway Airport were last updated today.

How old do you have to be to fly from Bend/Redmond Airport to Chicago Midway Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Bend/Redmond Airport to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$205 Cheap Flights from Redmond to Chicago Midway Airport in 2026/27

Find the cheapest flights from Redmond to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:27 pm - 8:50 amRDM Bend/Redmond-MDW Chicago Midway

11h 23m2 stops Seattle/Tacoma Intl Minneapolis St Paul

10:24 am - 7:00 pmMDW Chicago Midway-RDM Bend/Redmond

10h 36m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$465Delta

Tue, Nov 24 - Wed, Dec 9

7:33 pm - 8:44 amRDM Bend/Redmond-MDW Chicago Midway

11h 11m2 stops Seattle/Tacoma Intl Minneapolis St Paul

1:27 pm - 10:02 pmMDW Chicago Midway-RDM Bend/Redmond

10h 35m2 stops Detroit Metropolitan Wayne County Salt Lake City

$466Delta

Wed, Oct 28 - Wed, Nov 4

7:33 pm - 9:32 amRDM Bend/Redmond-MDW Chicago Midway

11h 59m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

1:27 pm - 11:06 pmMDW Chicago Midway-RDM Bend/Redmond

11h 39m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$504Delta

Sat, Oct 24 - Wed, Oct 28

7:27 pm - 10:25 amRDM Bend/Redmond-MDW Chicago Midway

12h 58m2 stops Seattle/Tacoma Intl Minneapolis St Paul

9:37 am - 7:00 pmMDW Chicago Midway-RDM Bend/Redmond

11h 23m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$512Delta

Wed, Nov 25 - Sun, Dec 6

7:40 pm - 9:37 amRDM Bend/Redmond-MDW Chicago Midway

11h 57m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

12:39 pm - 7:00 pmMDW Chicago Midway-RDM Bend/Redmond

8h 21m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$546Delta

Wed, Dec 2 - Fri, Dec 11

6:21 am - 6:01 pmRDM Bend/Redmond-MDW Chicago Midway

9h 40m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

9:37 am - 7:00 pmMDW Chicago Midway-RDM Bend/Redmond

11h 23m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$558Delta

Fri, Dec 4 - Sun, Dec 13

7:33 pm - 8:44 amRDM Bend/Redmond-MDW Chicago Midway

11h 11m2 stops Seattle/Tacoma Intl Minneapolis St Paul

1:27 pm - 11:06 pmMDW Chicago Midway-RDM Bend/Redmond

11h 39m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$591Delta

Fri, Oct 16 - Sat, Oct 17

7:33 pm - 9:32 amRDM Bend/Redmond-MDW Chicago Midway

11h 59m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

1:27 pm - 11:06 pmMDW Chicago Midway-RDM Bend/Redmond

11h 39m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$592Delta

Tue, Oct 13 - Thu, Oct 15

7:33 pm - 8:44 amRDM Bend/Redmond-MDW Chicago Midway

11h 11m2 stops Seattle/Tacoma Intl Minneapolis St Paul

1:27 pm - 11:06 pmMDW Chicago Midway-RDM Bend/Redmond

11h 39m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$642Delta

Sun, Oct 11 - Thu, Oct 15

7:27 pm - 8:50 amRDM Bend/Redmond-MDW Chicago Midway

11h 23m2 stops Seattle/Tacoma Intl Minneapolis St Paul

9:37 am - 7:00 pmMDW Chicago Midway-RDM Bend/Redmond

11h 23m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$896Delta

Sun, Nov 29 - Sun, Dec 6

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Delta flights from Redmond to Chicago Midway Airport

Our best Delta deals on Redmond to Chicago Midway Airport flight tickets

Delta

Nov 24

RDM7:27 pmBend/Redmond

11h 23m

2 stops

MDW8:50 amChicago Midway

Dec 5

MDW9:37 amChicago Midway

11h 23m

2 stops

RDM7:00 pmBend/Redmond

$465

Delta

Oct 28

RDM7:33 pmBend/Redmond

11h 11m

2 stops

MDW8:44 amChicago Midway

Nov 4

MDW1:27 pmChicago Midway

10h 35m

2 stops

RDM10:02 pmBend/Redmond

$466

Delta

Oct 24

RDM7:33 pmBend/Redmond

11h 59m

2 stops

MDW9:32 amChicago Midway

Oct 28

MDW1:27 pmChicago Midway

11h 39m

2 stops

RDM11:06 pmBend/Redmond

$504

momondo Fare Finder

Use the filters below to find and compare flights from Redmond to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Tue 11/24

7:27 pm-8:50 am

2 stops11h 23m

Chicago Midway

Wed 12/9

10:24 am-7:00 pm

2 stops10h 36m

$465

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Wed 10/28

7:33 pm-8:44 am

2 stops11h 11m

Chicago Midway

Wed 11/4

1:27 pm-10:02 pm

2 stops10h 35m

$466

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Sat 10/24

7:33 pm-9:32 am

2 stops11h 59m

Chicago Midway

Wed 10/28

1:27 pm-11:06 pm

2 stops11h 39m

$504

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Wed 11/25

7:27 pm-10:25 am

2 stops12h 58m

Chicago Midway

Sun 12/6

9:37 am-7:00 pm

2 stops11h 23m

$512

Quickest round-trip

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Wed 12/2

7:40 pm-9:37 am

2 stops11h 57m

Chicago Midway

Fri 12/11

12:39 pm-7:00 pm

2 stops8h 21m

$546

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Fri 12/4

6:21 am-6:01 pm

2 stops9h 40m

Chicago Midway

Sun 12/13

9:37 am-7:00 pm

2 stops11h 23m

$558

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Fri 10/16

7:33 pm-8:44 am

2 stops11h 11m

Chicago Midway

Sat 10/17

1:27 pm-11:06 pm

2 stops11h 39m

$591

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Tue 10/13

7:33 pm-9:32 am

2 stops11h 59m

Chicago Midway

Thu 10/15

1:27 pm-11:06 pm

2 stops11h 39m

$592

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Sun 10/11

7:33 pm-8:44 am

2 stops11h 11m

Chicago Midway

Thu 10/15

1:27 pm-11:06 pm

2 stops11h 39m

$642

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Sun 11/29

7:27 pm-8:50 am

2 stops11h 23m

Chicago Midway

Sun 12/6

9:37 am-7:00 pm

2 stops11h 23m

$896

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Redmond to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Bend/Redmond to Chicago Midway?

Delta is the most popular carrier operating from Bend/Redmond to Chicago Midway

When to book flights from Redmond to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Redmond to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Redmond to Chicago Midway Airport (RDM to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Redmond to Chicago Midway Airport

Best Price Found	$205
Fastest flight time	8h 30m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Redmond in the past 72 hours is $205. The best round-trip flight deal from Redmond to Chicago Midway Airport found on momondo in the last 72 hours is $465.

The fastest flight from Redmond to Chicago Midway Airport takes 8h 30m

There are no direct flights from Redmond to Chicago Midway Airport. There are no popular flight routes from Redmond to Chicago Midway Airport.

Search flight deals

Frequently asked questions about flying from Redmond to Chicago Midway Airport

How far is Bend/Redmond to Chicago Midway by plane?
A flight from Bend/Redmond to Chicago Midway will travel around 1684.2 mi. In terms of flight time, this usually takes a little over 8h 30m.
When did momondo last update prices for flights from Bend/Redmond Airport to Chicago Midway Airport?
Prices for flights from Bend/Redmond Airport to Chicago Midway Airport were last updated today.
How old do you have to be to fly from Bend/Redmond Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Bend/Redmond Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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Valparaiso

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Munster

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Porter

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Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Redmond to Chicago?

Finding the right flight to Chicago from Redmond is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Redmond to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Redmond which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Redmond to Chicago?

Once all potential Redmond to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Redmond to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Redmond. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.